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Best trails in Plymouth

1,454 Reviews
Looking for a great trail near Plymouth, Massachusetts? AllTrails has 32 great hiking trails, trail running trails, walking trails and more, with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers, and nature lovers like you. If you're looking for the best trails around Borderland State Park or Massasoit State Park, we've got you covered. You'll also find some great local park options, like Blue Hills Reservation or Boston Common. Just looking to take a quick stroll? We've got 27 easy trails in Plymouth ranging from 0.7 to 3.9 miles and from 6 to 393 feet above sea level. Start checking them out and you'll be out on the trail in no time!
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Map of trails in Plymouth
Top trails (32)
#1 - East Head Pond Trail
Myles Standish State Forest
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(191)
Length: 2.6 mi • Est. 1 h 6 m
#2 - Bentley Loop Trail
Myles Standish State Forest
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(240)
Length: 3.9 mi • Est. 1 h 34 m
#3 - Ellisville Harbor State Park Trail
Ellisville Harbor State Park
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(102)
Length: 0.9 mi • Est. 24 m
Please note: Dogs are not allowed on the beach.Show more
#4 - Plymouth Wishbone Walking Trail
Myles Standish State Forest
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(34)
Length: 13.6 mi • Est. 6 h 5 m
Plymouth Wishbone Walking Trail can be difficult at times (especially for new hikers), users report for sturdy hiking boots and the ability to hike at least 7 miles before going onto this trail. Remember to bring sunscreen and bug spray.Show more
#5 - Plymouth Harbor Trail
Plymouth, Massachusetts
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(42)
Length: 2.9 mi • Est. 1 h 12 m
#6 - Gramp's Loop Trail
Halfway Pond Conservation Area
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(66)
Length: 2 mi • Est. 54 m
Gentle hills and wide, well marked trail make this an enjoyable walk in the woods. A few well placed benches and great forest views with a section of tall cathedral pines. Easy loop with glimpses of Halfway Pond.Show more
#7 - Lyman Reserve Trail
Plymouth, Massachusetts
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(85)
Length: 2.1 mi • Est. 54 m
The Lyman Reserve is a small wooded area on the banks of Red Brook near its outlet to Buttermilk Bay, including a small sandy beach. It was a 19th century fishing camp so the small network of trails mainly follow the banks of the brook. Show more
#8 - Sylvia Place Pond Trail
O.W. Stewart Preserve
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(43)
Length: 1.1 mi • Est. 28 m
#9 - Little Pond Loop
Morton Park
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(44)
Length: 2.7 mi • Est. 1 h 10 m
#10 - Friends' Trail
Myles Standish State Forest
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(73)
Length: 2.7 mi • Est. 1 h 12 m
Showing results 1 - 10 of 32