Boston · MA

Hiking trails near Boston, MA

145 trails within 75 miles · 25 with detail pages · 116 within 25 miles

This page lists every named hiking trail in our database whose centroid sits within 75 miles of Boston. Distance is straight-line from the metro center to the trail's centroid; an actual drive to a trailhead may be longer or shorter depending on which end you start from. Multi-state trails (e.g. the Appalachian Trail) appear here if any portion of their length passes within range.

Always check trail conditions, permits, and water sources with the maintaining organisation — National Park Service, U.S. Forest Service ranger district, or trail association. Mountain trails are often impassable for half the year due to snow.

Closest trails to Boston

Top 5

Massachusetts

Start the Freedom Trail

0 miles from Boston · ~0 min

Massachusetts

Bay Circuit Trail

3 miles from Boston · ~5 min

Massachusetts

Nature Trail

8 miles from Boston · ~15 min

Massachusetts

BCT 7 First Drumlin Route (LincolnWeston/Wayland)

15 miles from Boston · ~25 min

Massachusetts

BCT Section 7 Concord/Lincoln

15 miles from Boston · ~25 min

All trails within 75 miles, by distance

145 total

Within 25 miles of Boston

116 listed
TrailLengthNetworkFrom metroDrive
Black Heritage Trail—Local0 mi~0 min
Start the Freedom Trail—0 mi~0 min
Walking City Trail Section 4—Local1 mi~0 min
Jazz Along the Charles—Local1 mi~0 min
Boston HarborWalk—Local2 mi~5 min
Walking City Trail Section 3—Local3 mi~5 min
Bay Circuit Trail—Regional3 mi~5 min
Walking City Trail Section 2—Local5 mi~10 min
Panther Cave Trail—Local6 mi~10 min
Fells Path—Local6 mi~10 min
Rock Circuit Trail—Local6 mi~10 min
Rock Circuit Connector—Local6 mi~10 min
Cross Fells Trail—Local6 mi~10 min
White Rock Path—6 mi~10 min
Pine Grove Path—6 mi~10 min
Melrose Path—6 mi~10 min
Rumney Marsh Restoration—7 mi~10 min
Historic Trail—Local7 mi~10 min
Virginia Wood Trail—Local7 mi~10 min
Skyline Trail—Local7 mi~10 min
Walking City Trail Section 1—Local7 mi~10 min
Reservoir Trail—Local7 mi~10 min
Crystal Spring Trail—Local7 mi~10 min
Long Pond Nature Trail—Local7 mi~15 min
Dark Hollow Pond Trail—Local7 mi~15 min
orange trail—7 mi~15 min
blue trail—7 mi~15 min
Bear Hill Trail—Local8 mi~15 min
Nature Trail—8 mi~15 min
Western Greenway—Local8 mi~15 min
Whipple Hill Locke Farm Loop—Local8 mi~15 min
Skyline Trail—Local10 mi~15 min
Red Dot Loop—Local10 mi~15 min
ACROSS Lexington Route G3 miLocal10 mi~15 min
Lower Vine Brook Loop—Local10 mi~15 min
ACROSS Lexington Route A6 miLocal11 mi~20 min
ACROSS Lexington Route E4 miLocal11 mi~20 min
ACROSS Lexington Route F5 miLocal12 mi~20 min
Cat Rock Loop—Local12 mi~20 min
Burlington Landlocked Forest Yellow Loop—Local12 mi~20 min
Browing Fields & Pigeon Hill Loop—Local13 mi~20 min
Battle Road Trail—Local14 mi~25 min
Larabee Trail (Orange Blaze)—Local14 mi~25 min
Codman Forest Loop2 miLocal14 mi~25 min
Hazel Brook to Ponyhenge—Local14 mi~25 min
Circuit Trail Bedford (Outer)—Local15 mi~25 min
Circuit Trail Bedford (Inner)—Local15 mi~25 min
BCT 7 First Drumlin Route (LincolnWeston/Wayland)—Regional15 mi~25 min
BCT Section 7 Concord/Lincoln—Regional15 mi~25 min
Massport Designated Trail—Local15 mi~25 min
Secondary Trail (Orange)—15 mi~25 min
Main Trail (blue)—Local15 mi~25 min
Mount Misery Round Trip—Local15 mi~25 min
Farrar Pond Loop—Local15 mi~25 min
BCT 5a & 6 Billerica/Bedford/Concord—Regional16 mi~25 min
Langone-Pine Grove Farm Trail—Local16 mi~25 min
Emerson-Thoreau Amble—Local16 mi~25 min
Buelher Winthrop Main Trails—Local16 mi~25 min
Great Meadows Bird Observer Trail—Local16 mi~30 min
Thompson Pond Trail—Local16 mi~30 min
Twin Pond Trail—Local17 mi~30 min
BCT 7 Lincoln/Wayland—Regional17 mi~30 min
River Trail—Local17 mi~30 min
Mattison Field Trail yellow—Local17 mi~30 min
Great Meadows Greenaugh Loop—Local17 mi~30 min
Red-Tail Trail—Local17 mi~30 min
Jennie Dugan Brook and Hosmer Trail Circuit—Local17 mi~30 min
Egg Rock Trail—Local17 mi~30 min
Punkatasset Estabrook Loop—Local17 mi~30 min
Estabrook Concord-Carlisle—Local17 mi~30 min
Woodward Trails—Local17 mi~30 min
Woodhaven Trails—Local18 mi~30 min
Lyons-Cutler Loop—Local18 mi~30 min
BCT 10—Regional18 mi~30 min
Poole Sachs Davis Loop—Local18 mi~30 min
Stearns Pond Blue Loop—Local18 mi~30 min
Barretts Mill Loop—Local18 mi~30 min
White Trail—Local18 mi~30 min
Target Trail—Local18 mi~30 min
Hilltop Loop Trail—Local18 mi~30 min
BCT 6 Acton/Concord—Regional19 mi~30 min
Westvale-Harrington Park Yellow Trail—Local19 mi~35 min
Russell Trail—Local19 mi~35 min
West Concord Park Suggested Walk—Local19 mi~35 min
Kulmala Trail—19 mi~35 min
BCT Section 3—Regional19 mi~35 min
Andover Community Paths—20 mi~35 min
Middlesex Canal Trail—lcn20 mi~35 min
Acorn Trail—Local20 mi~35 min
Likely Trail—21 mi~35 min
McAfee Trail—21 mi~35 min
Cranberry Bog - Pennensula Trail—Local21 mi~35 min
Pray Field Trail—Local21 mi~35 min
Indian Head River Trail4 miLocal21 mi~35 min
Bay Circuit Trail Super Route—Regional22 mi~40 min
Nashua Acton & Boston Railroad Trail—22 mi~40 min
BCT Section 2—Local22 mi~40 min
BCT section 4—Regional23 mi~40 min
Kennedy Pond Loop—Local23 mi~40 min
Alan Emmet Trail—Local23 mi~40 min
Folly Trail—Local23 mi~40 min
Hermit Thrush Trail—Local23 mi~40 min
Red Trail—Local23 mi~40 min
Blue Dot Trail—Local23 mi~40 min
Nashoba Brook Woodland Loop—Local23 mi~40 min
Yellow Loop—Local23 mi~40 min
Unmarked Trail—Local23 mi~40 min
Blue Trail—Local23 mi~40 min
Long Lake Loop—Local24 mi~40 min
BCT Section 13—Local24 mi~40 min
Buckboard Trail—Local24 mi~40 min
Kingfisher Trail—Local24 mi~40 min
Peace Trail—Local24 mi~40 min
Burns Hill Loop Trail—Local24 mi~40 min
BCT 12—Regional24 mi~40 min
Two Brothers Trail—Local25 mi~45 min

25-50 miles

13 listed
TrailLengthNetworkFrom metroDrive
Tom Paul Trail—Local26 mi~45 min
Dodge Reservation Trail—26 mi~45 min
Stone Arch Bridge—Local26 mi~45 min
BCT Section 14—Local28 mi~50 min
Pond Loop—28 mi~50 min
BCT Section 1A—Regional29 mi~50 min
Kingston Coast to Hills Pathway—Local32 mi~55 min
Plymouth Sea to Shining Sea Trail—Local34 mi~60 min
Plymouth Wishbone Trail—Local40 mi~1.1 hr
Atlantic-Pacific Connector—44 mi~1.3 hr
Province Lands Bike Trail—48 mi~1.4 hr
Beech Forest Trail—49 mi~1.4 hr
You Are Here: Poetry in Parks at Beech Forest Trail—49 mi~1.4 hr

50-75 miles

16 listed
TrailLengthNetworkFrom metroDrive
Head of the Meadow Bike Trail—53 mi~1.5 hr
Pilgrim Spring Trail—53 mi~1.5 hr
Small's Swamp Trail—53 mi~1.5 hr
Woods Walk at Highlands Center—Local56 mi~1.6 hr
Great Island Trail—59 mi~1.7 hr
Herring River Overlook Conservation Land and Trail1 mi59 mi~1.7 hr
Atlantic White Cedar Swamp Trail1 mi64 mi~1.8 hr
Favorite Audubon Trail—Local64 mi~1.8 hr
John Wing Trail—Local64 mi~1.8 hr
Buttonbush Trail0 mi66 mi~1.9 hr
Nauset Bike Trail—66 mi~1.9 hr
Nauset Marsh Trail1 mi67 mi~1.9 hr
Doane Trail—67 mi~1.9 hr
Hiking Trail to Doane Memorial and Coast Guard Beach—67 mi~1.9 hr
Fort Hill Trail—68 mi~2.0 hr
Red Maple Swamp Trail—68 mi~2.0 hr

Beyond 75 miles

Wider radius

Looking for trails further out? Browse the full Massachusetts hiking list or jump to all U.S. hiking trails.