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Boston, Massachusetts

Looking for the best hiking in Boston? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Boston. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Hiking Spots in and near Boston

  • Groton, Massachusetts

    Catch a Sunset at Gilbert Hill

    5.0
    1 mi
    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. This is a very easy hike and a not so easy place to park, you have to leave you car on the side of the road, which is totally fine, I guess, it is easy.The wa...
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  • Newbury, Massachusetts

    Hellcat Dunes Loop

    4.5
    0.98 mi / 20 ft gain
    Park in the parking area off of Refuge Rd. Take the Dunes Trail, a boardwalk path for the ~1-mile loop. Enjoy the views from an observation deck on three-story-high dunes. This trail is accessible from April-October.
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  • Blackstone, Massachusetts

    Hike the Blackstone Gorge Trail

    5.0
    0.7 mi / 72 ft gain
    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, and you can enjoy various paths along the river or through the forest. At multiple points you can find yourself looking down at the Blackstone River fro...
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  • Newbury, Massachusetts

    Explore the Parker River National Wildlife Refuge

    4.6
    6.5 mi
    Located just north of Boston, Parker River National Wildlife Refuge was established in 1941 to provide feeding, resting, and nesting habitat for migratory birds. The refuge lands are both scenic and diverse, with approximately 4700 acres of habitats including sandy beach and dune, cranberry bog, ...
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  • North Smithfield, Rhode Island

    Hike the Fort Wildlife Refuge

    1 mi
    The parking area is about 50 yards down the dirt driveway on your right. Take care in the spring, as the parking lot can become a mud pit!  This wildlife refuge is a series of loops which lead to three different ponds. These directions are for the 'Pond One' loop. When you start on the trail, sta...
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  • Sutton, Massachusetts

    Hike the Purgatory Chasm Trail

    4.7
    1 mi / 115 ft gain
    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. Great for all ages and dogs are welcome too. The trail is open March-November.
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  • Londonderry, New Hampshire

    Kendall Pond Yellow and Blue Trails

    1.18 mi / 223 ft gain
    Kendall Pond Yellow and Blue Trails is a loop trail that takes you through a nice forest located near Londonderry, New Hampshire.
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  • Providence, Rhode Island

    Neutaconkanut Loop

    5.0
    1.49 mi / 171 ft gain
    To enter the park, you first have to go through a field and past a baseball park. Next, you will see a high slope, you can either enter the trails through here or the stairs at the side. Some of the trails are overgrown and may have ticks or poison ivy so be careful. This place is good for kids a...
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  • Douglas, Massachusetts

    Hike the Coffeehouse Loop, Douglas State Forest

    3.0
    2.2 mi / 500 ft gain
    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. From the parking lot, you can access the Coffeehouse Loop Trail, as well as a few other shorter trails by the lake. The Coffeehouse Loop ...
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  • Westminster, Massachusetts

    Summit Mt. Wachusett via the West Side Trail

    5.0
    1.2 mi / 750 ft gain
    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. Take this road all the way until it intersects with West Princeton Rd. Turn left. and  drive down W Princeton Rd  for 1.2 miles and there should be a small parkin...
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  • Milford, New Hampshire

    Granite Town Rail Trail

    13.24 mi / 761 ft gain
    Granite Town Rail Trail is an out-and-back trail that takes you by a lake located near Milford, New Hampshire.
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  • Provincetown, Massachusetts

    Explore Hatches Harbor and Race Point

    5.0
    3.3 mi
    Hatches Harbor & Race Point Lighthouse trail is not super long or difficult.  Pretty straight forward, at least up to Hatches Harbor. There is a small parking lot that fits about six cars off Province Lands Rd.  I think we had a good amount of rain leading up to that day and the trail reflect...
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  • Ashburnham, Massachusetts

    Summit Mount Watatic via the Wapack Trail

    5.0
    3 mi / 800 ft gain
    Entering Mount Watatic in your GPS will take you to Rindge State Road (119), continue about two minutes down the road past where the GPS tells you. on the Right hand side you will will see a sign for Mount Watatic Parking area or just enter in coordinates: 42.696796, -71.904521 You will begin the...
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  • Provincetown, Massachusetts

    Hike Provincetown Dunes on the Cape Cod National Seashore

    4.8
    2.8 mi / 287 ft gain
    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 will find a sign describing the rich history of the area. Continue up the large sand dune immedia...
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