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    Find local adventures, unique places to stay, and local adventure tours in Massachusetts.

    Top Spots in and near Massachusetts

    • 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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    • Williamstown, Massachusetts

      Hike the March Cataract Falls Trail

      4.0
      2.2 mi / 511 ft gain
      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.) Then hike along the March Cataract Trail, an out-and-back. You can bring dogs on leash. The trail is short but steep in some parts ...
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    • Great Barrington, Massachusetts

      Hike Monument Mountain

      4.0
      2 mi / 720 ft gain
      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. There are several trail options here to get to the summit, but no matter which combination you choose, you can keep your trip under ...
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    • Hull, Massachusetts

      Explore the Bunkers at Fort Revere

      Fort Revere is an 8-acre (3.2 ha) historic site situated on a small peninsula located in Hull, Massachusetts. It is situated on Telegraph Hill in Hull Village and contains the remains of two seacoast fortifications, one from the American Revolution and one that served 1898-1947. There are also a ...
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    • Westport, Massachusetts

      Hike Gooseberry Island

      1.5 mi / 36 ft gain
      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. Waves typically clash on either side of you as you drive over the ocean. There is a free parking lot once you reach the opening. To reac...
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    • Clinton, Massachusetts

      Watch a Sunset at Wachusett Reservoir

      4.5
      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. The Reservoir is the second largest body of water in the State of Massachusetts, taking place in 5 cities around the area, West ...
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    • Acton, Massachusetts

      Hike the Pratt's Brook Conservation Area Loop

      4.0
      1.5 mi / 85 ft gain
      Park in the small parking area right before the trailhead. *Notice this parking area is small and only fits about 3-4 cars so prepare to find street parking on a busy day. You can punch in the coordinates to a GPS if you need help finding it: 42.4545482, -71.4358192.  The loop is very diverse wit...
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    • Boston, Massachusetts

      Run the Jamaica Pond and Victorian Jamaica Plain Loop

      5.0
      1.5 mi / 95 ft gain
      Park in the Jamaica Pond parking area. You can go either direction on this loop trail, which is highly trafficked and dog-friendly. Keep a lookout for (and a respectful distance from) the wildlife that live here. The loop around Jamaica Pond itself is 1.5 miles. The best part about running in thi...
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    • Williamstown, Massachusetts

      Hike Mt. Greylock via Money Brook Trail

      9.7 mi / 3034 ft gain
      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. Greylock summit, and back to the end of Hopper Rd. The trail is long but worth the hike, exploring parts of ...
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    • Bolton, Massachusetts

      Take a Stroll at Fyfeshire Conservation Area

      1.0
      Fyfeshire is located in Bolton Massachusetts off "Wattaquadock Hill Road", near the "Fotini's Restaurant and Bar". The trailhead begins at a small parking area with a stone gate that says Fyfeshire Conservation area on a wood plank. Once you are in the conservation area you will see an opening in...
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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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    • Randolph, Massachusetts

      Hike the Ponkapoag Pond Trail

      4.0
      3.82 mi / 173 ft gain
      Park at the end of Ponkapoag Trail Road to access the trail. Dog friendly, open year round. 
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    • Taunton, Massachusetts

      Kayak Lake Rico

      4.3
      Lake Rico is a decent sized lake located in East Taunton, MA. You can spend hours out kayaking and exploring. From the parking lot the lake looks pretty small but there is an opening towards the back that leads into three larger sections. There is also an island in the back that is great for sett...
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    • Ashland, Massachusetts

      Hike the Ashland Reservoir Trail

      5.0
      3.2 mi / 68 ft gain
      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. 
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    • Harvard, Massachusetts

      Hike along the Nashua River and the Oxbow National Wildlife Refuge

      9.5 mi / 0 ft gain
      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.  The trail can become flooded and muddy after a rain/ snow, so for a shorter alternative to the 9.5 miles, you can take...
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    • Adams, Massachusetts

      Explore Bellevue Falls

      5.0
      When you reach the falls, you can cliff jump into a large swimming hole at the base. The best time to visit the falls is from April to November. Please note that dogs are not permitted here. Parking is at a cemetery, and the gates are open from 8am to 9pm. Use common sense before cliff jumping - ...
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