The Best Outdoor Activities in Massachusetts
Discover the best hiking, camping, backpacking, fitness, and more.
Explore Bash Bish Falls
Massachusetts / Bish Bash Falls Parking Area, MA
One of my favorite walks to a spectacular falls. The trail is easy to follow and one mile from NY parking lot and 0.5 from the parking lot. The apparent place to swim.
Hike Southern Middlesex Fells Loop
Massachusetts / Middlesex Fells Parking Area
Park in the parking area near Bellevue Pond. There are multiple entrances to the reservation (some closer to the reservoir itself than others).
Hike The Skyline Trail at Blue Hills
Massachusetts / Skyline Trail Trailhead
Park in the lot across from Batterymarch Rd off of Willard St. Access the Skyline trail from here, it is marked blue. Follow the signs.
Hike the Great Blue Hill Trail
Massachusetts / Blue Hills Reservation
This is family-friendly hike takes you to nice views of Boston, after a moderately challenging stretch of elevation gain.
Hike the Purgatory Chasm Trail
Massachusetts / Purgatory Chasm
For this 1-mile hike, you can park at the Purgatory Chasm Visitor Center. From there hit the trail and explore the unusual gap between the tall granite walls, which might be adorned with climbers.
Explore the Parker River National Wildlife Refuge
Massachusetts / Parker River Refuge Entrance
Located just north of Boston, Parker River National Wildlife Refuge was established in 1941 to provide feeding, resting, and nesting habitat for migratory birds.
Camp in Provincetown at Dunes' Edge Campground
Massachusetts / Dunes' Edge Campground
Cape Cod, Massachusetts is full of campgrounds and dunes to explore, but the best of the two are located at the very end of the cape, around the areas of Truro and Provincetown.
Walk the Freedom Trail
Massachusetts / Freedom Trail, Boston, MA, United States
Park along the trail and then hop on.
Hike Mount Greylock via Thunderbolt Trail
Massachusetts / Thunderbolt Trailhead
This hike starts in Adams, Mass on Thiel Road. You can drive the road as far as you can until you reach a barrier. There is plenty of room to park off the road on both sides.
Hike the Wilson Mountain Reservation Trail
Massachusetts / Cutler Park Reservation
This easy, well maintained trail has a little bit of everything you could need for a leisurely loop hike - bridges and streams, views of Boston, bird watching, and a dog-friendly policy (leash on).
Hike Provincetown Dunes on the Cape Cod National Seashore
Massachusetts / Provincetown Dunes
Begin your journey from a small parking area that holds 3 cars just off route 6 (additionally you can park on the side of the road) The trail head is unmarked until about 50' into the woods where you.
Hike the Coffeehouse Loop, Douglas State Forest
Massachusetts / Coffeehouse Loop Parking Area
Douglas State Forest is located off of Rte 16 in south central Massachusetts. To access trails and the lake, head to the parking area on Wallum Lake Park Road.
Hike the Hellcat Dunes Trail
Massachusetts / Hellcat Dunes Parking Area
Park in the parking area off of Refuge Rd. Take the Dunes Trail, a boardwalk path for the 0.7 mile loop. Enjoy the views from an observation deck on three-story-high dunes.
Run the Arnold Arboretum Trail
Massachusetts / Arnold Aboretum
Park in the lot off of Arborway to access the trail. This place is gorgeous year round.
Hike Monument Mountain
Massachusetts / Monument Mountain Trailhead
At 1642 feet (with a total elevation gain of 720 feet), Squaw Peak is a great spot to see both Mt Greylock along the Vermont border, and the Catskills in New York.
Photograph Castle Hill
Massachusetts / Castle Hill
Castle Hill refers to either a 165-acre drumlin surrounded by sea and salt marsh or to the mansion that sits on the hill.
Catch a Sunset at Gilbert Hill
Massachusetts / Gibbert Hill
From Rt. I-495 Exit 31, Gibbert Hill has one of the greatest sunsets around Groton, MA area. You will see a lot of cows and even a castle.
Bike the Minuteman Bikeway
Massachusetts / Minuteman Bikeway Bedford Entrance
Park in the lot on Railroad Ave to access the Minuteman Bikeway from Bedford, MA. This 10-mile point-to-point paved path takes you through the scenic natural setting of Bedford.
Hike the March Cataract Falls Trail
Massachusetts / March Cataract Trailhead
Park at the Junction of Sperry Rd and Rockwell Rd. To get to the trailhead, hike along Sperry Road for about 30 minutes. (Not to the end of the road, see map below.
Hike around Walden Pond
Massachusetts / Walden Pond Path Parking
Park in the lot ($8 for MA residents) by Walden Pond to access the trail, and head out either direction on the loop around the pond. Trail is accessible from April-October.
Hike the Ipswich River Wildlife Sanctuary Trail
Massachusetts / Ipswitch River Wildlife Parking Lot
Park in the Ipswitch River Wildlife Sanctuary parking lot at the end of Perkins Row. You can turn left on Rockery Trail or right on Innermost Trail for this 3.5-mile loop.
Kayak Lake Rico
Massachusetts / Lake Rico
Lake Rico is a decent sized lake located in East Taunton, MA. You can spend hours out kayaking and exploring.
Run the Jamaica Pond and Victorian Jamaica Plain Loop
Massachusetts / Jamaica Pond
Park in the Jamaica Pond parking area. You can go either direction on this loop trail, which is highly trafficked and dog-friendly.
Hike Mount Frissell to Brace Mountain
Massachusetts / Mount Frissell Trailhead
This 5.2 mile round trip out/back hike takes you through three states. You start the hike on Mt Washington Road just across from the stone pillar designating the Connecticut/Massachusetts border.
Hike the Ward Trail
Massachusetts / Ward Trail Parking Area
From I-93 Exit 41, take Rt. 125 North 5 mi. Turn right onto Prospect Rd. and follow for 0.3 mi. to entrance and parking (15 cars) on right. -Or-From Rt. I-495 Exit 42, take Rt. 114 East 1.7 mi.
Hike the Ashland Reservoir Trail
Massachusetts / Ashland Reservoir Trail
Park in the lot on State Park Road (see map) to access the trail. It's a popular trail that is dog-friendly. Pay attention to the trail as at parts it is not well marked. Photos: C.C. Chapman
Hike the Blackstone Gorge Trail
Massachusetts / Blackstone Gorge Trail
Park at the lot at the corner of Staples Lane and County Street. From here you can access the Blackstone Gorge Trail. Dogs are allowed on leash. Photos: Doug Kerr
Hike Mt. Greylock via Money Brook Trail
Massachusetts / Hopper Road Parking Area
Park in the parking lot on Hopper Rd. Walk to the end of the road where you will find the Hopper Trailhead. Take the right fork. The Money Brook trail will take you to a waterfall, the Mt.
Summit Mt. Wachusett via the West Side Trail
Massachusetts / Wachusett Mountain West Side Trail
Set your GPS to Wachusett Mountain ski area. Coming from Rt. 2 turn onto Mile Hill Rd and look for your first right to take Bolton Rd.
Hike the Pratt's Brook Conservation Area Loop
Massachusetts / Pratt's Brook Conservation Area Trailhead
Park on the shoulder of Parker street to access the trailhead. You can punch in the coordinates to a GPS if you need help finding it: 42.4545482, -71.4358192.
Hike the Ponkapoag Pond Trail
Massachusetts / Ponkapoog Pond Trail
Park at the end of Ponkapoag Trail Road to access the trail. Dog friendly, open year round. Photos: Charles Wohlers, Edward Faulkner
Hike the Weir Hill Reservation Trail
Massachusetts / Legion Beach Parking Lot
Park at the American Legion Beach parking area. You will then cross the eastern corner of Stevens Pond to get to the trail.
Watch a Sunset at Wachusett Reservoir
Massachusetts / Wachusett Dam Upper Observation Parking
Wachusett Reservoir is located in central Massachusetts, northeast of Worcester. Easy location and parking, you can go anytime of the day and you won't be disappointed.
Hike along the Nashua River and the Oxbow National Wildlife Refuge
Massachusetts / Nashua River and the Oxbow National Wildlife Refuge Parking
Park in the lot on Tank Road to access the Nashua River trail. Keep your eyes peeled for turtles, chipmunks, birds, and other wildlife! This trail is open from April to October. Photos: U.S.
Hike Gooseberry Island
Massachusetts / Gooseberry Island
Begin an hour before sunset at the intersection between West Beach and East Beach Road. The intersecting roads will lead you to a paved causeway over the ocean.