Provincetown, Massachusetts
Looking for the best hiking in Provincetown? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Provincetown. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near Provincetown
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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 -
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 -
Truro, Massachusetts
Hike the Pamet Area Trail
1.9 miPamet Area Trail is in Truro, towards the ocean within the Cape Cod National Seashore. As we were driving to the parking area it felt like it was wrong, as it often does. There was a dead end and school signs, which are for the N.E.E.D. Academy (apparently also doubles as a hostel during the su...Read more -
Harwich, Massachusetts
West Reservoir
5.02.65 mi / 59 ft gainWest Reservoir is a loop trail that takes you by a lake located near Harwich, Massachusetts.Read more -
Norwell, Massachusetts
Hike the Norris Reservation Loop
2.4 mi / 60 ft gainChoose from multiple trails in Norris that offer beautiful views of the the North river and marshland. Great spot to do some trail running through the woods and see the river too. There is also a pond a short distance from the parking lot that offers a great fishing spot with a picnic table nearb...Read more -
Hanson, Massachusetts
Burrage Pond Indian Trail
5.03.39 mi / 194 ft gainBurrage Pond Indian Trail is an out-and-back trail where you may see beautiful wildflowers located near Hanson, Massachusetts.Read more -
Quincy, Massachusetts
Hike The Skyline Trail at Blue Hills
4.012.7 mi / 2542 ft gainPark in the lot across from Batterymarch Rd off of Willard St. Access the Skyline trail from here, it is marked blue. Follow the signs. The trails in Blue Hills are perfect for training for backpacking because they are so steep and rocky. I would fill up a big pack and take the skyline trail up t...Read more -
Randolph, Massachusetts
Hike the Ponkapoag Pond Trail
4.03.82 mi / 173 ft gainPark at the end of Ponkapoag Trail Road to access the trail. Dog friendly, open year round.Read more -
Milton, Massachusetts
Houghton's Pond Recreation Area
1.2 mi / 79 ft gainHoughton's Pond Recreation Area is a loop trail that takes you by the lake located near Milton, Massachusetts.Read more -
Boston, Massachusetts
Freedom Trail
4.72.9 mi / 121 ft gainPark along the trail and then hop on. The Freedom Trail allows you to not only see the most beautiful parts of Boston (which is an absolutely gorgeous city) but you can learn some history too! Head off the trail a bit to explore the Charles River, the waterfront near the aquarium and picturesque ...Read more