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Best Boston Trails

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Hiking

264 trails
1. Bigelow Hollow State Park
2. Mount Kearsarge, Rollins Trail
3. Breakheart Loop
4. McLean Game Refuge Trail
5. Upton State Forest
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Canoeing

108 trails
1. Concord River
2. Wood River, Exeter & Hopkinton
3. Swift River
4. Millers River, Otter River, and Lake Denison
5. Sadawga Pond
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Mountain Biking

98 trails
1. Lincoln Wood State Park
2. Indian Ruins
3. Lincoln Woods State Park
4. Pennwood State Park
5. Wompatuck State Park
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Walking

83 trails
1. Hull Peninsula, Boston
2. Mashomack Preserve
3. Aquinnah (Gay Head) Cliffs - Aquinnah Beach
4. Windsor Locks Canal
5. Fisherman's Walk
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Browse By Activity

Birding 3
Camping 2
Canoeing 108
Cross Country Skiing 4
Fishing 9
Fly Fishing 1
Hiking 264
Mountain Biking 98
Rails To Trails 17
Road Biking 66
Scenic Driving 11
Sea Kayaking 57
Skiing 1
Snowboarding 1
Snowshoeing 11
Trail Running 1
Walking 83
Whitewater Kayaking 27

Browse By Features

Beach 17
Forest 2
Lake 22
River/Creek 1
Views 3
Wildflowers 3
Wildlife 2

Boston Trail Reviews

Blue Hills: Ponkapoag Pond Trail
Added 3 days ago
4.4 Miles of moderate hiking. The terrain is very challenging; the few stops along the way around the pond offer exhilarating views! Definitely a good hike. Watch out for the [more]
Great Blue Hill Trail
Added 3 days ago
The Blue Hills trails are a great place to start. Great for beginners and challenging enough for advanced hikers. 125 square miles of pure New England beauty. Get lost in the [more]
Blue Hills: Ponkapoag Pond Trail
Added 3 days ago
This is an easy trail for hiking, and a great running trail. Mostly through the woods with some stretches that border the Pond. [more]
Great Blue Hill Trail
Added 3 days ago
This is an awesome trail to hike year round. The views are great, and the turain is rocky but very hikeable (and some parts are runable). If you haven't hiked or run in the Blue [more]
Sachuest Point National Wildlife Refuge
Added 9 days ago
This is a great spot for early morning fitness walks. The trails, Ocean View Loop (1.5 miles) and Flint Rock Loop(1.2) follow the coastline and provide outstanding views of the [more]

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