Gloucester, Massachusetts
Looking for the best hiking in Gloucester? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Gloucester. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near Gloucester
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Rollinsford, New Hampshire
Scoutland Road Trail
4.03.88 mi / 108 ft gainScoutland Road Trail is an out-and-back trail where you may see beautiful wildflowers located near Rollinsford, New Hampshire.Read more -
Provincetown, Massachusetts
Explore Hatches Harbor and Race Point
5.03.3 miHatches 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...Read more -
Groton, Massachusetts
Catch a Sunset at Gilbert Hill
5.01 miFrom 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...Read more -
Provincetown, Massachusetts
Hike Provincetown Dunes on the Cape Cod National Seashore
4.82.8 mi / 287 ft gainBegin 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...Read more -
Marlborough, Massachusetts
Hemingway Street Trail
1.73 mi / 197 ft gainHemingway Street Trail is an out-and-back trail that provides a good opportunity to view wildlife located near Marlborough, Massachusetts.Read more -
Ashland, Massachusetts
Hike the Ashland Reservoir Trail
5.03.2 mi / 68 ft gainPark 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.Read more -
Harvard, Massachusetts
Hike along the Nashua River and the Oxbow National Wildlife Refuge
9.5 mi / 0 ft gainPark 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...Read more