Hiking trails near Boston, Massachusetts

268 official trails lie within 25 miles of Boston — 738 miles in total, 245 rated easy and 11 hard or expert. Every distance and elevation figure below is computed from the agency centerline and a 10 m elevation model, not crowd-sourced.

The biggest climb nearby gains 485 ft; the median trail gains 56 ft.

Open the map on Boston

24 trails worth the drive

Trail	Miles	Climb	Difficulty	From town
Ward Reservation	9.2	225 ft	Expert	22 mi
Bay Circuit Trail	21.9	485 ft	Hard	18 mi
Essex Railroad Rail Trail	18.6	225 ft	Hard	15 mi
Assabet River Rail Trail	12.2	293 ft	Hard	24 mi
Skyline Trail	4.5	415 ft	Hard	7 mi
Mass Central/Wayside Rail Trail	24.2	329 ft	Hard	10 mi
Hunnewell Town Forest	3.3	180 ft	Moderate	17 mi
Bruce Freeman	30.7	89 ft	Moderate	21 mi
Rock Circuit Trail	3.6	144 ft	Moderate	8 mi
Warner Trail	3.9	243 ft	Moderate	24 mi
Ravenswood Park	3.5	122 ft	Moderate	24 mi
Minuteman Bikeway	8.6	182 ft	Moderate	9 mi
Broadmoor Wildlife Sanctuary	5.1	75 ft	Moderate	17 mi
Unnamed trail	5.5	87 ft	Moderate	20 mi
Border-To-Boston	5.7	50 ft	Easy	23 mi
Battle Road Trail (multi-purpose recreational path)	5.1	127 ft	Easy	18 mi
Bradley Reservation	2.3	138 ft	Easy	11 mi
Bike-To-The-Sea	9.6	41 ft	Easy	9 mi
Yankee Doodle Bikeway	4.9	140 ft	Easy	19 mi
Salem-Marblehead	4.2	75 ft	Easy	14 mi
Cochituate Rail Trail	3.8	62 ft	Easy	17 mi
Macgregor Quarry	2.0	116 ft	Easy	20 mi
Tri-Community Bikeway	4.1	108 ft	Easy	10 mi
Red Trail	1.7	128 ft	Easy	19 mi

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