forest trips near boston

14 Top Hiking & Walking Trails near Boston

Written by Barbara Radcliffe Rogers Updated May 3, 2023 We may earn a commission from affiliate links ( )

Although Boston has a compact downtown of winding old streets, it has an astonishing wealth of open space and parkland where you can walk or hike and enjoy the urban landscapes framed by trees and grass.

The wide Charles River runs within blocks of busy downtown, bordered by a broad esplanade park. From its busy hub at Park Street and the Boston Common, a green swath known as the Emerald Necklace connects parks, fens, ponds, public gardens, and an arboretum in a continuous 1,100-acre chain, linked by seven miles of hiking trails.

All around the city are leafy suburbs with vast parks and reserves of public lands that include gentle hills to climb for views back at the city skyline, and miles of trails along the rivers and bay.

Many of the walking routes pass close to Boston's tourist attractions , including historic sights and world-class museums and universities. Two are city walks that take you to some of the most iconic places to visit in Boston. Another traces the route of the Minutemen at the battles of Lexington and Concord.

If you're looking for a short getaway from the busy city streets, you'll find plenty of places to visit with our list of the top walking and hiking trails near Boston.

1. Emerald Necklace

2. battle road trail, 3. blue hills reservation, 4. the freedom trail, 5. the atlantic path and halibut point, 6. world's end, 7. charles river reservation, 8. mt. auburn cemetery, 9. black heritage trail, 10. breakheart reservation, 11. appleton farms grass rides, 12. middlesex fells reservation, 13. mount wachusett, 14. lynn woods reservation, map of hiking & walking trails near boston.

More than 100 years ago, the preeminent landscape architect Frederick Law Olmsted envisioned a long green space connecting downtown Boston to the suburbs. This Emerald Necklace he designed has survived intact, and today connects more than 1,000 acres in six different parks from the Boston Common to Franklin Park .

You can walk the entire seven miles or any part of it, either returning on foot or by public transportation (nearby stops are marked on the excellent Emerald Necklace map). On its way to Dorchester, the route passes two major art museums, Boston's famous Swan Boats , a stunning rose garden , the historic Fenway Victory Gardens , three ponds, a wildflower meadow, the Arnold Arboretum , and a zoo.

The route is filled with things to see and do in Boston and its suburbs. The Emerald Necklace begins with the Boston Common and Public Garden , continuing along the tree-covered park in the center of Commonwealth Avenue , lined on either side by rows of distinguished brownstone and brick townhouses that were homes to the "Boston Brahmins."

You can walk the portion from Charles Street, through the Public Garden and the length of Commonwealth Avenue for a 2.5-mile round-trip, or add another 1.6 miles by strolling through the Fenway community gardens and the rose garden.

A popular side trail on the Emerald Necklace circles Jamaica Pond ; the main trail runs along its south side, where there is a scenic overlook.

Address: Shattuck Visitor Center, 125 The Fenway, Boston, Massachusetts

The beautiful level path through forests and riverside wetlands seems far removed from its historic context-the first shots of the American Revolution and Paul Revere's famous ride. Along with sections of the Battle Road , where the British troops were harassed by Minutemen firing from behind stone walls, the trail follows the route of the Minutemen as they moved from their first skirmish with the British troops on Lexington Green to the battle at Concord Bridge .

Here, the small band of ill-armed farmers stood off the British, who scuttled back to Boston without having seized the Colonists' stockpiled weapons and munitions in Concord as intended.

Along the five-mile route, you'll want to stop to read the historic markers, see the displays and multi-media presentation in the visitors center, follow a few side paths, visit Hartwell Tavern, and look around Concord Bridge.

For avid readers, one of the favorite places to go near the trail is Authors Ridge in Concord's Sleepy Hollow Cemetery, the burial place of Louisa May Alcott, Ralph Waldo Emerson, and Henry David Thoreau.

The trail is open year-round, although the visitor center is open only from April through October. You can complete your immersion in history by staying at the Hawthorne Inn , a gracious 1860s home within walking distance of Concord's Historic Center, the Old North Bridge, and the homes of Louisa May Alcott, Nathaniel Hawthorne, and other famous Concord writers.

Address: 250 North Great Road, Lincoln, Massachusetts

The 635-foot summit of Great Blue Hill is the highest of the 22 Blue Hills protected by the 7,000 acres of the reservation stretching across parts of Milton, Quincy, Braintree, Canton, Randolph, and Dedham, south of Boston.

Climbers are rewarded with sweeping views of the entire metropolitan area from its rocky top, but this is only part of the park's 125 miles of trails. Some lead to sites with evidence of Native American presence here, others past remnants of early farms and old quarries.

The park protects natural habitats that you can explore on trails that lead past ponds, marshes, and swamps, and through high and lowland forests, meadows, and an Atlantic white cedar bog . The six-mile Skyline Loop involves some serious exercise, with rock scrambles and a lot of ups and downs. Maps are available at the headquarters, and the rangers are helpful in suggesting and describing routes.

Also in the park are the Blue Hills Trailside Museum and the Blue Hill Observatory and Science Center , at the summit of Great Blue Hill. You can get to the park by public transportation.

Address: 695 Hillside Street, Milton, Massachusetts

One of the country's best-loved city walks, The Freedom Trail follows the events leading up to the American Revolution, visiting the sites where many of the seminal events took place.

The three-mile walk, marked by a line of red bricks in the sidewalk, begins at the visitor center in the Boston Common and visits 16 historic monuments and sites. These include the site of the infamous Boston Massacre and Old South Meeting House, where the speeches of patriots lead to the Boston Tea Party.

Old Granary Burying Ground is where Paul Revere, Samuel Adams, and John Hancock are buried, and the trail leads past Faneuil Hall and The Paul Revere House in Boston's North End. Not far away is Old North Church , where the lanterns were hung to signal his famous ride.

A scenic two-mile walk along the shore, over rock ledges that slope to the sea, begins just past The Emerson Inn , a beautiful historic hotel overlooking the sea on Cathedral Avenue in Rockport, and continues to Halibut Point State Park . Here, you will find 2.5 miles of trails along more rocky shore and around a granite quarry that has been filled by springs.

An interpretive trail explains the quarry's operation and the fascinating history of this point. Granite quarried and cut here was used for paving stones and to build Boston's Custom House Tower. You can learn more about Halibut Point's and Cape Ann's granite quarrying and natural history at the visitor center and museum.

The views along the coast reach across Ipswich Bay as far as New Hampshire and Maine. Birders will like this park, with its rocky coast covered in bayberry and shad, good habitats for small birds. The Atlantic Path continues from the far side of the park.

Location: Rockport, Massachusetts

The gentle hills and rocky shorelines of 251-acre World's End , 15 miles from the city on the south shore, has something for everyone: hiking, cross-country skiing, snowshoeing, kayaking, canoeing, birding, horseback riding, and mountain biking.

Like the harbor islands, the hills of World's End are drumlins, left by retreating glaciers, which also scraped bare the granite ledges that are now covered in blueberry bushes and cedar.

Trails skirt saltwater marshes and cross woodlands and meadows that are important habitats for birds and native plants. From its hills and shore are views of the Boston skyline , and winding through the park under a canopy of trees are carriage lanes designed by landscape architect Frederick Law Olmsted.

These carriage paths and walking trails combine to create 4.5 miles of moderate hiking. Although World's End is managed by the Trustees of Reservations, it is part of the Boston Harbor Islands National Park area.

Address: Martins Lane, Hingham, Massachusetts

Boston and Cambridge share the Charles River, which flows in a wide band between them. On each side is a green strip with walking and cycling paths that make good loops, thanks to the well-spaced bridges. The Charles River Reservation is a linear park that stretches 20 miles upriver from Boston Harbor.

On the Boston shore, it includes the wide Esplanade , and on the Cambridge side, it runs past the scenic campuses of Harvard and MIT . The best view of the Boston skyline is from the MIT shore, with the river as a foreground, dotted with sailboats.

Various local trail networks join, leave, and intersect the trails along the river. The Charles River Link is a 16-mile trail along one of the most scenic stretches, connecting green spaces in Newton, Wellesley, Needham, Natick, Dover, and Medfield.

The Wellesley Trails network, which it includes part of, follows the Charles River, continuing through the Town Forest and past Longfellow Pond. The portions of the riverside paths on the Boston end are heavily used by cyclists, rollerbladers, and runners, so walkers need to be alert and stay to one side to avoid annoying encounters.

For less traffic and more nature, head for the suburban riverside paths. You'll have immediate access to the riverside path from the Royal Sonesta Boston , overlooking the Charles River in Cambridge, next to the Museum of Science . Guests can ride alongside the river on the hotel's complimentary bicycles.

This is a walk for birders, history buffs, and anyone who loves flowers, plants, and trees. The idea to create a spacious tree- and flower-filled cemetery was conceived by a Harvard professor of medicine, Dr. Jacob Bigelow, as a solution to a shortage of burial spaces around urban churches.

The Massachusetts Horticultural Society wanted a botanical garden for plants they were collecting from around the world, and in 1831, they worked with Dr. Bigelow to create this 170-acre park of beautifully landscaped grounds, America's first garden cemetery.

Mt. Auburn Cemetery has been compared to Westminster Abbey for the number of notable statesmen, authors, scientists, artists, academics, clergy, and actors interred here. Monuments are works of art themselves, and there are fountains, pools, and a chapel with stained-glass windows. At the highest point is the Gothic-style Washington Tower, with views over Boston and Cambridge.

Begin exploring Mt Auburn's 10 miles of paved lanes and pathways at the Egyptian-inspired stone gate and chapel. Stop at the office for maps and information in case you want to locate specific memorials or identify some of the flowering shrubs, trees, and plants that make it as much an arboretum as a burial place.

Stroll around the Asa Gray Garden, then follow Fountain Ave. to the left and circle Halcyon Lake, with its memorial to Mary Baker Eddy, founder of Christian Science. Then follow paths at will, using the map to identify landmarks and notable trees, or just find a bench and sit listening to the birds.

A stop for migrating birds, Mt. Auburn counts about 80 different species each spring, making bird-watching one of the most popular things to do here.

Address: 580 Mt Auburn Street, Cambridge, Massachusetts

While the south side of Beacon Hill is known for its rows of stately brick homes of Boston's elite old families, the north slope has long been a neighborhood of immigrants, including a sizable African American population that dates to the early 1800s.

The area was an active part of the Underground Railroad before the Civil War, and the Black Heritage Trail leads through the Boston African American National Historic Site to 15 pre-Civil War homes, schools, businesses, and churches that were part of Boston's 19th-century African American community.

You'll get even more of a picture with a visit to the African Meeting House , the oldest (1806) church built by and for Black Americans, restored to its 1854 appearance to house the Museum of African American History .

More exhibits are in the 1834 Abiel Smith School , America's first public grammar school for African American children. The tour is self-guided, or you can join a National Park Service Ranger on a free guided tour from April through November.

Almost unknown to any but those who live nearby, the 640-acre Breakheart lies along a wild section of the Saugus River, north of Boston. Inside its hardwood forest are two lakes and seven hills, rocky outcrops just over 200 feet in height, but high enough above the woods for views of Boston and southern New Hampshire. Hiking trails circle both lakes, border the river, and form loops throughout the park.

The riverbanks are popular with birders. In the summer, the park may be crowded with swimmers at the lake beaches, but even then you're likely to have its trails to yourself.

Address: 177 Forest Street, Saugus, Massachusetts

Borrowing "rides," the English term for a carriage path, Appleton Farms' grassy footpaths were originally bridle paths, and five of them converge like spokes of a wheel at the "Roundpoint," a clearing with a large granite pinnacle in the center. This and three other stone pinnacles were given to the Appletons, whose gentleman farm this was when the old Harvard library was torn down.

The family had long-standing ties with Harvard. In addition to the Grass Rides, Appleton Farms maintains six miles of footpaths, bridle paths, and farm roads open to walkers and equestrians (the latter by permit).

Appleton Farms Grass Rides includes a mix of forest, fields, and wetlands, which were once more extensive than they are today, but were drained by early farmers. You'll see examples of skilled stonework in the bridges and culverts around the property.

The wetlands here are spring feeding stops for migrating marsh birds and migrating hawks in the fall. The extensive grasslands are home to one of New England's largest bobolink and meadowlark populations.

Visit the working farm to gather bread and cheese at the dairy store for a picnic, one of the popular things to do here. Antique lovers will enjoy staying at the Rogers and Brown House Bed and Breakfast in Ipswich for its fine collection of antique furnishings and folk art.

Address: 219 Country Road (Route 1A), Ipswich, Massachusetts

With 2,575 acres of rocky, hilly terrain, the Middlesex Fells attract serious hikers, as well as walkers out for a stroll in the woods. The former will find a demanding five-hour hike on the seven-mile Skyline Trail , across a boulder-strewn terrain of woods and ponds, with repeated climbs and descents.

The main trail leaves Bellevue Pond, where white blazes lead up Pine Hill, topped by an observation tower with sweeping views across the reservation to Boston. Head north from the tower, following blazes on the rocks.

More than 100 miles of trails lead through the reservation, revealing meadows; ponds; Wright's Tower; and Virginia Wood, site of a vanished mill village called Haywardville. Here, you'll find an interpretive trail through the hemlock forest describing its history. The park reveals a lot more local history, of timbering, quarries, ice harvesting, and water that powered local mills.

A trail map, available at the visitors center, will direct you to trails that include the Rock Circuit and Crystal Springs loops in the eastern Fells and to the Cross Fells Trail that traverses the whole property. Allow more than four hours for the 3.7-mile Rock Circuit, one of the park's most difficult.

Address: 4 Woodland Road, Stoneham, Massachusetts

The tallest mountain near Boston, at a height of 2,006 feet, Mount Wachusett is popular with skiers in the winter and hikers the rest of the year. On clear days, the view extends to Mt. Monadnock in New Hampshire, the Berkshires in western Massachusetts, and the Boston skyline.

Surrounding the summit, the 3,000-acre Wachusett Mountain State Reservation protects forests, mountain meadows, ponds, streams, fields, and a raised bog, all of which you can explore on its 17 miles of hiking and walking trails. The reservation includes 3.9 miles of the Midstate Trail , which runs through the state from the New Hampshire line to the Rhode Island border.

The largest area of old-growth forest in eastern Massachusetts is inside the park, with trees more than 350 years old. Balance Rock , where two large boulders stand stacked one on top of the other, shows the force of moving glaciers at the close of the Ice Age.

Address: 345 Mountain Road, Princeton, Massachusetts

The 2,200-acre Lynn Woods Reservation holds more than 30 miles of hiking trails, through woodlands and alongside three ponds. The trails are some of the most interesting, with varied terrain and one four-mile loop revealing huge glacial erratic boulders and other rock formations.

Along with wildlife (at least 100 bird species have been spotted here), local history abounds in Lynn Woods. The area was farmed as early as the 1600s, and you might see stone wolf pits constructed to trap wolves that attacked livestock.

Tales of pirate treasure surround the curious Dungeon Rock and its underground tunnel, and a stone tower stands atop the park's highest point. The loop trail is about 4.5 miles long, and moderately difficult, with an elevation gain of about 300 feet.

One of the three ponds you'll skirt is the famous Walden Pond , where Henry David Thoreau lived in a cabin.

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Where to Go from Boston : If you are looking for a quick escape from the city, you'll find plenty of ideas in our pages on Top-Rated Day Trips from Boston and Best Weekend Getaways from Boston . If you're traveling in the summer, be sure not to miss the top-rated beaches in the Boston area .

Places to Hike in Nearby States: All of New England is rich in places to hike, and you'll find a great variety of trails for all energy levels on our pages Top Hiking Trails in New Hampshire and Top Hiking Trails in Vermont . And if camping is on your agenda, you can find great places to pitch your tent or park your RV with our list of the Best Campgrounds in New Hampshire , too. Farther north, you'll find plenty more hikes and climbs in Maine's Acadia National Park .

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The 15 Best Hiking Trails Near Boston, Massachusetts

Posted by Arthur McMahon September 26, 2019 Updated September 25, 2023

Boston stands as the beating heart of New England, and the city’s surrounding landscapes have inspired some of America’s most profound poetry – perfect for a hike.

History and nature have commingled in Boston to create a unique American identity. Perhaps even the America identity. There’s something special about this place, and if you’ve ever spent some time here I’m sure you’ve felt it.

It’s hard to put a finger on Boston, really. Instead of clashing with one another, history and modernity seem to fold perfectly into a unified piece around the city, like patches sewn together to make a cozy quilt.

The trails around Boston are the thread that binds those patches together.

Interpretive trails remind us of the area’s rich history, nature trails show us what inspired the legendary works of naturalists like Emerson and Thoreau, and scenic mountain viewpoints provide panoramic vistas that showcase the evolving city from above.

Best Hikes Near Boston

Continue reading for our list of the top 15 trails in the Boston area.

1. Walden Pond Path

Why you should go: The culmination of New England’s beauty is evident at Walden Pond, according to Thoreau.

• Distance: 1.8 miles
• Elevation Gain: 44 feet
• Difficulty: Easy

Known as the place where naturalist author Henry David Thoreau decided to spend years of his life living alone, and living deliberately, Walden Pond is an iconic outdoor location for those interested in American history, outdoor living, poetry, minimalism, transcendentalism, and so much more.

Not only does this trail circumnavigate the pond and pass by Henry David Thoreau’s cabin site, it also graces several beaches and prime fishing locations.

Each season brings a new experience to the pond. The chill of winter can freeze the lake and dump feet of snow on the trail. Spring brings about chipmunks and green fauna. Summertime is for the swimmers, and autumn is bright with New England’s fabled changing of the leaves.

Related Read: 5 Best Day Trips From Boston for Scenic New England Getaways

2. The Freedom Trail

Why you should go: Dive into American history and take in all of downtown Boston in a single swoop.

• Distance: 2.5 miles
• Elevation Gain: 316 feet

The Freedom Trail is perhaps the most special hike on this list, and in all of the Greater Boston Area. This path is largely marked with red brick and golden markers along its inner-city length.

Cutting right through downtown Boston, this urban trail passes by 16 notable historic locations including iconic Boston destinations such as Paul Revere’s House, the USS Constitution, and Faneuil Hall.

Visitors can walk The Freedom Trail by following the red brick path and utilizing a trail map , but there are plenty of informational tours to choose from for those who want a more interactive and educational experience.

A journey along The Freedom Trail will provide you with a proper Boston experience. It’s a hike you’ll never forget, and you’re sure to walk away from it with a souvenir or two.

Related read : 8 Unique Places to Stay Near Boston When You Need to Get Away

3. Breakheart Reservation Loop

Why you should go: Walk around serene lakes and through an ancient forest, all within minutes of the city.

• Distance: 2 miles
• Elevation Gain: 144 feet

Breakheart Reservation offers a glimpse of old-world nature just outside of Beantown, which is as close as you’ll get to loping around The Shire with hobbits anywhere near the Boston metro area.

The easy-does-it Breakheart Reservation Loop travels across a wide variety of paths as it meanders its way near a number of lakes and ponds. A paved trail gives way to dirt as it veers off into the forest where wooden boardwalks and ancient stone walkways keep your feet high and dry above the muddy meadows.

Numerous spurs and adjoining loops can be explored further for those seeking a longer route. Minor amounts of rock crawling will take you to views above the reservation’s lakes with glimpses of John Hancock Tower in the distance.

Related Read: 12 Magical Glamping Destinations in New England

4. Ipswich River Wildlife Sanctuary Trail

Why you should go: Interact with local wildlife and explore the rockery caves.

• Distance: 4 miles
• Elevation Gain: 183 feet

As the name implies, there is plenty of wildlife to be found at the Ipswich River Wildlife Sanctuary . This animal-friendly place is loaded with wild creatures that don’t mind a little bit of human interaction.

Deer, turtles, and birds are commonly seen among the trails and waterways along the river’s edge. The chickadees here are notorious for eating the food right out of your hands, so be sure to grab some sunflower seeds or other bird-friendly snacks before you hit the trail.

Kids will have fun interacting with the wildlife and exploring the natural wonders of the sanctuary. Over 12 miles of interconnected trails form a number of loops worth exploring, allowing you to tailor your own journey.

There’s plenty to see at the sanctuary. From the observation tower you can catch a glimpse of it all from on high, but hiking to the vernal pool and through the rockery caves makes for a fun adventure.

5. Long Trail Loop

Why you should go: Fun in the sun — or rather, in the shade. Keep cool on this forested trail and take a dip in the reservoir.

• Distance: 3.1 miles
• Elevation Gain: 262 feet

Long Trail Loop wraps around the heart of Hopkinton State Park . The trail passes by the shore of Hopkinton Reservoir, historic stone structures, and acres of young forest.

This trail serves as an excellent summer respite. The flat, shade-covered trail is a joy to walk even on the hottest of summer days, and the adjacent reservoir makes for some great swimming holes.

The area is filled with wildlife including croaking toads, grazing deer, and birds galore. Seasonal fireflies appear in abundance throughout these woods, lighting up the night in spectacular fashion.

Related Read:   What to See on a New York to Boston Road Trip Filled With History

6. Halibut Point Trail

Why you should go: If the historic quarry doesn’t pique your interest, the Atlantic shoreline surely will.

• Distance: 1.6 miles
• Elevation Gain: 121 feet

The Halibut Point Trail guides visitors on an interpretive walk that highlights Cape Anne’s granite industry. This beautiful hike will take you along through the woods to a deep, water-filled quarry, then you’ll loop over to the shoreline where you can relax to the metronome of the crashing waves.

Remnants of the long-defunct quarry still remain, and notable points of interest are explained by signage and visitor brochures.

The Atlantic ocean vista is well worth the hike alone. There are fantastic tidepools on the beach to investigate, and the clear shoreline leads to distant horizons in the south and north where New Hampshire islands and Maine mountains are visible on sunny days.

7. Hedge Drive Loop In Maudslay State Park

Why you should go: Beautiful flower beds, ornamental trees, and lush pastures adjacent to the Merrimack River.

• Distance: 1.7 miles
• Elevation Gain: 82 feet

Maudslay State Park is situated at the conjunction of the Merrimack River and Artichoke Reservoir. This space was once privately owned by the Moseley Family, but has since been gifted to the public.

Wildflowers line the trails and fill the pastures on the ground, as do ornamental trees and landscaped flower gardens which were planted by the original owners of the estate. Maudslay State Park is often a setting for weddings and other celebrations because of its inherent beauty.

Large pines and oak trees grant a sense of solitude on the trail. The forest doesn’t last long, though, as riverside gardens and hilltop pastures are just around the bend.

8. Mount Auburn Cemetery Trail

Why you should go: The beautiful landscapes and historic cemetery gardens hold mystery and wonder at every turn.

• Distance: 3.3 miles
• Elevation Gain: 177 feet

The rolling hills of Mount Auburn Cemetery are adorned with landscaped gardens and beautiful stone monuments. The grounds are celebrated as both a historic burial grounds for many early American historical figures and for its role as an arboretum.

It goes without saying that visitors should be respectful of the trails in which they tread, but that is doubly implied here on these hallowed grounds. The cemetery is rich with beautiful scenery, but it is also a burial ground which is still in use.

There is a lookout tower which overlooks the entire cemetery, and scenic lakes to visit. The exquisite gravestones and cemetery architecture will linger in your thoughts long after you leave this place.

9. Great Blue Hill Loop

Why you should go: Stand tall above downtown Boston with picturesque views from Eliot Tower.

• Distance: 2.7 miles
• Elevation Gain: 702 feet
• Difficulty: Moderate

Steeped in history, Great Blue Hill was named by European settlers who took notice of the blue hue given off by the hill’s exposed granite surface. Before this, the hill was known as Massachuesett, a name given to the hill by Native Americans which later was used to name the state we know today.

This is the tallest piece of land in the immediate Boston area, despite its relatively diminutive 640-foot elevation. Splendid views of the Boston Metro Area await hikers at the peak where Eliot Tower rises above the forest, providing awesome photo opportunities.

The Great Blue Hill Loop takes hikers along the Blue Hills Skyline Trail , a path which extends beyond the loop, crossing the entire expanse of the Blue Hills Reservation . This is a wildly popular trail, so you can expect to encounter many hikers and mountain bikers during your trek.

10. Ward Trail Loop

Why you should go: Grassy hills worth scaling and marshy bogs worth exploring.

• Distance: 3.6 miles
• Elevation Gain: 380 feet

Featuring hills and dales aplenty — for the Boston area, at least — Ward Reservation hosts a beautiful array of landscapes within its modest boundaries.

The Ward Trail Loop is a joining of the three main trails in this park: the Ward Trail, Vetter Trail, and Bog Trail. Many other trails veer off from these three into other areas of the park.

Holt Hill and Boston Hill are high points along the trail which serve as great vantage points to view the swamps and meadows which reside below. The loop trail also cuts through sections of the marshland, so summertime visitors should be prepared to encounter armies of bugs.

11. Harold Parker Loop Trail

Why you should go: A scenic walk with interesting rocky outcroppings and a wealth of water features.

• Distance: 16.6 miles
• Elevation Gain: 810 feet

Set outside the quaint town of Andover, Harold Parker State Forest features ponds, swamps, and rolling hills common to the Massachusetts landscape, but it’s also home to glacial anomalies, wild rock formations, and remnants of 18th-century farming and milling operations.

With such an abundance of landscapes to explore, it’s no wonder the Harold Parker Loop Trail stretches over 16 miles in length. There’s a lot to see!

But the exploration doesn’t end there. Sure, there’s plenty to see in the park, and there are ample camping opportunities to help make it a multi-day adventure, but Harold Parker State Forest butts up against a number of other recreation parks, extending both forest and trail for many more miles.

12. Lynn Woods Reservation Loop

Why you should go: Huge boulders and erratic glacial formations. As my wife would say, “Look at those rocks!”

• Distance: 4.4 miles
• Elevation Gain: 305 feet

If you like crazy rock formations, Lynn Woods Reservation showcases some of the most extreme boulders and glacial erratics in the area.

This loop will take you around the edges of the reservation’s heart which lies, almost as an island, in the center of three large reservoirs — one of which is the renowned Walden Pond.

A multitude of interesting terrains grace this place, making for an interesting hike and new wonders at every turn. Hikers will want to look for notable points of interest such as the Dungeon Rock underground tunnel, Pirate Boulder, and Stone Tower.

13. Wachusett Summit Loop

Why you should go: Choose your own adventure on your way to Wachusett Mountain’s peak.

• Distance: 4.9 miles
• Elevation Gain: 1151 feet

The Wachusett Summit Loop is comprised of several trails which are part of an interconnected network of paths that branch off to numerous parking lots throughout Wachusett Mountain State Reservation .

Due to the tightly woven web of trails, you can use this loop as a foundation on which to build your own Wachusett Mountain adventure. Pick a route that’s shorter or longer, depending upon the journey you wish to undertake.

Whatever paths you choose you’ll find many interesting sights along your route including the park’s educational visitor center, Balance Rock, Echo Lake, and the panoramic viewing platform at the mountain’s peak.

On clear days you can spot downtown Boston in the distance from the summit.

14. Noanet Peak Loop Trail

Why you should go: Well-marked and maintained trails through a lively New England forest.

• Distance: 3.2 miles
• Elevation Gain: 492 feet

The family-friendly Noanet Woodlands are wonderfully well-maintained, making for a number of hikes the whole family can enjoy. Bright, colorful blazes mark the individual trails which themselves are wide and comfortably graded.

Noanet Woodlands is also dog-friendly. This is one of the few places in the area where dogs are allowed off leash on the trails.

The woods echo with birdsongs, the ponds croak with toads, and the tall pines whisper in the wind. Dog barks and children’s laughter also add to the forest’s din, creating an atmosphere that is all its own.

15. Mount Monadnock Lollipop Loop

Why you should go: Experience one of the most sought-after mountaintop views in the world.

• Distance: 3.7 miles
• Elevation Gain: 1,768 feet
• Difficulty: Difficult

Though it’ll take two hours of driving to reach Mount Monadnock from Boston, we’d be remiss if we neglected to include this mountain from our list.

Reputed as one of the most-hiked mountains in the world and storied in the works of Ralph Waldo Emerson and Henry David Thoreau, there’s certainly some special about this place. “Monadnock” stands as one of Emerson’s most famous poems.

“Monadnock is a mountain strong, Tall and good my kind among; But well I know, no mountain can, Zion or Meru, measure with man.”

Mount Monadnock rises high above any other mountain in its vicinity, and its barren, rocky peak sets the stage for sweeping views in all directions.

The Monadnock Lollipop Loop begins at the Poole Reservoir. Hikers will take the White Dot Trail all the way to the mountain’s famed peak, and can return most of the route on the White Cross Trail to make it more than a simple out-and-back.

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Seen in: Hikes , Massachusetts , Northeast

Posted by Arthur McMahon

Arthur loves to walk. It’s as simple as that. Whether it be in the mountains, on the beach, or along the city streets — he believes walking is the best way to experience the world. Thru-hiking the Pacific Crest Trail was his first backpacking foray, and he hasn’t stopped crushing miles since. Arthur and his wife now regularly travel into the wilderness of the Pacific Northwest seeking new trails to hike.

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Seven of the best hiking destinations near Boston

Massachusetts is quintessential New England with its gorgeous coastline, bottomless seafood, and charming Cape Cod-style homes and buildings. And the city of Boston might be best known for the die-hard baseball fans of the Red Sox, as well as the historic and cultural attractions but there is plenty of excellent walking and hiking trails in and around the city to suit hikers of every level. The small state of Massachusetts is dotted with hiking trails from coastal strolls to hilltop views. With decent elevation and great views, some gorgeous river walks, and even a couple of mountains, whatever you look for in a hiking vacation you can find here.

Denver might still be able to keep their bragging rights when it comes to convenient hiking near a major city , but Boston might surprise you with just how many spots there are to take in the great outdoors. So if you are cruising from Boston , taking a family vacation, or scoping out the colleges, you’ll want to schedule some time to get outside. Take a break from the urban attractions, the hustle of the city, and get in touch with the natural world in and around Boston. Here are a few of the best hiking destinations near the city.

Great Blue Hill

With 7,000 acres of rolling green landscape and 125 miles of fantastic trails, the Blue Hills Reservation is likely one of Boston’s best-hiking destinations. The reservation is just over 10 miles from Boston’s city center making it very accessible to locals and visitors alike. With that said, expect the trails to be busy during peak times.

Climb to the top of the Great Blue Hill for a relatively short and moderate hike with just over 800 feet elevation gain. Soak in the stunning views of the city skyline, or explore the myriad paths, trails, and walks before the skiers return in the winter.

Just 3 miles up from the road is Houghton’s Pond, a great picnic spot and place to take a dip when the weather is nice enough. So be sure to pack your swimming suits and a change of clothes because nothing is better than a little dip after a brisk hike.

Skyline Trail

Speaking of Houghton’s Pond, next up on our list of best hikes near Boston is the Skyline Trail which starts on Hillside Street in the direction of Houghton’s Pond. As the name suggests, Boston’s Skyline Trail in the Middlesex Fells is one of the best spots to grab uninterrupted views of the city.

The Middlesex Fells Reservation itself offers an array of trekking options with 100 miles of trail, but the Skyline Trail is the pick of the bunch. With seven and a half miles of rough terrain under the shade of wooded forests and around glittering lakes, the trail ascends to 935 feet and offers awesome skyline panoramas along the entire route.

With its stunning views and close proximity to the city center, expect this trail to be crowded on weekends.

Deer Island

Deer Island is about a 30-minute drive from Boston’s city center. It’s a 2.7-mile loop trail that is suitable for most skill levels. The path is paved and there is very little elevation change. Read perfect for kids, strollers, and wheelchairs. So while this trail might not satisfy an avid hiker’s itch it’s still well worth a stroll and a great excuse to get outside.

Depending on what season you visit you may see wildflowers and wildlife. No matter what time of year you visit, you’ll see incredible views of the ocean and nearby islands.

World’s End Nature Reserve

Although it is one of the smallest nature reserves in the Boston area, there’s plenty to intrigue hikers and outdoor enthusiasts at World’s End. Best of all, it is only 15 miles outside the city so incredibly convenient! Five miles of gentle trails roll their way past Hingham Harbor and offer a delightful array of landscapes including hills, saltwater marshes, and coastline.

It is also a must for birdwatchers, as the forest is absolutely full of native Massachusetts species and one of the best places in the state for twitchers. If you time your trip right you might even be able to take in the blooming wildflowers.

The trails in World’s End are easy to moderate and a great option if you’re traveling with kids. There are 4.5 miles of carriage trails and footpaths throughout the property so while the “trails” are easy to navigate be sure you’re wearing the proper footwear .

World’s End is another great spot to stake a picnic. Bring a blanket and set it up in one of the fields overlooking the water.

To access World’s End there is a small fee, $8 for adults and free for children.

Breakheart Reservation

Breakheart boasts some of the most varied trails to be found near Boston which is why it is a favorite location for almost every style of hiker and walker, as well as being enormously popular with mountain bikers! With seven hills, hardwood forests, and the Saugus River you can stroll gently along the riverbank, enjoy lush wooded trails, or take on challenging summits, depending on your tastes, experience, and condition.

With a wide variety of reservations, state parks , and nature reserves within a stone’s throw of the city center, Boston is a surprisingly great choice for a hiking vacation! It might not be quite as dramatic a setting as the mountains of Western Canada but hikers will find plenty to enjoy around Boston.

Moose Hill Wildlife Sanctuary

The Massachusetts Audubon Society is just a 30-minute drive from Boston’s city center. It is Massachusetts’ largest nature conservation nonprofit with more than 40,000 acres of land dedicated to saving birds and other wildlife. The property is home to coastal landscapes, beautiful hilltop views, green fields, wooded trails, and old farms.

A hike on Moose Hill will have you passing through trails with views of a fire tower, old barns, stone walls, and flowing streams. The climax is the view at Bluff Overlook, a rocky ledge with aerial forest views, and a peak at Gillette Stadium.

If you are traveling with your dog be sure to note that the Audubon society does not allow pets to safeguard the conservation efforts.

State Forest Road and Charley’s Loop

If you’re willing to venture out a bit further, Purgatory Chasm State Reservation is about an hour’s drive from Boston’s city center and well worth the trip . It’s classified as a natural landmark by the state and rightfully boasts its recognition.

This particular hike is a short 3.2-mile loop. Charley’s loop portion is just 1.7 miles and will take you between 70 feet granite walls. Here you’ll see unique rock formations such as The Pulpit, The Corn Crib, The Coffin, Lovers’ Leap, and Fat Man’s Misery. Keep an eye above and you might see climbers making their way to the top of the rocks.

Both trails are very popular on the weekends and after work hours so be sure to plan accordingly if you want to avoid the crowds .

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10 Fantastic Hikes Near Boston

Despite being a decidedly urban area, there are tons of hikes of various lengths and difficulty levels conveniently located within an hour of boston’s city limits. we’ve rounded up 10 of our favorites below,  (note: in no particular order.)  , happy trails , 1. noanet woodlands, dover.

Table of Contents

One of the lesser-known places to hike in the Boston area is the Noanet Woodlands .  Located about a half an hour away from downtown Boston in Dover, MA, this outdoor woodlands park is perfect for an easy 2-hour hike.

There are 17 miles worth of trails to choose from and you can even get a great view of Boston from one of the overlook points on the yellow Noanet Peak trail . We spent most of our time on the blue Peabody Loop trail , which is the longest at 2.6 miles. A detour to the peak on the yellow trail puts you right at 3 miles for the full loop.   

• Set your Google Maps to the Noanet Woodlands Parking Lot at 61 Powisset St, Dover, MA 02030. If you just search “Noanet Woodlands,” Google Maps will take you to a residential area about 10 minutes away, which is the wrong location. We would have never even noticed if the residents of the houses here didn’t have signs saying “Google Maps is wrong.”
• There is a $5 fee to park, and note that the parking lot is relatively small– 30 car capacity. Towing is enforced if you park on the street. 
• Dogs must be leashed at all times. If you forget a leash, you can borrow one in the parking lot. 

Mountain biking requires a special tag that you can get at the Ranger Station in the parking lot or online (takes up to 14 days to process.) Biking isn’t allowed during mud season (March/April) or cross-country skiing season (winter.) If you’d like to bike, check out the process here . The cross-country skiing is also super recommended here!

With those items in mind, the 17 miles of trails that make up Noanet Woodlands are yours to explore. We found that the trails were well-marked in some areas but not so great in others, so grabbing a map or taking a picture of the map is a smart idea.

As we mentioned above, the most transited portion of the woodlands has got to be the Peabody Loop, which is indicated by the blue blaze. This path is great for anyone looking for around an hour’s hike with a normal difficulty level. If you have been hiking anywhere in New England, the nature will feel largely similar to you, as the trees and scenery are reminiscent of other hikes we have been on.  While on the Peabody Loop, make sure you check out the Third Iron Pond and Upper Mill Pond for relaxing views over the water.

We were feeling somewhat adventurous and decided to incorporate some of the other paths to extend our visit. This is super easy to do. After going on the Peabody Loop for a little bit, link up with the orange Larabee Trail . If you want to see the Boston skyline, you can hop onto the yellow Noanet Peak trail from the Larabee Trail, that will take you straight to Noanet Peak. 

Note: While the Noanet Peak summit claims that the vista point is supposed to be where you can see the Boston skyline, we were not able to see it when we went, unfortunately.  Unsure if this is because we went in the summer (lots of leafy trees around!) or perhaps it was a little overcast… but if you have seen Boston from this peak, be sure to let us know in the comments!

All in all, Noanet Woodlands is a great place to get an easy hike in with your dog and/or your family, or it is a good place to hike solo too!  We found the trails to be well-marked and well-maintained for the most part, and there seemed to be a good mix of easy paths and small inclines. Well-worth the thirty-minute drive out of the city!

2. Purgatory Chasm, Sutton

Located in Sutton, MA (about 45 minutes from Boston), Purgatory Chasm State Reservation was founded in 1919. It is a great place to see unique rock formations and to climb through the chasm that gave the area its name. While hiking through the chasm itself is worth the trip alone, there are also a few other trails here that are great in their own right.  

• Parking is $5 for MA residents and $20 for those from out-of-state– they check your license plate to determine your fee.
• There is a Visitor Center with bathrooms and water fountains near the entrance of the park, as well as a lovely picnic area across the street. 
• Be extra, extra careful when descending through the chasm! We found the rock scramble portion to be pretty treacherous despite wearing hiking shoes, and we definitely wouldn’t recommend doing this after a rain. 

The main reason why so many people come to this state park is the large chasm flanked by tall granite on either side. This half a mile or so is very cool to behold, especially the imposing rock face on either side of you while you’re walking/climbing through. There are a variety of rock shapes and sizes, many jagged and jutting out of the ground. Geology heaven! Be sure to take care with your foot placement here, because there were a few times that we were scrambling over rocks.

Once you emerge on the other side of the chasm, you can loop all the way around back to the starting point. This is a quick jaunt of less than an hour of hiking and is perfect if you are pressed for time. There are several great places to have a picnic or grill as well when you are back in the main area (near the Visitor Center.)

After completing the Chasm Loop, we wanted to hike some more so we set out for the longer Charley Loop . This is a more standard 1.7-mile hike that has a bit of elevation change but nothing as extreme as the chasm rock scramble. We found this Charley Loop to be very enjoyable and not too difficult. Once you are getting close to the starting area you will notice that there are several good views of the Chasm so be sure to take a few pictures from up here. 

Purgatory Chasm is a great place to spend a few hours, and is about an hour’s drive from Boston and a little southeast of Worcester. See the state reservation map here . Be sure to check out Worcester afterward!

3. Middlesex Fells

Comprised of 2,575 acres , the reservation is surprisingly large for being so close to Boston.  It borders the towns Malden, Medford, Melrose, Stoneham, and Winchester so there are ample ways to enter the park. There are several parking lots, or you can take public transportation if you so desire: you can take the Orange Line to its terminus at Oak Grove and walk from there, or there is also the 100 bus that takes you closer to the park. 

• Bring water– trail-side sources are not necessarily potable, and there aren’t many places to find water inside the Fells. 
• There are a variety of places to find free parking (scroll down to “Parking” here for directions.) 
• While boating and sailing are available at Spot Pond (for rental only, you can’t bring your own), please note that several of the other ponds and lakes are town water sources with strict no-trespassing ordinances.
• The Fells is well known for its excellent mountain biking! If you’re interested, see the trail options and rules here , and note that biking is prohibited during mud season here as well. 

Once you arrive at the Fells, there are a multitude of trails that you can take: for a trail map, see here . It seems like the most popular trail is the Skyline Trail , which is 6.9 miles in total and takes the average hiker about 5 hours to complete. This trail has excellent views of the Boston skyline and is definitely worth checking out in whole or in part.  Other great hikes in the Fells include the Reservoir Trail and the Crystal Spring Trail .

The Reservoir Trail (our favorite) is great because, as its name implies, it follows the three reservoirs on the western half of the reservation.  These are beautiful little lakes and seeing them from a variety of different angles is great. We loved taking photos of the bodies of water and the surrounding scenery. 

Wherever you decide on hiking in the Middlesex Fells Reservation, you will not be disappointed.  If you live close to Boston you can easily come back here several times a year and check out different routes in different seasons.  This is one of our favorite places to hike in Massachusetts, and it will certainly be one of yours as well!

4. World's End Reservation, Hingham

World’s End Reservation in Hingham is only about 45 minutes from Boston, and is an absolute delight. 

This spot is located south of Boston on the coast, and is a peninsula beautifully surrounded by iconic New England maritime views. The 4.5 miles of old carriage paths (designed by Frederick Law Olmsted!) are perfect for a calming and rejuvenating walk year-round, and are a great way to immerse yourself in peaceful nature. 

Fun fact, the area was once considered as a possible site for the United Nations Headquarters, ultimately built in New York City.

Compared to the other hiking spots mentioned in this post, World’s End has a different kind of feel. The park is less woodsy than the others, and instead has more wide open spaces that make it ideal for having a picnic or a nap under some trees. We could really feel the history of the area present in the park as we walked around, imagining animals wandering on the footpaths and relaxing horseback rides. 

World’s End has beautiful rolling hills that are not very tall and make for super enjoyable walking. Be sure to check out the Boston skyline when you are about two-thirds of the way out, and the gorgeous water views from a variety of viewpoints.

Life hack: if you’re visiting the area and don’t have time to do the 5 hour trek from Boston up to Acadia National Park in Maine, we found the waterfront scenery in World’s End to be quite similar in the summertime– the rocky promontories, greenery, and curving shoreline are almost a “mini-Acadia.” While the views aren’t quite as majestic at World’s End (Acadia has gorgeous sweeping views from Cadillac Mountain and other points), World’s End is not-too-shabby of a substitute if you can’t make it all the way up to Acadia!   

We loved the majestic tree-lined boulevards that make up much of World’s End. In summer, the trees fill up and make a canopy, which shades the various paths around World’s End, cooling the whole place. You definitely want to take some water when you visit, as even though the park is not that big you don’t want to be thirsty on the way back.

There are two medium-sized parking lots for visitors, and to enter these paid lots you had to reserve online beforehand when we visited here . The price for this parking pass is $10 for weekdays and $15 for weekends, and it’s valid for a full day. Dogs are welcome on-leash. 

5. Blue Hills Reservation, Boston

Blue Hills Reservation is located super close to Boston, near the Dorchester and Mattapan parts of town. 

Great Blue Hill , the highest of the 22 hills in the reservation, reaches an altitude of over 600 feet, boasting a beautiful view of the Boston skyline, likely the best of any of the viewpoints mentioned in this post. The Great Blue Hill Trail is fairly easy despite the incline, and only about a mile in length– perfect if you’re crunched for time and want to see the skyline. 

In addition to the “red dot” trail to Great Blue Hill, there are over 125 miles of trails in Blue Hills to explore , and depending on the season you can also  mountain bike ,  ski , horseback ride, and   swim  as well! Check out the trail map  here , and make sure to save the PDF to your phone or print it out to have it for reference. 

The most popular trail at Blue Hills (that we super recommend!) is the Skyline Loop Trail . It actually includes Great Blue Hill within its 3 mile distance, as well as several other hill peaks. 

Parking is free, or you can access Blue Hills by taking the MBTA red line to the 716 bus.

6. Lynn Woods Reservation

Just north of Revere along the coast is the city of Lynn , known for its colorful history which brought about a famous rhyme– “Lynn, Lynn, city of sin!”   

We think Lynn has one of the best municipal parks in the state– the  Lynn Woods Reservation . This 2,200 acre park is great for those who want some basic hiking or to relax by the water. 

Some highlights include: the Stone Tower, the Steel Tower, and Dungeon Rock , but you’ll find that beautiful nature abounds really anywhere here. There is also a lovely body of water called Walden Pond here. 

For those of you who are not New Englanders… beware– this is not Thoreau’s Walden Pond! We repeat– this is not Thoreau’s Walden Pond! That Walden Pond is located near Concord, MA, and is also absolutely worth a visit if you’re in the area. 

We parked at the Lynn Woods Reservation Parking Lot-Trail Head on the east side of the park and started our hiking from there, but another parking lot can be found on the southern entrance to the park at Penny Brook Road if that is easier to access. For a great list of official and unofficial parking areas, check out  this link . Parking is, miraculously, free here! 

If you have been to other wooded park area in Massachusetts you will be familiar with what to expect at Lynn Woods– excellent tree cover, scenic ponds, and small panoramic viewpoints for checking out the surroundings . It reminded us of the Sherwood Forest in Robin Hood!  

There are many routes you could take through Lynn Woods depending on how much time you have and what you want to see. Likely the most popular route is the 4.4 mile loop that takes you all the way around the reservation. We really recommend doing this in whole or in part. Be careful, though– the path has numerous rocks jutting out and a few inclines. 

Lynn Woods is another great option for those wanting to get some quality nature time without driving too far outside of Boston.  Dogs are welcome here, too, just so long as they are leashed!

7. Breakheart Reservation, Saugus

A lot of the time, it’s challenging to pick a favorite destination, especially on a list of 10! But without a doubt, our favorite on this list of hikes near Boston is  Breakheart Reservation .  

Located very close to the Lynn Woods (#6, above), Breakheart is comprised of over 650 acres of forest paths, scenic overlooks, two ponds, and a beach! We really liked that there are different paths depending on whether you want to walk on a paved path or go on one of the trails for a more rugged experience. 

We decided to hike the Ridge Trail (unpaved), which forms a big loop around the reservation, starting and ending in the Saugus parking lot . It is a bit over 4 miles long , and we would say it’s definitely the most challenging hike on this list. Most of the first half is uphill, over fairly uneven terrain– do not attempt in sandals. To hope on the Ridge Trail starting from the parking lot, go clockwise following the signs, and follow the orange blazes.  

After walking for about a mile, the Ridge Trail starts to get significantly more rocky as the elevation increases . We found that there was a bit of rock scrambling to get up and over some spots, but it was not anything too difficult. You are certainly not climbing K2 here, but still be aware of the pockets of difficulty. One of the highlights of this route is the wraparound views of Boston from the various vista points. There is one spot in particular near the northwest edge of the park that has views of Boston that certainly rival the Middlesex Fells or Blue Hills viewpoints! 

Once you continue on from this last viewpoint, there is a part of the Ridge Trail that goes under some power lines and then juts back into the woods.  

From here we have to admit that the loop gets a bit confusing, as it’s a bit hard to navigate exactly where you’re going by the Lower Pond. The views of the pond are beautiful, and we enjoyed the relaxed elevation on this wooded path. Peep our friend Nate’s pup Maya enjoying the Lower Pond (above right.) 

Altogether the route took us a bit over 2 hours, but we certainly could have hiked more in Breakheart. We got caught in a downpour that forced us to cut our hike a bit shorter than we would’ve liked (gotta love that New England weather!)  

Overall, we really enjoyed this area! Unlike many of the other hikes on this list, parking is free, which is certainly an added bonus. Dogs are welcome on leash. 

8. Allandale Woods, Boston

Did you know there’s an 86-acre wood, right in the middle of Boston?

Neither did we, until we stumbled upon  Allandale Woods .  

This stretch of woodlands is great for a short, impromptu hike, and you don’t even need to leave the city! The downside is that there are no trail markers, so you really should have the trail map up on your phone or printed out for when you arrive.  

Despite being really close to the Arnold Arboretum, one of our perennial favorites, we had some difficulty locating the entrance, as there is not a clear sign marking where to go. We ended up walking through the parking lot of the Hebrew Senior Living Center to enter, as that is how Google Maps recommended we go. Once you are in the park, there are some nice hiking trails with minimal elevation. At some points you will be fooled into thinking that you are far out of the city, when really you’re merely a few blocks from some of Boston’s busiest thoroughfares. 

There is a 2 mile hiking loop in Allandale Woods for those who want to get the most out of these woods, along with a small pond and a rustic stone wall area that are worth checking out. 

Tip: We biked to the Arnold Arboretum and walked (about 20 minutes) to get to Allandale Woods. If you want to go straight here, the #38 and #51 buses both stop near here. Perhaps driving is the easiest way to arrive. 

While the Allandale Woods is certainly not the premiere spot for hiking near Boston, it will certainly scratch that hiking itch for anyone wanting to be out in nature while staying within city limits.

9. Borderland State Park, Easton/Sharon

Borderland State Park sits on 1,843 acres of pristine wildlife surrounding the Ames Mansion , built in 1910.  One of the best state parks in Massachusetts, there are an abundance of hiking trails, bike trails, fishing areas and more to discover in the park. 

We decided to take a big loop around the park, which was over 4 miles of hiking. We mostly followed the Ridge Trail on our way out, which had a bit of elevation but nothing major at all. We felt like we had the whole park to ourselves because we encountered almost no one on the whole hike, it was marvelous.  

For the loop back, we took the Friends Trail to the Pond Walk Trail, which had very nice views of the water. The peaceful Leach Pond and Upper Leach Pond made for excellent scenery with the trees all around the pond.  This was one of our favorite parts of the hike… until it started raining that is.  As always, make sure you check the weather before heading out as New England is infamous for its very, very fickle weather!

Once you make it back to the entrance area, be sure to check out the Ames Mansion, which was the filming site for some famous movies like Knives Out and the recent Ghostbusters remake. This large home is a beautiful backdrop for some stately photos!  

All in all, we were pleased with our visit to Borderland State Park.  We feel that there is a lot to do here, whether that is hiking or relaxing by the water, you will find it here.  

10. Callahan State Park, Marlborough

Our last hiking destination for now (but certainly not least!) is Callahan State Park in Marlborough. Situated on almost 1000 acres less than 45 minutes from Boston, this is a gem for hiking, walking, cross-country skiing, and horseback riding. In the summer, there’s a beautiful field of wildflowers that blooms. 

Dogs are welcome here, and you can even hike with them off-leash– a rare treat for parks in the area. ( Check out our very happy hiking buddy, Maya, off-leash in the above left photo!)  Note that if it’s crowded, it’s best to keep your dog on-leash, and the park also asks that dogs only be allowed off-leash if they listen to verbal commands. When we visited there was almost no one there, which was the perfect off-leash environment. 

Full disclosure, we found the trails a bit tricky, and not for technical reasons. While the paths themselves were great (not too hilly, not too rocky), there were some conflicting trail signs on the trail we chose (the Backpacker Trail ), and we ended up having to backtrack a few times after going totally off-trail by accident. It is overall a bit too easy for our liking to go off-trail, and we had to check our phones often to make sure we weren’t going the wrong way. Luckily, the cell phone service is fairly good here– but this is something to keep in mind if you’re planning to hike here.

Parking is free, but the parking lot is quite small and fills up quickly.  

Thanks for reading! Let us know what you think in the comments.

Pin these hikes for future planning here:

Greenway + Trillium & TimeOut: Boston Bike Pairings

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I always love to hiking when I travel and this list looks perfect! Thanks for including the difficulty of the hikes too. It’s always so useful to know! Can’t wait to explore!

Yes, adding at least one hiking trip is a must!

Yet another wonderful post. Just like the way you guys include every detail of the place!

Thank you so much Saptarshi!

I really appreciate the details in your blogs. Pictures are great!

Another to add on my bucket list 🙂 thank you for sharing 🙂

Glad you enjoyed!

Purgatory Chasm looks like such a fun hike to do. But all of these seem fantastic actually! I love spending time in nature (especially forests) while I’m traveling so I appreciate this post!

“Forest bathing” is the best!

I loke hiking and this post is extraordinary. Will definitely have to visit Boston!

Hope you can visit soon!

Forest Hills Cemetery gave us quite the walking work out when we visited!

Love Forest Hills! So pretty!

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17 Scenic and Historical Hikes near Boston for All Levels

By Kay Rodriguez

FYI: Some of our posts include affiliate links. When you make a purchase from one of these links, Urban Outdoors may receive a commission at no additional cost to you.

Updated November 30, 2022

Known for its famous historical sites, beautiful green spaces, and tons of universities, Boston is one of the USA’s most beloved cities to visit and live in. Bostonians like to spend time outdoors, especially in the warmer months, and the parks and waterfront areas are often full of people. You’ve got many options if you’re looking for outdoor activities in Boston off the main tourist trails. One of the best things to do outside to explore the area is hiking near Boston. We created this guide with some of the best hikes near Boston so that you can plan your next weekend outdoors!

Easy Hikes In & Near Boston

Emerald necklace.

• Trail Distance: Varies – 7 miles total
• Location: Begins at the Boston Public Garden/Boston Common

While most cities have several urban trails, Boston’s Emerald Necklace is unique because it runs through a chain of several of the city’s parks and green spaces. In this way, it’s not entirely its own separate trail but rather a connected web of paved trails that span nearly 7 miles. Whether you’re looking for a family-friendly hiking trail, a scenic place to run or bike, or a place to stroll, the Emerald Necklace indeed has something for you.

World’s End Trail

• Trail Distance: 3.8 miles
• Location: Boston Harbor Islands National Recreation Area

The World’s End Trail is a local favorite for some of the most spectacular views of the Boston skyline. Located in the Boston Harbor Islands National Recreation Area, this easy, accessible trail offers beautiful rocky shoreline paths, bird watching, and views over the city’s harbor. For easy hiking near Boston for the whole family, you can’t go wrong with World’s End! We’d recommend heading here on clear days for the best views and hiking conditions.

Note: $10 fee per vehicle or $8 per adult ($6 on weekdays). Reservations are encouraged .

Halibut Point Trail

• Trail Distance: 1.6 miles
• Location: Halibut Point State Park

As one of the most beautiful and scenic hikes near Boston, the Halibut Point Trail is a short, easy hike along the rocky shorelines. 100 years ago, the area served as a granite quarry, and visitors can still see some of the remnants of it in the large granite rock piles. Lined with wildflowers and beautiful trees, the trail wanders by several stunning lake and oceanfront vistas, offering a peaceful and photogenic adventure for those looking for an easy hike. Locals love this trail, saying it’s easily one of the most beautiful in the state. We recommend coming here on sunny days, as wet conditions can make the rock areas slippery.

Note: DCR Parking Pass needed or pay $5 per vehicle (MA resident) or $20 (non-resident)

Battle Road Trail

• Trail Distance: 5 miles
• Location: Minute Man National Historic Park

History lovers will fall head over heels for Battle Road Trail , an easy, leisurely pathway through some interesting historical sites. It’s one of the best hikes near Boston for learning more about the area’s deep history. While the distance may seem long, you certainly don’t have to do the whole thing, and it’s a pretty easy and flat trail accessible to all levels of hikers, including families with children. The park is full of knowledgeable guides who can provide more information on any of the historic sites on the grounds.

Walden Pond

• Trail Distance: 1.7 miles
• Location: Walden Pond State Reservation

For an easy trail in a forested setting, Walden Pond is a fantastic (and historical!) option for hiking near Boston. Known for being the setting of Henry David Thoreau’s book of the same name, this peaceful, scenic wooded trail is beautiful and a treat for literature lovers. Spending some time on this trail will show you why Thoreau was so at peace and inspired by this place – there’s a peaceful pond, thick, wooded paths, and a replica of his one-room cabin where the book was written.

Breakheart Reservation Loop

• Trail Distance: 2 miles
• Location: Breakheart Reservation

For one of the most accessible, family-friendly hikes near Boston, look no further than the Breakheart Reservation Loop . This trail offers beautiful forested walkways, views of the nearby lakes and rock formations, and some stunning views from higher elevations. While the trail tends to get quite crowded, many smaller trails branch off the main one, making for a “choose your own adventure” type of experience. Locals recommend coming in the early evening on clear days for a spectacular sunset atop Breakheart Hill.

Moderate Hikes Near Boston

• Trail Distance: 4.4 miles
• Location: Lynn Woods Reservation

As one of the most popular hikes near Boston, Lynn Woods offers a wide variety of terrain across 4.4 scenic miles of trails. The pathways wind through the forest and along a tranquil lake with some moderate inclines (but nothing too crazy). There’s also an abundance of wildlife here (especially in the earlier hours), and several rock formations line the trails. At the top, you’ll find a stone tower that you can climb to see breathtaking views of the Boston skyline – perhaps the most beloved aspect of this trail.

Wachusett Mountain Loop

• Trail Distance: 3.6 to 9.4 miles (Varies based on which trails you take)
• Location: Wachusett Mountain State Reservation

Wachusett Mountain Loop is one of the most beloved hikes near Boston, with panoramic views of the Boston skyline and surrounding mountains and forests. Coined by Thoreau as the “observatory of Massachusetts,” it’s a fantastic trail for photographers and those seeking some of the best vistas in the state.

The trail takes you across several ski runs, where you can see the lifts and the views. You’ll also pass by the Balance Rock, a hidden gem of a rock formation carved by glaciers, pushing a large boulder on top of a smaller one. The summit here requires a bit of scrambling, but otherwise, the trail is definitely an easy to moderate difficulty.

Middlesex Fells Skyline Loop

• Trail Distance: 7.6 miles
• Location: Middlesex Fells Reservation

Overlooking the city from the outskirts, the Middlesex Fells Skyline Trail runs around the circumference of the Middlesex Fells area, offering jaw-dropping views of the Boston skyline and the surrounding hills. This trail is quite close to Boston, so you won’t necessarily get as much tranquility as some of the other places for hiking near Boston…but if you’re looking for a solid, longer trail with a variety of views and terrain, the Skyline Loop is a convenient and fun option.

Appleton Farms Grass Rides

• Trail Distance: 2.8 miles
• Location: South Hamilton, MA

If you’ve got an outdoor-loving dog, the Appleton Farms Grass Rides trail is the perfect spot for a quiet adventure with your furry friend! While the trail isn’t as diverse in its views or terrain, this grassy, forested pathway is one of the more quiet hikes near Boston to enjoy the outdoors without the crowds of other trails. Originally designed for horseback riding, this trail is wide and passes by historical stone structures, like the former Harvard College Library.

Note: $6 parking fee for non-members of the Essex County Trail Association.

Harold Parker Loop Trail

• Trail Distance: 16.6 miles
• Location: Harold Parker State Forest

The Harold Parker Loop Trail is a scenic trail that locals love for a longer hiking experience. While the trail is quite urban, it extends a full 16.6 miles for those wanting a longer excursion. Throughout the trail, you’ll pass through forested areas with a few beautiful lakes and streams. Depending on the route you take, there are also several ascents and descents, so beginners and more experienced hikers can find a challenge here!

Note : May – October, parking fee applies ($5 MA license plates, $10 non-MA license plate). Free parking with a DCR pass.

Mount Watatic

• Location: Watatic Mountain State Wildlife Area

For hiking near Boston, the Mount Watatic Trail has it all – amazing views, beautiful forests, wildlife, and rocky outcroppings. This short trail definitely poses a challenge, with a few steep ascents and a bit of scrambling necessary to get up to the final overlook point. Once you’re up there, you can see panoramic views of the countryside and the Boston skyline! Locals recommend going counter-clockwise on the trail if you’re a beginner, as it’s a bit easier to navigate that way.

Ipswich River Wildlife Sanctuary Loop

• Trail Distance: 3.5 miles
• Location: Ipswich River Wildlife Sanctuary

For birdwatching and wildlife spotting, there are few hikes near Boston that are better than the Ipswich River Wildlife Sanctuary . Bostonians love coming here for the abundant bird-watching opportunities and the sheer beauty of the trail. The trail boasts gravel pathways, marshy boardwalks, and forested areas for a nice, cool, shady hike. There are also no bikes or dogs allowed on the trail, making for a much more peaceful and serene hike than some of the others on our list.

Note: $10 parking fee for non- Mass Audubon members

Wompatuck State Park Big Loop

• Trail Distance: 10.3 miles
• Location: Wompatuck State Park

If you love longer trails, Wompatuck State Park Big Loop is a fun and more challenging place to go hiking near Boston. Located in Wompatuck State Park, this beautiful trail traverses plenty of rocky, boulder-filled areas and scenic lake views, offering plenty of pathways to choose from for a bit more thrill! Along the path, you can view old military bunkers and beautiful forested areas, and you can bring your furry friends along too!

Challenging Hikes Near Boston

Mount monadnock.

• Trail Distance: 3.7 miles roundtrip
• Location: Monadnock State Park

For more experienced hikers, New Hampshire’s Mount Monadnock is one of the most popular and challenging hikes near Boston. As one of New England’s most popular summit trails, the trail tends to get quite crowded, especially in the warmer months.

Requiring some serious scrambling and steep ascents, this short hike is not for beginners or the faint of heart. However, if you’re up for the challenge, you’ll be rewarded with stunning views and a tremendous sense of accomplishment at the summit.

Note: Reservations are recommended, as visitors will be turned away if the park is full. $15 per vehicle plus a $1 transaction fee.

Mount Hitchcock & Summit House

• Trail Distance: 11.5 miles
• Location: Mount Holyoke Range State Park

As one of the most challenging areas for hiking near Boston, advanced hikers will enjoy the length and challenge of the Mount Hitchcock and Summit House trail in Mount Holyoke Range State Park. This 11.5-mile trail is beloved by hiking enthusiasts in the area for being absolutely stunning and offering enough of a challenge for adrenaline seekers. The trail runs through lots of nature areas, including streams, lakes, forests, and rocky bald ridge lines. Hikers can expect to spend a full day on this hike, so bring lots of food and water for the journey. Also, beware of slippery areas after heavy rainfall.

Blue Hills Skyline Trail

• Trail Distance: 7.5 miles
• Location: Blue Hills Reservation

The Blue Hills Skyline Trail is one of the most epic hiking trails near Boston and is a 7.5 mile point to point trail across the Blue Hills Reservation. With tons of rocky areas, this trail is great for experienced hikers who enjoy steep inclines and some scrambling, as it summits several hills along the Blue Hills ridge. Those who complete the trail will enjoy stunning views of the Boston skyline, as well as access to some of the historical landmarks and structures located within the Blue Hills Reservation. Looking for more? Blue Hills Reservation has over 125 miles of trails to explore.

Additional Resources on Hiking near Boston

What to pack.

• Breathable hiking clothes – For warmer hikes, you’ll want to wear a sweat-wicking shirt and breathable pants, like these Patagonia hiking shorts for men and women . For cold-weather hikes, we recommend dressing in layers, including merino wool baselayers for men and women , a down puffer jacket for men and women , and a Northface waterproof outer shell for men and women (a must for hiking in Seattle). And don’t forget a pair of the best women’s and men’s hiking socks!
• Trekking poles – You won’t need these for every single hike , but we suggest throwing them in your car just in case. We recommend the Black Diamond Trail Ergo cork trekking poles , which are lightweight, easy to transport, and durable.
• Water bottle – Having water available at all times is a huge must. To limit disposable plastic, we recommend bringing your own refillable water bottle. We’re obsessed with Hydro Flask water bottles because they keep water cold for hours.
• Sunscreen and bug spray – Sweatproof sunscreen and DEET bug spray can help you avoid sunburn and bug bites, two of hiking’s most annoying after-effects. Our favorite kind of sunscreen is Sun Bum , as it is free of harsh chemicals and safe for marine life, including coral reefs.
• A brimmed hat or cap – The sun can be brutal in open hikes, so always pack a brimmed hat or cap for day hikes in the sunshine.
• Emergency blanket and first aid kit – We’d strongly recommend bringing a first aid kit and a lightweight emergency blanket on every hike. Why? Because the unfathomable can happen, and it’s always best to play it safe.
• Durable day pack – A durable day pack is the perfect spot to stash all your hiking gear. While any backpack will do, we recommend the Osprey Tempest 20 or the Talon 22 day packs because they’re comfortable and breathable for long hikes. For more information, check out our best day packs for any terrain guide.

Wondering what exactly you should pack for your next hike? Visit our Complete Day Hiking Packing List for our full list and our top gear recommendations.

Related Links

• 14 Thrilling Places to Go Snowboarding & Skiing Near Boston
• The Ultimate Hiking Packing List
• 55 Hiking Quotes to Inspire You to Hit the Trails
• 35 Practical Gifts for Hikers That They’ll Actually Use

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Hiking in Boston: 20 Best Hiking Trails Near Boston for the Perfect Adventure! 

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20 Best Hiking Trails In Boston 

1. emerald necklace.

Distance : 32.5 miles entire loop; but has various mini-trials between 1.6 to 4.2 miles.  Difficulty Level: Easy to Moderate Address : Shattuck Visitor Center, 125 The Fenway, Boston, Massachusetts

2. Battle Road Trail

Distance : 7.4 km point to point.  Difficulty Level: Easy to Moderate Address: Concord, Massachusetts, USA

3. Blue Hills Reservation

Distance : 125 miles entire loop Difficulty Level : Moderate to Difficult  Address : Milton, Massachusetts, USA 

4. The Atlantic Path and Halibut Point

Distance : 1.7 km loop Difficulty Level: easy  Address: Gott Avenue, Rockport, MA 01966

5. World's End

Distance : 6.1 km loop Difficulty Level: Easy Address : Martins Ln, Hingham, MA 02043, United States

6.Charles River Reservation

Distance: 20-mile reservation with various trails from 1.4 km to 5.6 km.  Difficulty Level: Easy to Moderate Address: 1175A Soldiers Field Road, Boston, MA 02116

7. Black Heritage Trail

Distance: 1.6 miles  Difficulty Level:   Easy  Address: 14 Beacon St, Boston, MA 02108, United States

8. Boston Freedom Trail 

Distance: 2.5 miles Difficulty Level : Easy to Moderate Address: 139 Tremont St, Boston, MA 02111 

9. Boston Harbour and Castle Island 

Distance : 2.2 miles loop  Difficulty Level : Moderate  Address : 2010 William J Day Blvd, Boston, MA 02127, United States

10. Middlesex Fells Reservation 

Distance : Between 1 mile to 8 miles depending on the trail  Difficulty Level: Moderate to Difficult  Address: 4 Woodland Road, Stoneham, MA 02180

11. Crane Beach Loop

Distance : 3.9-mile loop  Difficulty : Moderate  Address :5 miles east of Ipswich, MA 

12. Dogtown Loop

Distance : 6.1-mile loop   Difficulty : Moderate  Address : 1.8 miles north of Gloucester, MA

13. Wachusett Mountain State Reservation

Distance : 2.6 miles point to point  Difficulty: Easy to Moderate Address: 345 Mountain Road, Princeton, Massachusetts

14. Breakheart Reservation

Distance : 2 miles to 4.1 miles  Difficulty : Easy to Difficult  Address : 177 Forest Street, Saugus, Massachusetts

15. Neponset

Distance : 5.1 km out and back  Difficulty : Easy  Address: Hallet Street, Boston, MA 02124

16. Jamaica Pond

Distance : 2.4 km  Difficulty : Easy  Address : 507 Jamaicaway, Jamaica Plain, MA

17. Spectacle Island Perimeter Trail 

Distance : 3.1 km loop  Difficulty; Easy to Moderate  Address : 15 State St, Boston, MA

18. Harold Parker State Forest

Distance : 56 miles of trails  Difficulty : Moderate to Difficult  Address :133 Jenkins Rd, Andover, MA 01810, United States

19. Belle Isle Marsh 

Distance : 1 km loop Difficulty : Easy  Address : 1399 Bennington St, Boston, MA 02128, United States

20. East Boston Greenway 

Distance : 3.3 miles  Difficulty ; easy  Address : East Boston, MA, USA 

Best Time to go Hiking in Boston

Hiking in Boston is an all year round activity you can do! Spring and Summer are the best time to hike if you are still new to the sport or are hiking with kids and pets. The lush green trees and sunny weather make for the best hiking experience! Fall is equally inviting! New England is breathtaking during the fall season and hiking through yellow-orange foliage is a fantastic experience! Hiking in Winter is slightly tricky if you haven’t done it before. The snow makes the trail slippery and without the right gear and experience it can get dangerous., However, if you are up for an adventure, World’s End on Boston’s South Shore is one of the best winter hiking trails 

Tips for Hiking in Boston 

• Check the weather before heading out. You don’t want to get stuck in heavy rains midway through your hike. Checking the weather also gives you an idea of the trail conditions and if you need extra gear. 
• Dress Appropriately- Wear hiking boots, comfortable pants, and polyester or nylon shirts. Avoid cotton, jeans, and other restrictive clothing.  
• Pack essential items like enough food and water, a torch, a map of the trail sunscreen, and your mobile phone. 
• Make a trip plan and inform a few people where you are going and when you expect o to be back. In case you get lost, your loved ones will know where you are and can send for help. 
• Hike with other people- Friends, family, or a hiking group. It’s safer and more fun!
• Know your limits and medical conditions- Avoid difficult hikes if you have weak knees and ankles or pre-existing medical conditions like asthma or diabetes. 
• Check out local regulations regarding bringing pets, purchase of trail passes, and other relevant information before starting your trek. 

This post was published by Anupama Manjunath

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Top 10 Hiking Trails Along the Water North of Boston

The short but sweet summer season here on the North Shore means capitalizing on every beautiful day—and there’s hardly a better way to enjoy the place we’re lucky to call home than by hiking the coast. From long, sandy stretches to breakers on rocky shores to wildlife spotting, the best features of the North Shore are on full display at these coastal reservations. 

“Some of our most beautiful properties are on the North Shore,” says Aaron Gouveia, director of public relations for the Trustees of Reservations. Below, find some of our favorite spots for finding views and fresh sea air, along with tips, tricks, and pricing. 

Atlantic Path, Rockport

The Atlantic Path is a system of public right-of-ways that stretches from Halibut Point State Park to Pigeon Cove, crossing both public land and private properties. Hugging the coastline, the path has been around in some capacity since the 1800s and offers uninterrupted views of the rocky coast and Atlantic Ocean. Access the trail from Gott Avenue, by the parking lot of Halibut Point State Park, or by multiple public footpaths between Atlantic Path and Phillips Avenue. Walkers are encouraged to note and be respectful of the places where the path traverses private land.

Gott Ave., Rockport, andrewswoods.org

Coolidge Reservation, Manchester-by-the-Sea

A short wooded trail opens up to a vast seaside lawn with spectacular views at Coolidge Reservation in Manchester. The easy two-mile loop can be done in less than an hour, but the nooks and crannies of the reservation can fill hours—looking for snapping turtles around Clark Pond, taking the offshoot to Magnolia’s Gray Beach, and finding tidal pools in the glacial rock lining the shore.

“It combines many elements of what makes a coastal walk so special,” says Jared Bowers, property director of Coolidge Reservation, noting why he considers this spot his favorite North Shore coastal hike. While the trail is free, parking, off Summer Street, is very limited.

15 Coolidge Point, Manchester, 978-526-8687, thetrustees.org/place/coolidge-reservation

Crane Beach, Ipswich

One of the most iconic beaches in New England, Crane Beach balances conservation with recreation and welcomes 350,000 folks annually. While lounging on the sandy beach might be just the thing on a hot, sunny day, the reservation offers 5.5 miles of hiking trails through dunes, scrub forest, and beachfront. Trails are easy to moderate in difficulty, and the shortest loop clocks in at 1.7 miles. Advance pass purchase is required for parking, and starts at $15 per car for nonmembers.

310 Argilla Rd., Ipswich, 978-356-4354, thetrustees.org/place/crane-beach-on-the-crane-estate

Goose Cove Reservation, Gloucester

This secluded 30-acre gem in Gloucester includes easy hiking through tidal mud flats, wooded upland, and rocky shoreline. Hundreds of years ago, Indigenous people living by Goose Cove would fish, gather spartina grasses for baskets, and quarry the granite and moraine stone for which Cape Ann is famous. Today, folks appreciate this Essex County Greenbelt reservation for its kayaking, scenic views, birding, cross-country skiing, and varied flora and fauna like otters and honeysuckle. Timing, however, is everything—the reservation’s parking lot, off Route 127, has only five spots.

Washington St., Gloucester, ecga.org/property/goose-cove-reservation

Halibut Point State Park, Rockport

Halibut Point State Park, located at the northernmost tip of Cape Ann, affords breathtaking views of the Atlantic Ocean and, on clear days, New Hampshire and Mount Agamenticus in Maine. The historic park has a visitor center (with restrooms), teaching folks about Halibut Point’s World War II history and the significance of Cape Ann’s granite industry. The graded hiking makes Halibut Point fairly accessible, and there are plenty of spots to lay out a picnic or traipse through the park’s trails and tidal pools. Daily parking is $8 for Massachusetts residents and $30 for nonresidents. 

4 Gott Ave., Rockport, 978-546-2997

Misery Islands, Salem

Venture out across the water of Salem Sound and you’ll be rewarded with the meadows, beaches, tree groves, and spectacular views of the Misery Islands. While 83-acre Great Misery and 4-acre Little Misery were named by a shipbuilder stranded on the islands for “three miserable days” during a winter storm in the 1620s, the Trustees’ property on a summer day is closer to heavenly. The islands are free and open to all, but accessible only if you have a kayak, canoe, or dinghy to travel the half mile from the shores of Beverly. Once on Great Misery, venture along the two and a half miles of trails, have a picnic lunch, or wade over to Little Misery at low tide.

Salem Sound, Salem, 978-526-8687, thetrustees.org/place/misery-islands

Parker River National Wildlife Refuge, Plum Island

The Parker River Refuge, spanning the southern three-quarters of Plum Island from Newburyport to Ipswich, is one of the larger nature reserves in Massachusetts at 4,700 acres and six miles long. Established in 1941, the refuge includes upland, dunes, salt marshland, and accompanying creeks and mud flats. The refuge is hugely significant to wildlife like migratory birds, especially threatened species like the piping plover, egrets, and snowy owls. Hellcat Boardwalk Trail, the refuge’s most popular designated hiking trail, is an easy 1.3-mile, wheelchair-accessible loop across boardwalk, great for wildlife spotting.

6 Plum Island Turnpike, 978-465-5753, fws.gov/refuge/parker-river

Ravenswood Park, Gloucester

Ravenswood’s 600 acres of wooded trails, opening out to Gloucester Harbor, were conserved by 19th-century businessman and philanthropist Samuel Sawyer. Ten miles of trails and carriage paths wind through woodland, pastures, swamps, and the rocky overlook at the harbor. You’ll find ample spots for picnicking, birdwatching, and mountain biking on designated trails. The park is free and open sunrise to sunset, year round.

481 Western Ave. (Route 127), Gloucester, 978-526-8687, thetrustees.org/place/ravenswood-park

Salisbury Beach State Reservation, Salisbury

The northernmost coastal reservation in Massachusetts, Salisbury Beach stretches 3.8 miles from the mouth of the Merrimack River to the New Hampshire border. Stroll along the sprawling, sandy beach, venture onto the boardwalks over the dunes, visit the education center, or have a picnic by the ocean. The reservation is also popular for boating or camping, with 484 campsites, public restrooms and showers, and water and electric hookups. While harbor seals sun themselves in the winter, warmer months bring birds like herons and sandpipers. Salisbury Beach is one of the highest trafficked state parks in the Commonwealth, with one million visitors annually. Parking is $14 for Massachusetts residents and $40 for nonresidents.

State Reservation Rd., Salisbury, 978-462-4481 , mass.gov/locations/salisbury-beach-state-reservation

Sandy Point State Reservation, Ipswich

Sandy Point is the southern tip of Plum Island, six miles south of the Plum Island Turnpike and the entrance to Parker River Wildlife Refuge. Three of those six miles are gravel, and once you get down to Sandy Point’s parking lot there are only about 40 spots—but when you’ve made it to the reservation you’ll be greeted with a vast expanse of beach that never gets crowded, warm tidal pools as the tide goes in and out, and miles of walking potential. Sandy Point beachgoers can swim either on the ocean side or the Plum Island Sound side. The only cost to enter Sandy Point is the five dollars you pay to enter the Parker River Refuge.

Parker River Wildlife Refuge Rd., Ipswich, 978-462-4481, mass.gov/locations/sandy-point-state-reservation

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20 best weekend getaways from Boston

Escape the city this spring by heading to these mountains, islands and towns all within a few hours of Boston.

While there are plenty of activities to enjoy in the city, sometimes you just want to hit the road and escape to the fresh air, country roads, and charming small towns. Use our guide for top spring getaways to plan your next trip. But if you can't take a whole weekend away, check out one of these day trips from Boston . And on ce you ’re back in town, get back into the swing of things by hitting up the  best museums , listening to some   stellar live music  and dining out at the   hippest restaurants in Boston .

RECOMMENDED: Full guide to the  best   things to do   in Boston . 

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Best weekend getaways

1.  Nantucket Island

Nantucket is the place to be once the sun is shining. 

Eat at : or, The Whale ( 38 Main St, 508-825-5897 ) located right on the cobblestoned main street in downtown Nantucket, if the weather is still nice you can enjoy eating on or The Whale’s back patio.

Stay at: Hotel Pippa ( 5 Chestnut St, 508-228-5300 ) at the contemporary boutique hotel, guests can enjoy complimentary breakfast before setting out for the day. The team at Hotel Pippa is happy to assist guest booking a variety of island activities from fishing expeditions to cooking classes. When the day is done, guests can unwind on Hotel Pippa’s cozy patio. 

Must do: Visit in early October and travelers can enjoy a brand-new fall festival, The Harvest Fair ( 220 Milestone Rd ) which will take place October 1-2. Historically the Island Fair and the Cranberry Festival happened on separate weekends but 2022 will be the first year the events merge for one large festival.

2.  Newport, RI

Step back in time with a weekend getaway to Newport, RI. Home to the famed Newport Mansions, Newport is also packed full of waterfront dining, shopping, and plenty of options for getting outside and staying active.

Eat at: The Mooring Seafood Kitchen & Bar (1 Sayers Wharf 401-846-2260) pro-tip is to reserve a table around sunset on their deck overlooking the wharf. 

Stay at: For a romantic getaway in Newport check in at Castle Hill Inn ( 590 Ocean Ave 888-466-1355), the views cannot be beat. 

Must do: Touring the Newport Mansions  is a must, we recommend doing at least three. But save The Breakers for last as it is the most impressive! Afterwards, stroll along the Cliff Walk for world class views. Last, no trip to Newport is complete without a sail around the harbor, book an afternoon sail or an evening cocktail sail on the Adirondack II .

3.  Woodstock, VT

One of the most charming towns in all of New England. Woodstock is the perfect fall escape, travelers can visit local farms, museums, stroll through the town square and pop in and out of all the local shops.

Eat at : Worthy Kitchen ( 442 Woodstock Rd, 802-457-7281 ) definitely worthy of a visit. At Worthy Kitchen guests will find farm-to-table comfort food and local craft beers on tap.

Stay at: The Woodstock Inn & Resort ( 14 The Green, 888-338-2745 ) located right on the town square The Woodstock Inn is the perfect place to stay if you want to be centrally located to everything in town. Walking distance to tons of shops and restaurants, the Inn also has a world-class, LEED-certified Spa.

Must do: Sugarbush Farm ( 591 Sugarbush Farm Rd, 802-457-1757 ) offers free cheese and maple syrup tastings. You can explore the farm grounds, take in beautiful foliage views and do a little shopping in their farm store. If you’re visiting Woodstock in the fall, you have to take a ride out to Sleepy Hollow Farm ( 3429 Cloudland Rd South, Woodstock, VT 05091 ). A privately owned property, but you can view the charming farm from the road, you’ll likely be in good company with fellow photographers and leaf peepers.

4.  Provincetown, MA (PTown)

Leave the car at home because Provincetown is just a 90-minute ferry ride from Boston. With lots of fun bars, great restaurants, and plenty to do Ptown is one of our top weekend getaways from Boston for a reason.

Eat at : The Canteen (225 Commercial Street 508 487-3800) has beach front dining, an incredible lobster roll, and frosé. What more could you need?

Stay at: The Harbor Hotel Provincetown 's ( 698 Commercial St, 508-487-1711 ) retro-glam style and modern amenities makes it exactly what you want on a weekend away. Plus they’re pet friendly!

Must do : Enjoy off roading on a dune tour. Stop by Art’s Dune Tours for an exhilarating ride through the dunes, the team gives you a full history of the area, from how it joined the Cape Cod National Seashore to the history behind the artist shacks.

5.  Watch Hill, RI

Taylor Swift vacations in Watch Hill, why shouldn’t you? Just over two hours from Boston this small town is walkable and is home to the oldest continuously operating merry-go-round in the country.

Eat at : Olympia Tea Room (74 Bay Street 401-348-8211) is an institution. Just a short walk from the beach the simple menu has been keeping guests happy for over 100 years. 

Stay at : There are two clear winners when it comes to where to stay, the Ocean House ( 1 Bluff Avenue 855-678-0364) or the Watch Hill Inn (38-44 Bay Street 855-677-7686) . The Ocean House boasts its own private beach, multiple onsite dining options including Dalia , a new seasonal Coastal Mexican venue by Chef Dantón Valle, and croquet courts. The Watch Hill Inn is right on Bay St overlooking the harbor, and is convenient to all the shops.

Must do: Walk down to the Watch Hill Lighthouse , then spend the day shopping along Bay Street or head to the beach.

6.  Kennebunkport, ME

Just an hour and a half from Boston, Kennebunkport is the quaint seaside town you’ve been dreaming of. There is a little something for everyone in Kennebunkport (you may even spot the Bush family!). 

Eat at : Stop by Old Vines Wine Bar ( 173 Port Road (207) 967-2310) for outdoor seating and live music, their menu is filled with small snacks and sharables plates. However, the wine list and craft cocktails are the real draw. And no trip to Kennebunkport is complete without a stop at The Clam Shack ( 2 Western Ave 207.967.3321) , they’ve been serving fresh seafood since 1968!

Stay at : The Boathouse (21 Ocean Ave; 207-967-8225) brushes up against the Kennebunk River, which is easily viewed from your room’s oversized windows.

Must do : Visit Nubble Light . If you went to Kennebunkport for the weekend and didn’t take a picture of the famous lighthouse, did you really go?

7.  Mystic, CT

Home to Mystic Pizza and the Mystic Aquarium, this small coastal village, which is actually officially part of Stonington CT, is a great weekend getaway from Boston. 

Eat at: Mystic Pizza (56 West Main St. 860-536-3700) is worth a visit. But if you’re not in the pizza mood checkout Red 36 Bar & Grill (2 Washington Street 860-536-3604) for waterfront dining, fresh seafood and great cocktails.

Stay at: Stonecroft Country Inn Bed and Breakfast (515 Pumpkin Hill Road 860-744-5868)  is the quaint B&B that summer weekend getaway dreams sometimes require.  

Must do: Go brewery hopping . Mystic and Stonington are home to a handful of great local breweries including Barley Head Brewery, Bank & Bridge Brewing and Beer’d Brewing Co. Not into beer? There are also a bunch of great vineyards and wineries in the area.

8.  The Berkshires, MA

In need of fresh air? The Berkshires have you covered with museums, concerts, legendary authors' homes, hiking and more. 

Eat at : Methuselah Bar and Lounge (391 North St, Pittsfield; 413-347-2888) is focused on organic wines and craft beers, pairing them with funky, reimagined American fare, tacos and Korean-inspired dishes. Nudel: Comfort & Craft (37 Church St. 413-551-7183 ) post-pandemic this Berkshires favorite has been doing “pop-ups” that allows them to change their menu every few months to focus on fresh seasonal ingredients! 

Stay at : Seven Hills Inn (40 Plunkett St 413-637-0060 ) the former Gilded Age mansion offers 57 guest rooms, stunning gardens and an outdoor pool.

Must do : Be adventurous at Catamount Mountain Resort (Route 23 413-528-1262) go on a zipline tour, spend the day in the adventure park, or go on a scenic chairlift ride!

9.  Bar Harbor and Acadia National Park, ME

A little further afield, Bar Harbor is almost five hours from Boston by car so be sure to make the most of your weekend in Bar Harbor and add on a trip to Acadia National Park, the only national park in New England

Eat at: The Travelin Lobster (1569 ME-102 207-288-8028), have the lobster roll you won’t regret it.

Stay at: The Bar Harbor Grand Hotel (269 Main Street 207-288-5226) is a replica of the historic Rodick House, convenient to both downtown and Acadia. This hotel is the perfect spot to relax and unwind after a day of hiking.

Must do : Make the most of your weekend in Bar Harbor by doing a tour of Acadia National Park . Thsi is the most approachable way to see the park if you’re not a big hiker and want to see all the major landmarks in a short period of time. (The classic tour is only 2.5 hours leaving you plenty of time to explore on your own!)

10.  The White Mountain National Forest, NH

Even if you don’t know it, when you think of New England you are likely picturing the Kancamagus Highway. The scenic highway runs right through the heart of the White Mountain National Forest. The White Mountains are truly spectacular in the fall and winter, there are tons of charming small towns to stay in, great hiking and of course endless vistas.

Eat at: The Covered Bridge Farm Table Restaurant ( 57 Blair Rd, 603-238-9115 ) something about wood covered bridges just captures the essence of New England perfectly. The Covered Bridge Farm Table Restaurant is located at the bottom of the White Mountains and is the perfect spot to stop for lunch on your drive up or your drive back to Boston.

Stay at : The Omni Mountain Washington Resort ( 310 Mount Washington Hotel Rd, 603-278-1000 ) this historic New England hotel has views of the presidential mountain range, a world class spa and you can take a scenic gondola ride right across the street at Bretton Woods.

Must do: The Cog Railway ( 3168 Base Station Rd, 800-922-8825 ) want to take in the foliage from the summit of Mount Washington but not looking to take on the hike? The Cog Railway will take you on a dramatic climb up the mountain. The rail has been running for more the 150 years, be sure to book tickets ahead of time so you can take in the views on this must do experience.

11.  Martha's Vineyard

Martha's Vineyard is just a short ferry ride from Cape Cod that drops travelers right in either Edgartown, Oak Bluffs or Vineyard Haven for convenient access to shops, hotels and restaurants. Enjoy amazing beaches, see the Edgartown Lighthouse or take a ride to Island Alpacas for a truly one-of-a-kind experience.

Eat at: Visit Back Door Donuts (1-11 Kennebec Ave 508-693-3688) for the ultimate late-night snack, these donuts are worth waiting in line.  

Stay at : The Harbor View Hotel (131 N Water St 877-624-7992 ) cannot be beat. So many things including amazing views, sumptuous accommodations, complimentary bikes and the Mercedes-Benz Drive Program make it a luxurious home away from home. 

Must do: Whether using complimentary bikes provided by a hotel or renting bikes for the weekend, bikes are one of the best ways to explore the island. Martha’s Vineyard offers over 40 miles of trails and roadways through its scenic towns and along its coast.

12.  Block Island, RI

Located just 13 miles offshore, Block Island is a great alternative to Nantucket or Martha’s Vineyard, it is a bit quieter and more relaxed. Good news for our nature lovers, 40% of the island is conservation land, accessible only by bike or foot.

Eat at: Poor People’s Pub (33 Ocean Ave 401-466-8533) offers casual local seafood, burgers, pizza and more. They’re conveniently located by the Old Harbor Block Island Ferry and offer outdoor seating! Before heading back to the ferry, grab gourmet sandwiches from Three Sisters (443 Old Town Rd; 401-466-9661).

Stay at : Spring House (1401 Ocean Ave; 732-776-6700) , the island’s oldest hotel, entices with Adirondacks and a wraparound veranda overlooking the water. 

Must do: Go horseback riding on the beach. Visit Rustic Rides Horse Farm , the offer both beach rides and trail rides, a great way to see the island!

13.  Salem, MA

Want to get witchy? Salem attracts thousands of visitors every fall, people looking to embrace the spooky, supernatural, and witchy vibe of the small coastal town. It can get a little crazy in the two weeks leading up to Halloween, but a winter trip is just as fun! In addition to all the witch themed attractions there is also a buzzing art scene in Salem, great restaurants and travelers have to visit Far From the Tree Cider to do a tasting.

Eat at : Howling Wolf Taqueria ( 76 Lafayette St, 978-744-9653 ) keep things spooky with a red-hot ghost pepper infused margarita. Howling Wolf Taqueria is known for their massive burritos and their wolf bites like avocado fries and ceviche.

Stay at: The Merchant ( 148 Washington St, 978-745-8100 ) a Lark Hotel, The Merchant is conveniently located right down town. Walk to all the witch shops, great restaurants and plenty of nearby tours and museums.

Must do: If you want to embrace the spooky vibes in Salem sign up for a Candlelit Ghostly Walking Tour ( 288 Derby St, 978-740-2929 ). The hour long walking tour will take you around some of Salem’s most haunted locations. For travelers who want to see another side of Salem, plan a visit to the Peabody Essex Museum ( 161 Essex St, 978-745-9500 ) the world-renowned art museum has collections dating back to the 1700s including paintings, sculptures, photography and more.

14.  Portland, ME

Charming brownstones, bucket list worthy restaurants and ocean views? Portland is a great idea any time of year but especially in the summertime when you can take advantage of everything happening on the waterfront. Be prepared to eat all weekend long, Portland is a foodie’s paradise.

Eat at: You really can’t go wrong but three spots to get you started: Duckfat (43 Middle St; 207-774-8080 ) for fries, poutine and a milkshake when you're hungover the next day. Central Provisions (404 Fore St; 207-805-1085) for the locavore meal of the moment. And you must try Highroller Lobster Co (104 Exchange St. 207-536-1623) !

Stay at: Conveniently located in the Old Port, The Press Hotel (119 Exchange St; 800-971-2000) is the former home of the Portland Press-Herald and carries on the print tradition with newspapered walls, letterpress carpeting and leather desk chairs. Be sure to check out their amazing art collection.

Must do: Tour Casco Bay ! Experience Portland on the water as you visit all the islands throughout Casco Bay.

15.  Hartford, CT

Hartford is the perfect central location for several fantastic fall attractions tucked away in the heart of Connecticut. Stay in Hartford and plan a drive to East Hampton, home to Pumpkintown USA . Then book a fall foliage scene hot air balloon ride with CT Ballooning in Kensington.

Eat at : Max Downtown ( 185 Asylum St, 860-522-2530 ) a staple in Hartford for over 20 years this chophouse and whiskey bar is a must visit during your stay in Hartford. Dine in style and enjoy elevated classic in the recently renovated space.

Stay at: Delmar ( 1 Memorial Rd, 860-937-2500 ) this pet-friendly, luxury hotel is the perfect place to enjoy a weekend getaway to Hartford. The Delmar has a full-service spa, the fitness center features Peloton bikes and guests even get complimentary admission to the New Britain Museum of American Art.  

Must do: Use Hartford as your jumping off point to explore some of Connecticut’s best fall attractions like Pumpkintown USA ( 100 East High St, East Hampton CT ). If you want to spend a day exploring Hartford, plan a visit to Mark Twain’s House and Museum ( 351 Farmington Ave, 860-247-0998 ).

16.  Stowe, VT

New England is awash with winter resort towns, but we most love those areas that celebrate four-season recreation. Come summer, Stowe swaps out skiing for hiking, golfing, mountain biking and kayaking. Bonuses include swimming hole visits and scenic drives up the squiggly Auto Toll Road.

Eat at: Plate (91 Main St; 802-253-2691)  combines California cuisine with Vermont-sourced ingredients. Take the gondola up to Cliff House (5781 Mountain Rd; 802-253-3665) and enjoy a bottle of wine on the outside deck before hiking down afterward.

Stay at: Spruce Peak (7412 Mountain Rd; 802-253-3560 ) manages to feel homey and warm (also dog-friendly!), despite its luxury amenities. Added perk: It's also dog friendly, so your canine companions can come stay on vacay.

17.  Portsmouth, NH

Just a short ride from Boston, this seaside town has a rich history. While you may think it was the town’s role in the American Revolution or its history as a booming seaport that put it on the map, but Portsmouth is actually most well known as a hub for the brewing industry. There are 8 breweries travelers can visit right in Portsmouth!

Eat at : Botanica Restaurant and Gin Bar ( 110 Brewery Ln, 603-373-0979 ) this upscale French-influenced restaurant is the perfect spot for a romantic dinner, be sure to save room for dessert!

Stay at: Ale House Inn ( 121 Bow St, 603-431-7760 ) this boutique hotel is located right in the heart of downtown in what was once a warehouse for The Portsmouth Brewing Company.

Must do: Schedule your visit in October so you can partake in the annual Pumpkin Smash , taking place on Saturday October 28. All month-long travelers can check out the Scarecrows of the Port , unique scarecrow displays scattered throughout downtown.

18.  Providence, RI

One of the more underrated New England capitols, Providence also has an incredibly underrated food scene! This city is just a short ride on the commuter rail from Boston and is filled with New England charm and unique events like WaterFire .

Eat at : Hemenway’s ( 121 South Main St, 410-351-8570 ) is a top rated and local favorite. Hemenway’s offers an excellent raw bar and is the go-to restaurant for fresh seafood. If you’re looking for a great glass of wine, you’re in luck, in 2021 Hemenway’s received the Wine Spectator’s Award of Excellence.

Stay at : Graduate Providence (), formerly the Providence Biltmore this historic hotel recently got a complete renovation while maintaining some of the historic charm, like the lobby’s original ornate ceiling and glass-and-brass elevator. Located right downtown, guests are just a short walk to restaurants and shops.

Must do: Head to the Roger Williams Park Zoo (1000 Elmwood Ave, 401-785-3510) for the annual Jack-o-lantern Spectacular . Starting September 29 and running through October 31 visitors can take in thousands of artistically carved pumpkins. Throughout fall there will be 4 full lightings of WaterFire, a series of up to 100 bonfires floating on the three rivers of downtown Providence. See this award-winning installation on September 24, October 1, October 22, or November 5.

19.  Chatham, MA

The Cape is a no-brainer, but where to stake your claim? We’ve long migrated towards the inimitable charms of Chatham, where the homes will make you drool, the town center is walkable and crammed with cute boutiques, and the seafood is hauled in just offshore. 

Eat at: Impudent Oyster  ( 15 Chatham Bars Ave, 508-945-3545 ) offers innovative spins on classic seafood dishes and a lively bar inside a former church.

Stay at: Chatham Bars Inn (297 Shore Rd; 508-776-6700 ) is the ne plus ultra of Cape retreats for good reason: The cabana’d beach alone earns the resort its mythic reputation—and justifies the indulgence.

20.  Montreal, Canada

If you must flee the country, you might as well drive into the clutches of a cosmopolitan city bursting with history, nightlife, outdoor concerts and a shopping scene that invites closet do-overs.

Eat at: Martin Picard’s Au Pied de Cochon (536 Duluth Est; 514-281-1114) for foie gras on top of foie gras on top of poutine.

Stay at: Hotel Gault (449 St. Helene St; 514-904-1616 ) , a lavishly reappointed boutique hotel in Old Montreal. 

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The 11 Most Scenic Day Trips From Boston

Part of Boston’s appeal is the fact that it lies in the heart of New England, surrounded by charming towns and other quaint locales away from the city. Whether it’s a historic seaside village, a serene foliage tour or an alluring beach escape, there are many scenic getaways easily accessible from Boston that provide a quintessential New England experience.

Salem and marblehead.

Located just north of Boston along the coast, Salem has long been one of New England’s most popular tourist destinations. The ‘Witch City’ – known for the Salem Witch Trials of 1692 – offers a variety of museums and historic homes dedicated to the city’s history, including the Salem Witch Museum, The House of Seven Gables and The Witch House. For those less interested in the supernatural, make sure to check out the Friendship of Salem, a replica 1797 East Indiaman ship that sits at Derby Wharf.

Neighboring Salem along the coast and more of a hidden gem is the quaint, seaside town of Marblehead, known as the birthplace of the American Navy. The historic fishing and boating town is home to the famous Revolutionary War painting, The Spirit of ’76 – find it at Abbot Hall. Marblehead also boasts beautiful panoramic ocean views as well as one of the prettiest harbors in New England. Check out the sights from Castle Rock or Fort Sewall, or view the old homes in picturesque Old Town, most of which date back to the early 1700s. Luckily, this tour allows you to experience the best of both Salem and Marblehead.

At the edge of Massachusetts’s so-called “elbow” (named since the western side of the state is vaguely shaped like a flexing arm) and a stone’s throw from Cape Cod sits the historic town of Plymouth . The town, which generates a quaint New England feel with ocean views and a charming downtown area, is home to Plymouth Rock, where European settlers disembarked from the Mayflower in 1620.

There’s also Plimoth Plantation , a re-creation of a 17th-century village. It features a working grist mill on one end and tipis on the other side for a unique look at what life was like for the Native Americans who lived here at the time and the immigrating Pilgrims. For a truly local experience in town, check out the Plymouth Farmers’ Market on the plantation grounds. It takes place weekly from June through October.

Cape Cod excursion

With a slew of coastal towns and stunning beaches, Cape Cod is an essential New England summer experience. The peninsula, which is under a two-hour drive from the city, is home to classic colonial architecture, historic fishing villages and some of the best seafood in New England. Take the Old King’s Highway through the town of Sandwich, and stop for a harbor cruise in Hyannis before making your way to the charming small town of Chatham. The Cape Cod National Seashore, a 40-mile (64.3-kilometer) stretch of rugged coastline, is also a perfect spot for a scenic drive, walk or sunrise view.

Martha’s Vineyard

Located 7mi (11.2km) off the coast of Cape Cod, Martha’s Vineyard (also known as The Vineyard) is a unique island escape within reach of Boston. The 100-square-mile (259-square-kilometer) island is home to a few rural towns “up-island” and several – and more popular – historic villages “down-island,” including Edgartown, Oak Bluffs and Vineyard Haven. The Vineyard, which served as the setting for the movie Jaws , is most popular for Gay Head Cliffs, the gingerbread cottages in Oak Bluffs and its numerous beaches. However, check out one of its five historic lighthouses as well. Nantucket, the smaller of the two Cape Cod islands, sits 30mi (48.2km) off the Cape and is just as picturesque but slightly less accessible for a day trip from the city.

Provincetown

Keep going across the elbow of the Cape, and you’ll hit Provincetown, accessible by a two-hour drive from the city or a 90-minute ferry ride. The town, located at the very tip of Cape Cod, is well known for its vibrant arts scene as well as its LGBTQ history and culture. Indeed, it boasts the title of the “ Oldest Continuous Arts Colony in America .” It’s home to numerous festivals and parades each year, including Carnival, a week-long celebration of the LGBTQ community. Since much of the town is part of the Cape Cod National Seashore, there are many beaches, hiking trails and nature preserves to explore.

Rockport and Gloucester

Surrounded by water on three sides at the tip of the Cape Ann, Rockport is one of Massachusetts’s classic coastal towns. With several mouthwatering fresh seafood restaurants and a vibrant arts scene, there’s plenty to occupy a full day in the small village. Take in a show at the well-known Shalin Liu Performance Center, or go for a walk through Halibut Point State Park. Also, go shopping down the eclectic Bearskin Neck area. For one of the best lobster rolls in New England, visit the Mile Marker One Restaurant in neighboring Gloucester, another quaint fishing village.

Lexington and Concord

Ideal for history lovers, the towns of Lexington and Concord are just a short drive west of Boston and are home to a few of the most important sites of the American Revolution. Visit where the first shots of the war for independence were fired, and follow the trail Paul Revere took on his “midnight ride.” In Concord, the homes of Louisa May Alcott and Ralph Waldo Emerson are open to the public, and the historic Old North Bridge is an ideal spot for pictures in the fall.

Newport, Rhode Island

With its elegant mansions and cute downtown, Newport, Rhode Island , is a perfect place to spend time during a New England summer. The coastal city, about a 90-minute drive from Boston, has long been the summer stomping ground of some of the wealthiest families in America. Among the best estates to see are The Breakers (a mansion built for the Vanderbilt family in 1893) and the Marble House (a Gilded Age mansion built with 500,000 cubic feet [14,158 cubic meters] of marble). To top it off, take a ride down Ocean Drive, a 10mi (16km) scenic drive that features stunning ocean and mansion views.

Portsmouth, New Hampshire

Located just an hour drive from Boston along the border of Maine, Portsmouth is a historic seaport city. It has a history dating back to the 1600s and was an essential seaport during the beginning of the American Revolution. Today, Portsmouth is a vibrant coastal town with trendy restaurants, shops and art festivals. The best way to experience the area is by exploring the cobblestone walkways downtown and venturing down the numerous sidestreets filled with local shops. For a true New England atmosphere, stop by during the winter months when the snow-lined streets are decorated with lights and winter decorations.

Visit the Maine coastline

Slightly north of Portsmouth in Maine and still within a day trip of Boston sits the seaside towns of York, Ogunquit and Kennebunkport, Maine. Within a 30-minute drive of each other, these beautiful towns are home to a slew of downtown shops and beaches. See a regional production at the historic Ogunquit Playhouse after a day at Ogunquit Beach. Alternatively, walk around the quaint streets of Kennebunkport after having lunch at Alisson’s (make sure to get the lobster mac and cheese). There’s also the enormous Bush Compound at Walker’s Point (the ‘Summer White House’ of the late President George HW Bush) and the Wedding Cake House (the “most photographed house in the state of Maine”) to check out.

Fall foliage tour through New Hampshire

Just a short drive north up Interstate 93, New Hampshire is an excellent spot to witness New England’s fall foliage. The month of October is the ideal time to see the leaves turn into a mix of red, bright orange and yellow. Make sure to stop at one of the old covered bridges along the way – such as the one in the Willard Brook State Forest – for a perfect picture. Add in time to visit an apple-picking farm to pick some fruit, and try a bite of a home-made apple cider doughnut.

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Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.

Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Culture Trips, Rail Trips and Private Trips. Our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.

Culture Trips are deeply immersive 5 to 16 days itineraries, that combine authentic local experiences, exciting activities and 4-5* accommodation to look forward to at the end of each day. Our Rail Trips are our most planet-friendly itineraries that invite you to take the scenic route, relax whilst getting under the skin of a destination. Our Private Trips are fully tailored itineraries, curated by our Travel Experts specifically for you, your friends or your family.

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52 Best Weekend Trips and Getaways from Boston

Outdoor adventures.

PHOTO BY TRENT BELL

1. Peak’s Island, Maine

Two hours by car

Different Strokes | If the idea of wearing a tank top seems profoundly depressing, skip the sports club in favor of an upper-body workout that’ll replace the reflection in the gym mirror with a view of Maine’s wild and rocky coast. And thankfully, there’s little exertion in getting there. Drive up Friday night; stay at Portland’s Regency Hotel (two hours from Boston); then catch the nearby ferry at 9:15 a.m. to Peaks Island, where the affable staff of Maine Island Kayak Company will escort you to a kayaker’s paradise. After an introductory paddling course, a primer on the vagaries of ocean weather, and some disclaimers, you’re ready to slide into a single-person sea kayak and head for open water. You’ll first need to get your heading: Peaks Island, just off Portland’s coast in Casco Bay, is one of the area’s dozens of small islands, many of which are public. Some feature Civil War–era forts, sea birds, and coastal flora and fauna. Expeditions are led by registered Maine guides—in other words, experienced outdoorspeople who know their way around a compass and can handle almost anything Mother Nature tosses their way. Although the company does offer half-day excursions (sans meals, $65 per person), we recommend a full-day jaunt ($115 per person), which allows plenty of time to practice maneuvering. Meanwhile, if you’ve already got kayaking chops and want to spend as much time near the water as possible, opt instead for the two-night camping trip.

Maine Island Kayak Company, Kayak Beach, Peaks Island, Maine, 207-766-2373,  maineislandkayak.com . Stay: Portland Regency Hotel, 20 Milk St., Portland, Maine, 207-774-4200,  theregency.com .

2. Stowe, Vermont

Three hours, 45 minutes by car

It’s All Downhill | Singing, dancing, precious urchins mugging for the camera…and yet, you don’t see much mountain biking in The Sound of Music. But the state-of-the-art trails at Stowe’s Trapp Family Lodge (owned and operated by the movie’s same family) make the hills come alive—with the grunts and groans of cyclists testing their mettle on more than 25 miles’ worth of track.

700 Trapp Hill Rd., Stowe, Vermont, 800-826-7000, trappfamily.com .

3. Lake Champlain, Vermont

Peak Experiences | You’ve seen fall foliage from the car, the hiking trail, and the boat—now how about from the sky? Parafly Paragliding offers classes in the Lake Champlain valley; on a cloudless day, you’ll get 360-degree views of the fiery sugar maples stretching clear to the northern border.

116 Waybury Rd., Colchester, Vermont, 802-879-3507, paraflypg.com . Stay: Willard Street Inn, 349 S. Willard St., Burlington, Vermont, 802-651-8710, willardstreetinn.com .

4. Craftsbury Common, Vermont

Four hours by car

Cause A Row | The Craftsbury Outdoor Center almost kisses Canada, but it’s still close enough for a two-day escape. The rustic resort sits on a long, narrow lake surrounded by farmland, and is the perfect place to explore the rarefied world of sculling. Craftsbury offers intensive, all-inclusive weekend programs for every level, some of which come with yoga classes. Bonus: It also rolls out running camps, and has arguably the finest cross-country skiing trails in New England.

535 Lost Nation Rd., Craftsbury Common, Vermont, 802-586-7767, craftsbury.com

5. Charlemont, Massachusetts

Two hours, 45 minutes by car

See the Forest for the Trees | Zipline tours got their start in Central America in the 1970s, but it’s only been in recent years that they’ve hit New England in a big way. Most are in the northernmost part of the region, though two Charlemont-based companies are competing to be the go-to source in Massachusetts. Zoar Outdoor Canopy Tours emphasizes the educational aspect, with guides who describe the local foliage and fauna. Meanwhile, Berkshire East goes for the thrill, with two 2,000-plus-foot ziplines that plunge downhill at 50 miles per hour.

Zoar Outdoor Canopy Tours, 800-532-7483, zoaroutdoor.com ; Berkshire East, 413-225-2425, berkshireeast.com . Stay: Warfield House Inn, 200 Warfield Rd., Charlemont, 888-339-8439, warfieldhouseinn.com .

6. Block Island, Rhode Island

One hour, 45 minutes by car to ferry

Natural Selection | Afternoon sun glistening on the clay bluffs, seagrass waving on a stretch of reclaimed farmland—nearly half of Block Island is designated as conservation land, and the other half is so picturesque that it might as well be. With 10 compact square miles of land area, you can bike anywhere in under 20 minutes, so it’s easy to spend all weekend on two wheels.

Stay: Hygeia House, 582 Beach Avenue, Block Island, Rhode Island, 401-856-9920, thehygeiahouse.com . See Block Island Ferry schedule at blockislandferry.com .

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13 Amazing Weekend Getaways Near Boston For Families

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Ready to take one of these exciting weekend getaways near Boston for families? With its convenient Massachusetts location, this kid-friendly city makes the perfect home base for your next escape with kids. Relax on the beach, immerse yourself in nature with a hike, or dine on delicious seafood. Where you take your weekend getaway from Boston will ultimately depend on which type of vacation you’re looking for, and how far you want to drive. Families who need a quick trip out of the city will love nearby destinations such as Ogunquit or Kennebunkport in Maine. Or, drive a little further for a secluded island escape on Nantucket or Martha’s Vineyard . When you’re ready to start planning your itinerary, we’ve rounded up 13 Amazing Weekend Getaways Near Boston For Families, all of which are under three hours away . Keep reading for our tips, including hotel suggestions! 

Cape Cod, Massachusetts

A Beach Getaway for the Whole Family

Less than two hours away from the city, Cape Cod provides families with an epic getaway from Boston . Visit Provincetown , a popular island destination great for younger children. Families can start their Cape Cod experience by visiting the three lighthouses , Race Point Light, Wood End, and Long Point Lights. Kids will also love visiting Race Point Beach and Provincetown’s Pilgrim Monument . Summertime also means whale watching, tours depart from MacMillan Wharf . Families can also explore Cape Cod by biking along the Rail Trail . For endless family fun, stop in Wellfleet Drive-In for a movie or Pirate’s Cove (South Yarmouth) for mini-golf. Then, families can also travel from Chatham to Monomoy Island on one of the seal viewing cruises.

Older kids may appreciate The JFK Hyannis Museum in Hyannis. Afterward, treat yourself to a lobster roll at Sesuit Harbor Café in Dennis or a sweet treat at Sundae School Ice Cream , offering two locations in Dennis Port and Harwich Port. Seafood lovers can’t miss the Chatham Pier Fish Market or Hangar B Eatery in the Chatham Airport (kids will love watching the planes!). If you have extra time, you can also take a day trip to Martha’s Vineyard or Nantucket! 

Where to Stay on Cape Cod with Kids

If you want options in Cape Cod to accommodate kids, we suggest Chatham Bars Inn for its upscale, secluded setting. Another great option is Wequassett Resort and Golf Club , known for its scenic oceanfront location and kids’ program. Families also love the Ocean Edge Resort & Golf Club which features five pools, a private beach, and more kid-friendly amenities. 

Top 50 Cape Cod beach, beachfront vacation rentals | Vrbo.com

Watch Hill, Rhode Island

Luxury without the Hefty Price Tag

Your next trip to Watch Hill will definitely be one of the most exciting weekend getaways near Boston for families. Like Martha’s Vineyard or Nantucket, this Rhode Island destination is a great place to take a family beach vacation. It’s also only two hours away from Boston!

Kids will love playing in the sand at East Beach or Watch Hill Beach, both of which boast calm waters and a family-friendly ambiance. Families who really want to immerse themselves in nature can check out Napatree Point Conservation Area , with miles of shoreline ideal for bird watching or hiking. Of course, you can’t miss the scenic Watch Hill Lighthouse and Museum , since it’s one of the most iconic attractions in town! Afterward, take kids to nearby Westerly to ride the Flying Horse Carousel. Other things to do with kids in Watch Hill include browsing antique shops, art galleries, or restaurants. 

Where to Stay in Watch Hill with Kids

If you’re looking for places to stay in Watch Hill with kids , we’re sure there’s an option to suit your family. Many of our FLT contributors love Ocean House , which is only an hour and a half away from Boston . This iconic hotel overlooks the water, featuring a private beachfront, multiple pools, and lots of family activities. It’s an ideal location for a weekend away from Boston with kids .

Find Watch Hill Lighthouse Vacation Rentals on Vrbo

Newport, Rhode Island

History, Nature, and Seaside Adventures

Take your family vacation to Newport, one of the most exciting weekend getaways near Boston for families! With its gorgeous, Gilded Age mansions, scenic marina, and walkable wharves, this Rhode Island destination is two hours away from Boston.

Families with young children love visiting in the summer and enjoying Easton’s Beach . (Get some of the best lobsters in town from the concession stand!) Kids will also love riding the vintage carousel. Afterward, get a glimpse of Newport’s natural beauty by strolling the Cliff Walk , a 3.5-mile trail overlooking luxurious mansions along the Atlantic Ocean. Some kids may be interested in seeing one of these historic mansions up-close. We recommend touring one of many public options, like The Breakers or The Elms . Or, hop on a Newport Trolley for an educational tour of Newport. Treat kids with a trip to Newport Creamery or Newport Fudge once you finish! 

Where to Stay in Newport with Kids

Families interested in staying in Newport will find plenty of suitable options. We suggest Gurney’s Newport Resort & Marina , which offers standard rooms and suites. Or, go even more low-key with Newport Marriott , providing ocean-view rooms, some of which include balconies. Then, Ocean House includes a private beachfront location and luxury amenities, making the hour drive from Newport worth it. Finally, The Vanderbilt, Auberge Resorts Collection is just minutes from the waterfront. 

Kennebunkport, Maine

Family Fun On The Water

Kennebunkport is certainly one of the most exciting weekend getaways near Boston for families! Famous for its beautiful beaches, this coastal town in southern Maine is an hour and forty-five minutes from Boston.

Start your weekend by driving or biking down Ocean Avenue , offering scenic views of the Atlantic Ocean. Families also flock to the soft white sand at Goose Rocks Beach . Lounge while enjoying a day of sun, swimming, and seashell hunting! (There’s no lifeguard.) Mother’s Beach has a fun playground for kids, with chances to spot fish and other marine life at low tide. For a more low-key experience, visit the sand-and-pebble Arundel Beach , also known as Colony Beach. Or, take a Kylie’s Chance Tour to see the city’s best sights, like on a lobster tour. Kids will appreciate Kennebunkport’s streetcars at The Seashore Trolley Museum. End your day with a treat at Rococo Ice Cream !

Where to Stay in Kennebunkport with Kids

Wondering where to stay in Kennebunkport with kids ? Try the Nonantum Resort , located on the riverfront just a short way from Dock Square. Dating back to 1914, The Colony Hotel sits on its own private beach, great for your family vacation in Kennebunkport .

RELATED : Best Places to Visit in Maine with Kids this Summer

Great Barrington, Massachusetts

A Quintessential Massachusetts Main Street

Great Barrington is a charming Massachusetts town only two and a half hours from Boston!  Visit for a weekend to experience its cute Main Street, where you can stroll past cafes, restaurants, and quaint shops. Great Barrington also has accessible public beaches and swimming holes along the Green River, where families can kayak, paddleboard, etc.

Younger kids who like hiking will love strolling the flat path along the Housatonic River. BearTown State Forest also offers nearby trails and activities on Benedict Pond like swimming, boating, or fishing. In the mood for an adventure? Visit Catamount Aerial Park, featuring zip-lining and obstacle courses. Outside of Great Barrington in Lee , families can also hike the Appalachian Trail through October Mountain State Forest . If you’re hungry, stop for wood-oven pizza at Baba Louie’s . Afterward, satisfy your sweet tooth at Soco Creamery or head to Berkshire Mountain Bakery for fresh bread, pastries, and pizza. 

Where to Stay in Great Barrington with Kids

Families will find several charming accommodations in Great Barrington. Select from VRBO home-rentals, bed and breakfast options, and family-friendly inns. Firstly, Th e Wainwright Inn Bed & Breakfast is a great option for families in the Great Barrington. In fact, they feature two families suites, as well as The Carriage house , which includes 2 bedrooms and a kitchenette.

The Egremont Village Inn is another great option for families seeking a cozy, historic property. Finally, if you’re seeking a mom’s getaway or a romantic weekend away from Boston, consider Wheatleigh , Canyon Ranch L enox , or Miraval Berkshires Resort & Spa .

FIND MORE of the Best Hotels for a Romantic, Kid-Free Getaway in the Northeast !

Litchfield, Connecticut

A Hidden Gem Nestled in the Hills

Head to Litchfield for a much-needed escape from the hustle and bustle. Since it’s only two and a half hours from Boston , this charming Connecticut town offers families restaurants, antique shops, and outdoor activities.

In addition to a variety of boutiques to explore in town, kids will also enjoy visiting Litchfield’s nearby farms! Say hi to the goats at March Farm, featuring berry-picking and an animal yard. For riding lessons , Litchfield also boasts various stables, like Lee’s Riding Stable. Families who want to explore Connecticut’s state parks will love Litchfield’s location. Slightly outside of town, you’ll find kid-friendly hikes, scenic views, and even swimming opportunities. Visit Black Rock State Park or Mt. Tom State Park . Afterward, kids can get a sugar rush at the nearby Winter Winds Farm to sample some sweet homemade maple syrup. Or, head to Peaches N’ Cream for fresh homemade scoops sourced from Arethusa Farm .

Where to Stay in Litchfield with Kids

If you’re searching for somewhere to stay in Litchfield with kids , we suggest Winvian Farm . Located in Morris , Connecticut, this selection of luxury cottages is perfect for families who want a cozy stay with all the comforts of home. Seasonal activities for kids include horseback riding or cooking classes, and parents will love the spa! Families should also consider renting a home-style option through VRBO for more space and room to play on your family weekend getaway from Boston !

Woodstock, Vermont

Animal Encounters for All Ages

Make Woodstock one of your next weekend getaways from Boston , as it’s one of the best places for families in Vermont! A little less than three hours away by car , it has a charming Woodstock Village with shops, restaurants, and cafes. It’s also ideal for families who want to immerse themselves in nature.

Kids will love learning more about agriculture at Billings Farm & Museum, featuring interactive exhibits , adorable farm animals , and more fun surprises. (You’ll also get a great history lesson!) Science enthusiasts can visit the Vermont Institute of Nature and Science to see raptors, songbirds, or walk through nature trails. For more hiking in Woodstock, visit Marsh-Billing Rockefeller National Park , Faulkner Park , or Quechee Gorge State Park. Or, cool off by taking a dip in nearby Silver Lake! Some kid-friendly restaurants in town or nearby include Worthy Kitchen, White Cottage Snack Bar, and Ramunto’s Brick & Brew Pizza.

Where to Stay in Woodstock with Kids

If you’re looking for somewhere to stay in Woodstock with kids , you’ve come to the right place. We recommend the Woodstock Inn and Resort , which has everything from outdoor pools to a golf course, spa, and tennis courts. Many families also choose to book Airbnb or VRBO homes in Woodstock or neighboring Barnard and Quechee . 

Mystic, Connecticut

Seaport, Seafood, and So Much More

Make wonderful family memories in Mystic ! Less than a two-hour drive from Boston , this walkable Connecticut town welcomes families to enjoy a wide range of outdoor and indoor adventures. During warmer weather, don’t miss a chance to stroll the famous Mystic Seaport to get a feel for the town.

Kids will also love a visit to the Mystic Aquarium and the nearby Old Mistick Village . Eat ice cream, browse toy shops, and more fun! On a rainy day, families can challenge each other at the Niantic Children’s Museum , showcasing hands-on exhibits and crafts. Younger children may prefer The Essex Train Museum , just twenty minutes outside of Mystic . When you’re hungry, head to one of Mystic’s many kid-friendly restaurants. Try Mystic Pizza for delicious pies, or The Sea Swirl if your kids are ambitious eaters. For parents, Engine Room or S&P Oyster Bar are great for drinks and dinner. 

Where to Stay in Mystic with Kids

Families looking for kid-friendly accommodations in Mystic will love the Inn at Mystic. Featuring several room types, including options with balconies and fireplaces, as well as on-site dining and ocean views. Then, The Whaler’s Inn offers standard rooms and suites, on-site dining, and a boutique feel.

Find Rentals in Mystic, CT using Expedia- Book It All in One Place

Ogunquit, Maine

Small Town Appeal with Endless Entertainment

Families love Ogunquit, a quaint Maine town just an hour and twenty minutes from Boston! With sandy beaches, activities for all ages, and delicious dining, it’s a fantastic place to take a quick weekend getaway during the summer.

Spend time lounging on the gorgeous Ogunquit Beach, which is lively, large, and clean. Parking is available nearby, and kids can rent gear from various vendors along the shore. Set to resume service soon, families can also hop on the Ogunquit Trolley to see the town. For more scenic views, save time to walk along the Marginal Way . This mile-long scenic cliff walk passes through incredible vistas, historic mansions, and private beaches. After a while, stop in Perkins Cove , a small fishing village. You can explore charming shops, restaurants, and cafes. Musically-inclined families will also love the Ogunquit Playhouse , which offers live performances and a Kids Theater Program. 

There are so many other things to do in Ogunquit with kids! If you have more time on your itinerary, consider visiting the Ogunquit Museum of American Art , taking a Finestkind Scenic Cruise , or heading to Footbridge Beach . We also suggest taking a day trip to nearby Cape Neddick. 

Where to Stay in Ogunquit with Kids

If you need accommodations near Ogunquit, Maine, you’re in luck! We recommend booking a room at the Bea chmere Inn , a Cape-Cod-style hotel overlooking the ocean. While it’s a little bit outside of Ogunquit, the Cliff House Maine in Cape Neddick is another great option. 

RELATED : 8 Best Maine Hotels For Families

White Mountains, New Hampshire

Make Mountainside Memories

Spend your weekend getaway in New Hampshire’s White Mountains , only two hours from Boston! Kids will love Whale’s Tale Water Park , Santa’s Village , or Story Land . To enjoy scenic views of Cannon Mountain , families can also visit Echo Lake ’s sandy beach. Accessible by reservation with facilities at the Lakeside General Store , you’ll find opportunities to swim, pedal boat, kayak, and canoe. Or, hike through waterfalls, glacial pools, and moss-covered walls at Flume Gorge . Kids will also delight in visiting the Lost River Gorge & Boulder Caves , a one-mile trail with climbable boulders! White water rafting is also available through North Woods Rafting and Raft NH .

Don’t forget to take a ride on New Hampshire’s longest Skyride , the Loon Mountain Resort Gondola ! At the mountain’s base, enjoy zip-lining, rock climbing, hiking, and more. The Mt. Washington Cog Railway takes you to the highest summit on the East Coast! 

Where to Stay in the White Mountains with Kids

New Hampshire’s White Mountains has plenty of family-friendly hotels. Located mountainside in Whitefield , book a stay at the upscale Mountain View Grand Resort and Spa . Families also love the Omni Mt. Washington Resort , featuring two golf courses, an indoor pool, and endless amenities. If you’d prefer to rough it in the rugged wilderness, rent a cabin inside White Mountain National Forest . Or, secure a tent at the Crawford Notch Campground .

Portland, Maine

A City Feel with Delicious Food and Quick Access to Charming Cape Elizabeth

Portland is definitely one of the most exciting weekend getaways near Boston for families! Located roughly two hours from Boston , come here for a laidback vacation with kids. Summer is a popular time to visit since you can take advantage of quintessential Portland activities such as a Maine Lobster Boat Tour. This fun excursion is available through vendors like Lucky Catch Cruises , Rocky Bottom Tours , and Casco Bay Custom Charters . Kids will learn more about Maine, see how lobster is caught, and even taste some for themselves! To fish, take a trip to nearby Cliff Island, accessible via the Casco Bay Island ferry from Portland’s harbor. You can also head to Mackworth Island State Park , located in Falmouth adjacent to Portland. Enjoy kayaking on the water, plus plenty of kid-friendly trails. Shopping sprees are also possible thanks to the Freeport Outlets just north of the city. 

A weekend in Portland means you also have quick access to charming Cape Elizabeth ! Less than 20 minutes from one another, they make a great pair for a family-friendly weekend away near Boston . Visit one of the area’s nicest beaches at Crescent Beach State Park , which has a nearby parking lot, bathroom facilities, and a mile-long shoreline. Cape Elizabeth also has a ton of lighthouses, like Two Lights Park and Cape Elizabeth Light . Don’t leave without seeing at least one! Finally, head to the famous Fort Williams Park to see the Portland Head Light, Maine’s oldest lighthouse! 

Where to Stay in Portland with Kids

Portland has no shortage of places to stay with kids. For an upscale experience downtown, try the Portland Harbor Hotel , which has extra perks like valet parking and a shuttle. If you’d prefer to stay among nature, check out Wolf Cove Inn on the shores of Tripp Lake . From water sports to a fire pit, it has everything you need for an exciting family weekend getaway in Maine ! Finally, Inn By The Sea in Cape Elizabeth is a fantastic option for families, offering seasonal activities and programs for kids and adults alike. 

Martha’s Vineyard, Massachusetts

Fun in the Sun (& Sand)

Martha’s Vineyard provides one of the most perfect weekend getaways near Boston for families. With luxury hotels, seaside restaurants, and beautiful beaches less than three hours from the city, summer is the best time to visit. Kid-friendly beaches include South Beach in Katama , Fuller Street Beach in Edgartown, and Long Point Beach. Enjoy calm waves, clean shores, and chances to swim or build sandcastles!

Other things to do in Martha’s Vineyard depend on where you’re staying. Families in Edgartown can eat breakfast at an airport , visit the Felix Neck Wildlife Sanctuary , or grab sweets from Mad Martha’s . In Oak Bluffs , visit the scenic Ocean Park , Oak Bluffs Marina , and Flying Horses , America’s oldest carousel! Vineyard Haven is a must-stop for fudge at Murdick’s . Or, appreciate the art in West Tisbury at the Field Gallery & Sculpture Garden . For a stunning sunset, hike to the Aquinnah Cliffs Overlook or Menemsha Hills Trail .

RELATED : Best Tips For A Magical Family Vacation On Martha’s Vineyard

Where to Stay in Martha’s Vineyard with Kids

Need somewhere to stay in Martha’s Vineyard with kids? Most families choose a rental property from agencies like Martha’s Vineyard Vacation Rentals and Sandpiper Rentals . For a hotel experience, the waterfront The Harborside Inn in Edgartown has seven “houses.” Each offers accommodations, including some with patios and suites. Or, book a stay at the Harbor View Hotel , which has traditional rooms in the main historic building, alongside one-, two- and three-bedroom cottages.

In Oak Bluffs , consider Summercamp Hotel with fun décor, kid and pet-friendly rooms, and a game room. The Surfside Hotel has spacious suites, gear rentals, and a convenient location. For an oceanside resort, families love The Winnetu , which has both a hotel and homes for rent. 

Nantucket, Massachusetts

An Island Adventure Just a Ferry Ride Away

Nantucket is a family favorite for a good reason. As one of the most exciting weekend getaways near Boston for families, the overall journey takes around three hours including the ferry ride. Luckily, this tiny, secluded island off Cape Cod is easily accessible by bike, so you won’t need a car. If you bring one, visit a drive-on beach, 40th Pole Beach , accessible with a permit. Or, head to Galley Beach or Surfside Beach . Conveniently located downtown, Children’s Beach is also an option for no waves, plus a variety of shops, museums, and restaurants. Walk to Brant Point Lighthouse or rent a Jeep to reach the Coskata-Coatue Wildlife Refuge .

Other activities for kids include Critter Cruises, fishing , or visiting the Whaling Museum. Nantucket also boasts kid-friendly restaurants such as Brant Point Grill, Cru, Greydon House , and 167 Raw.   Sayles Fish Market is a must for lobster rolls and clam chowder! 

Pro Tip : When visiting Nantucket with kids , remember to book your ferry ticket months in advance if you’re planning on bringing a car. It can get crowded, and relatively expensive. 

Where to Stay on Nantucket with Kids

Wondering where to stay on Nantucket with kids ? Our FLT contributors recommend the White Elephant Nantucket , an upscale hotel overlooking Children’s Beach in downtown Nantucket . There’s also The Nantucket Hotel & Resort , a historic hotel located two blocks from Children’s Beach. 

Happy Travels!

We hope you liked this list of 13 Amazing Weekend Getaways Near Boston For Families! Whether you’re looking for something a quick drive away or really want to explore the East Coast as well, there are plenty of options to choose from. Enjoy your weekend getaway from Boston with your kids ! 

*This post may contain affiliate links that may also earn us a small commission, at no additional cost to you. Affiliate links in no way inform the hotels, sights, products, or other recommendations included in our articles. All opinions and recommendations expressed here are also compiled from submissions submitted by the generous members of our Families Who Love To Travel community.

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Adventures in New England

A local's guide to savoring the history, culture, food and nature of the Northeast USA

19 Fabulous Day Trips from Boston

If you are planning a road trip from southern New England, Boston can be a perfect base as it is centrally located. You can get a hotel and then take many great day trips from Boston to experience the best that this area has to offer.

You will want to start by taking a few days to experience New England’s largest city’s feel. You can read my guide for One Day in Boston with Kids (still a good overview even for adults). Also, be sure to check out my list of hikes right around Boston .

Table of Contents

Short Day Trips from Boston

These day trips from Boston are around an hour’s drive from Boston.

Salem, Massachusetts

Witch City, USA, also has a fantastic art museum and Hawthorne’s House of the Seven Gables. Read on for how to spend a day in Salem. 

Fall River and New Bedford, Massachusetts

This center of fishing life in colonial New England is now predominately Portuguese. You can visit the New Bedford Whaling Museum, the church that was part of Herman Melville’s Moby-Dick inspiration, and the Lizzie Bordon House.  Read more about the area in Haunted New England.

Rockport, Massachusetts

Spend a day exploring this picture-perfect fishing village on the coast north of Boston.

Cape Cod, Massachusetts

There is a lot to explore on this peninsula south of Boston, but you can explore the upper Cape in one day from Boston. Most of my exploration of the Cape has been by bicycle.

Portland, Maine

This foodie town also has lighthouses and parks to explore. Check out 47 Cool Things to Do in Portland, Maine.

Providence, Rhode Island

The capital of Rhode Island has canals to stroll along, great restaurants, and art museums. Read on for The Best Things to Do in Providence.

Newport, Rhode Island

This colonial town on Aquidneck Island has excellent beaches, hiking, dining, and a lot of history. Explore A Local’s Guide to Newport.

Sutton, Massachusetts

Hike this trail along the base of the 75-foot rock Purgatory Chasm and get ice cream at the farm next door. Read more about a day at Purgatory Chasm.

Concord, Massachusetts

Concord was not only an important location in the American Revolution but also in American Literature. Walden Pond sits in Concord, as well as Louisa May Walcott’s home. Read my itinerary for one day in Concord, Massachusetts.

Plymouth, Massachusetts

Visit the recreation of the Native American and pilgrim colony following the landing at Plymouth Rock.

New Bedford, Massachusetts

Explore the colonial whaling capital of the world, located on the southern coast of Massachusetts. This area also has a large Portuguese population, a fort, and was a stop on the Underground Railroad.

Read about how to spend a day in New Bedford. 

Whole Day Trips from Boston

It will take about 2 hours to get to these full-day trips from Boston.

Martha’s Vineyard

Sand dunes, farms, Kennedy history, and gingerbread cottages, this island off the coast of Massachusetts will introduce you to the best New England has to offer. Read on for Things to Do in Martha’s Vineyard .

Woodstock, Vermont

Woodstock is sometimes known as the quintessential New England town. It is nestled in Vermont’s Green Mountains and alive with the state’s art culture. Plan your day with Things to Do in Woodstock, Vermont.

Northampton, Massachusetts

This arty town in northwest Massachusetts is the home of Smith College. Read on for how to spend a day in Northampton.

The Berkshires, Massachusetts

One of the most transcendent concerts you can experience will take place at Tanglewood in the rural mountains of western Massachusett. The Berkshires give ample opportunities for hiking, leaf-peeping, and exploring small New England towns.

New Hampshire’s White Mountains

Take a foliage drive or go waterfall hunting through the White Mountains.

Mystic, Connecticut

Explore the seaport at this colonial town on the Mystic River. Investigate more things to do in Mystic.

Mount Major, New Hampshire

The views from the peak of this half-day hike are incredible. You will see New Hampshire’s lakes and highest peak, Mount Washington, in the distance. Learn more about climbing Mount Major.

Shelburne Falls, Massachusetts

This village nestled in the Berkshire Mountains has the Bridge of Flowers, a waterfall, glacial potholes and an art-filled downtown. Read about how to spend a full day in Shelburne Falls.

Which day trips around Boston have you taken? Which are the highest on your list? Please let me know if you have any questions in the comments.

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12 thoughts on “19 Fabulous Day Trips from Boston”

I love this list! Boston is such a cool city and I love the idea of spending more time there and venturing out so this list is so helpful!

So many great day trip options from this city! Nice when there is that option, for travellers, it means you can extend your holiday. Make Boston your home base and see some of those smaller towns you have listed. I would love to see more of the nature, in New Hampshire, like Mount Major or Massachusetts with Martha’s Vineyard.

Such great day trip plans even a month of stay there will not suffice to experience it all! The short day trips really sound good and doable. I have not been to Boston yet, but hopefully I will some day with this helpful post! Great pic to go with the post.

Wow! So many things to do. It would really be worthwhile to make Boston a base for a week and do these trips to immerse yourself in the region.

Visiting the east coast has always been something i’ve wanted to do. I’ve seen Boston & DC but that’s about it! Rhode Island, Connecticut, Vermont, Main, I want to see them all!

Funny enough I’ve heard most of these day trips destinations from Boston although I don’t know their locations to Boston. I would like to visit most of them, but I think Fall be the best time?

Some of the locations are close enough for a day trip but would plan an early start in the day because even though they are close enough for a day trip, traffic can play a big factor especially during rush hours… planning a trip to the South Shore or Cape Cod offers only 2 travel lanes for most of the trip once you are on Route 3 which starts in Braintree which is about 9 miles south of Boston and the from Braintree to the beginning of the cape it’s about 45 miles or so… I mention this trip because I am very familiar with this section of MA and I live in Plymouth which is about 10 miles from Cape Cod… The Fall or Spring would be best as far as traffic to the cape but many places close down from Oct to Apr because many businesses depend on tourists during the Summer.

You are right about Boston traffic being a bugger. It is always best to consult Google traffic before leaving, start early or consider public transport. I love travelling in shoulder season.

While there’s still so much to see and do on my actual Boston list, I *did* take a day trip from Boston during one of my visits. We followed your recommendation to visit Providence, RI, and had a lovely day!

I just love the northeast and you’ve given me even more places to explore up there! Perfect fall long weekends!!!

Cape Cod, Massachusetts would be my #1 choice. Haven’t been since I was little and have such fond memories!

I have been to Boston several times now and even took a trip up to Maine & Connecticut once but I have been quite lax on visiting the other areas. For me, I really want to see more of the New England Coastal areas like Providence and I know Darcee would love to see Martha’s Vineyard!

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6 Transit-Accessible Outdoor Spaces Near Boston

By AMC Staff ,

The Middlesex Fells Reservation north of the city is one of the most transit-accessible outdoor spaces near Boston, with MBTA train and bus access bringing outdoor lovers to the 2,575-acre reservation.

If you’re an outdoor enthusiast living in Boston, count yourself lucky! Even without a car, adventure is never far away thanks to the Massachusetts Bay Transit Authority (MBTA), a mass transit system that spans the entire Greater Boston area and beyond. We’ve compiled a list of six of our favorite Boston-area outdoor spaces accessible by public transportation. Whether you’re craving a beach day, looking for a spot to hit the trail, or even want to do some paddling, there are plenty of options available. All you need to do is grab your gear and hop on an MBTA bus, train, or ferry.

Arnold Arboretum | Boston, Mass.

Just a short walk from the Forest Hills Station at the southern terminus of the MBTA Orange Line , the Arnold Arboretum of Harvard University is home to one of the most remarkable botanical collections in the world. You’ll find 2,077 different species of plants and several miles of trails for walking, running, or cycling threaded through the 281-acre preserve. It may seem small, but it’s easy to lose an entire day taking in the remarkable biodiversity .

The arboretum is especially marvelous in spring and summer when you’ll find trees and bushes flowering in just about every color imaginable. Also, don’t forget to keep an eye out for wildlife ! 188 bird species have been recorded there, and you’ll also find snakes, turtles, and frogs.

Spectacle Island in the Boston Harbor Islands National and State Park.

Boston Harbor Islands | Boston

Just offshore from Boston’s downtown, you’ll find the Boston Harbor Islands National and State Park . It’s comprised of 34 islands , and you can reach eight of them using the Boston Public Ferry Service at Long Wharf near the MBTA Blue Line’s Aquarium Station . Head out to the islands to hike, bird-watch, check out the tide pools, or just spend a day at the beach. There are even seasonal camp sites on four of the islands: Bumpkin, Grape, Lovells, and Peddocks.

Spectacle Island is one of the most visited in the park. Take a walk up 157-foot North Drumlin Hill for a spectacular view of the city and harbor. There’s also a visitor center and café. The other islands are equally scenic, and host a diverse range of wildlife, military forts, and other historic sites.

Middlesex Fells Reservation | Winchester, Medford, and Melrose, Mass.

The Middlesex Fells Reservation, or “the Fells,” spans the towns of Winchester, Medford, and Melrose just north of Boston and has one of the best systems of hiking trails in the metro area. Interstate 93 bisects the the Fells into an east and west side. To get to the west side take the MBTA Orange Line to Wellington Station and #100 bus to Fellsway W @ Ridgeway Rd . The Bellevue Pond entrance is a short walk up South Border Rd. To access the east side, take the Orange Line to Oak Grove Station . The Gate 58 entrance is just a 10- to 15-minute walk from there.

This 2,575-acre reservation has 100 miles of trails for hikers and trail runners of all skill levels, mountain bikers, and even horseback riders. Just make sure you have a map! There are dozens of intersections and spur trails so it can be easy to get a bit turned around. However, you can use the crisscrossing trails to your advantage by building your own loop hike to catch some of the reservation’s highlights.

Panther Cave is a popular destination for families; you’ll almost always find children (and fun-loving adults) scrambling through the cave and adjacent tunnels. For a quick climb to a stunning view of the city of Boston, hike up to Wright’s Tower. If you’re looking to be near the water, the west side’s reservoirs are a great spot for a picnic, and you can rent canoes and kayaks at the east side’s Spot Pond.

Blue Hills Reservation | Milton, Mass.

Feel like heading south of the city for a hike? The 7,000-acre Blue Hills Reservation stretches across parts of Milton, Quincy, Braintree, Canton, Randolph, and Dedham and is named for its 22 hills. Great Blue Hill is the tallest hill and is also the highest point in Greater Boston at 635 feet high. You can catch views of the Boston skyline from Elliot Tower at the summit.

You’ll find 125 miles of trails for hikers and mountain bikers of all-skill levels here. It’s also a popular spot for cross-country skiing in the winter and swimming at Houghton’s Pond Recreation Area during warmer months. You’ll can even stay at AMC’s volunteer-run Ponkapoag Camp if you’re looking for a longer getaway.

Because the reservation is so large, there are several different transit options to get there. If you’re coming from Boston, one of the most direct routes is taking the MBTA Red Line to Mattapan Station and the 716 bus to any of four stops adjacent to reservation’s west side.

Mass Audubon’s Drumlin Farm in Lincoln, Mass., offers quiet walks and cute farm animals.

Mass Audubon Drumlin Farm | Lincoln, Mass.

Drumlin Farm is part of a network of 60 Mass Audubon wildlife sanctuaries across the Commonwealth. It’s a short 30-minute ride to the farm on the MBTA Fitchburg Commuter Rail Line from North Station to Lincoln Station , followed by a 10-minute walk to the sanctuary.

There are 4 miles of trails, including one that leads to a scenic viewpoint where you can see the Boston skyline and even Mount Wachusett to the west on a clear day. The western half of Hayfield Loop Trail is part of the Bay Circuit Trail (BCT)—for which AMC is one of the lead maintainers—so you can continue on that if you’re looking for a bigger adventure. In fact, hopping on the BCT here is one of the easier ways to reach the trail via public transit.

However, the main attraction here isn’t the trails. Drumlin Farm isn’t just a wildlife sanctuary, it’s also a working farm. The farmyard is bustling with pigs, sheep, cows, goats, chickens, and even a pony. You can also learn about how farm grows crops sustainably. The farm also provides a home for native wildlife that either need to be rehabilitated from injury or couldn’t survive in the wild. You can see some of them in three exhibits, including raptors, owls, pheasants, and fox.

Hammond Pond Reservation and Webster Pond Reservation | Chestnut Hill and Newton, Mass.

A short walk from Chestnut Hill Station on the MBTA Green Line’s “D” Branch , these adjacent conservation areas are tucked away behind a shopping mall, but you’d never know it once you hit the hiking trails. There are dozens of quiet wooded footpaths, a large scenic pond, and rocky outcrops for climbing.

The trails here are sheltered by a canopy of old growth trees and wind along the pond, through the forest and past interesting rock formations. You can also cross-country ski on the trails in the winter, and the pond is open to canoeing and kayaking. Hammond Pond Reservation is the hot spot for rock climbers, as it features some of the best rock climbing and bouldering in Greater Boston. Kids will also enjoy scrambling over some of the smaller rocks.

Best Road Trips From Boston

Top road trip destinations from boston.

No matter what time of the year you visit Niagara Falls, you will fall in love with its majestic scenery. If you travel during the warmer months, you can take a boat tour to see the raw power of nature up close and can extend your trip to see the falls from the Canadian side.

If one city has something unforgettable for every type of traveler, it is the Big Apple. Spend some time at Times Square, explore world-class museums, enjoy Broadway shows, and make sure to book a table at one of the many famous restaurants in the city.

Portland is a coastal gem known for its lighthouse-dotted landscapes and up-and-coming food scene. From strolling along the cobblestone streets of the Old Port to treating yourself to fresh seafood and craft beer, Portland is the quintessential New England town.

Acadia National Park is one of the most-visited parks in the country and it is easy to understand why. Hike granite peaks, bike historic carriage roads, and witness sunrise at Cadillac Mountain where the mountains meet the sea.

A visit to Washington DC, is a must for any history buff. Here, you can tick iconic landmarks off your bucket list, such as the Lincoln Memorial, the Smithsonian Museums, and the White House. The city is also home to some incredible Michelin-rated restaurants.

Cape Cod and its eclectic outermost town, Provincetown, are amazing summer destinations. Known for its stunning beaches, historic lighthouses, and buzzing arts scene, this picturesque peninsula is also a great place to enjoy whale watching from mid-April to October.

If you have spent some time in the US, it is likely that you are familiar with the Liberty Bell and Independence Hall in Philadelphia. Come here for history, and you will end up staying for the eclectic neighborhoods and the famous Philly cheesesteak!

If you are looking for the perfect blend of historic charm and modern sophistication, Providence is the perfect destination from Boston. Make sure to enjoy a scenic walk around the WaterFire art installation, and delve deeper into the history of one of America's oldest cities.

For a slice of Europe in North America, Quebec City is a UNESCO World Heritage site famous for its fortified colonial core and stunning Château Frontenac. Here you will enjoy the French heritage of the city, its delicious cuisine, and festive events year-round.

Discover Toronto, Canada's largest city! From its easily recognizable CN Tower to its bustling markets, expansive green spaces, and waterfront districts, you will find plenty to do in this charming city, which blends urban fun and that cozy neighborhood feeling perfectly.

There is nothing quite like a cross-country adventure, and all the miles you will have to cover to reach LA will be worth it! Famous for its iconic Hollywood Sign, always-busy Venice Beach, and glamorous Rodeo Drive, Los Angeles is one of the best destinations on the Pacific Coast.

Orlando is world-famous for its theme parks and attractions. From the magic of Walt Disney World to the popular rides of Universal Studios, Orlando offers endless fun for families and visitors of all ages. The city is home to many beautiful parks, too, if theme parks aren't your thing!

Soak up the sun in Miami, a city famous for its stunning beaches, and glitzy nightlife. During the daytime, you can enjoy a tour to view the Art Deco buildings of South Beach or escape to the wild landscapes of the Everglades. The Magic City has something for everyone.

You will immediately recognize the famous Chicago skyline as you approach the Windy City, full of Midwest charm. Dive into the city's jazz and blues scene, savor deep-dish pizza, and visit iconic sites like Millennium Park and the Art Institute of Chicago.

A relatively manageable drive across the Canadian border and you will find yourself in Montreal, home to the historic streets of Old Montreal and Mount Royal Park, which features stunning views of the city and snowshoeing, tubing and skating in winter!

Nova Scotia is located where the Atlantic Ocean meets rugged coastlines and jaw-droppingly beautiful landscapes. Another destination where you can admire historic lighthouses, indulge in fresh seafood, and experience the warm hospitality of the Canadian Maritimes.

Head to Myrtle Beach for a fun-filled getaway in the heart of the Grand Strand. Enjoy miles of sandy beaches, amusement parks, and live entertainment. This family-friendly destination offers something for everyone, from golfing and shopping to dining and nightlife.

Raleigh is the capital of North Carolina, known for its pretty parks, and historic sites. When in Raleigh, we recommend visiting the North Carolina Museum of Natural Sciences, strolling through the beautiful Pullen Park, and enjoying the city's growing culinary scene.