🔍Near me

Trails near Brookline, MA

1,168 trails within 30 miles of Brookline, for hiking, biking, horseback riding and off-road riding. Tap a trail for its map, trailhead and directions.

Hiking trails (1,103) Walking trails (1,075) Bike trails (398) Mountain bike trails (309) Paved trails (160) Horse trails (71) ATV and UTV trails (3) Dirt bike trails (8) Off-road and 4x4 trails (4) Dog-friendly trails (25) Snowmobile trails (21) Cross-country ski trails (14) Wheelchair-accessible trails (16) Rail trails (22) Greenways (17)

Quick picks

All nearby trails

Walking City Trail Section 3

0.9 mi away

5.7 mi long · Easy · Dogs allowed · Mission Hill

Hiking Paved Wheelchair accessible Dogs allowed

Concrete Walk to Basement

1.1 mi away

0.0 mi long · Easy · John Fitzgerald Kennedy National Historic Site

Hiking Paved

Southwest Side and Rear Yard Concrete Walkway

1.1 mi away

0.0 mi long · Easy · John Fitzgerald Kennedy National Historic Site

Hiking Paved

Front Concrete Walkway

1.1 mi away

0.0 mi long · Easy · John Fitzgerald Kennedy National Historic Site

Hiking Paved

Jamaicaway Bikepath

1.1 mi away

1.5 mi long · Easy · Back of the Hill

Hiking Biking Paved

Melnea Cass Bike Path

1.7 mi away

0.9 mi long · Easy · Roxbury Crossing

Biking Paved

Pierre Lallement Bike Path

2.1 mi away

4.0 mi long · Easy · Roxbury Crossing

Hiking Biking Paved

Walking City Trail Section 4

2.1 mi away

6.5 mi long · Easy · Dogs allowed · Friends of the Public Garden

Hiking Paved Dogs allowed

Arborway

2.2 mi away

0.7 mi long · Easy · Jamaica Plain

Biking Paved

South Bay Harbor Trail

2.5 mi away

2.5 mi long · Easy · Dogs on leash · South Boston

Hiking Biking Paved Wheelchair accessible Dogs allowed

Jazz Along the Charles

2.6 mi away

0.4 mi long · Easy · Dogs allowed · Back Bay

Hiking Biking Paved Dogs allowed

Blue Trail

2.7 mi away

0.9 mi long · Chestnut Hill

Hiking

Dr. Paul Dudley White Path

2.8 mi away

17 mi long · Easy · Dogs on leash · Lower Allston

Hiking Biking Paved Wheelchair accessible Dogs allowed

Red Trail

3.0 mi away

0.9 mi long · Thompsonville

Hiking

Lagoon Path

3.0 mi away

0.5 mi long · Easy · Dogs on leash · Friends of the Public Garden

Hiking Paved Wheelchair accessible Dogs allowed

Walking City Trail Section 2

3.1 mi away

5.6 mi long · Moderate · Jamaica Plain

Hiking Paved

Green Trail

3.2 mi away

0.9 mi long · Thompsonville

Hiking

South Bay Harbor Trail

3.2 mi away

0.5 mi long · Easy · Dogs on leash · South Boston

Hiking Biking Paved Wheelchair accessible Dogs allowed

Fresh Pond Path

3.6 mi away

2.5 mi long · Easy · North Brighton

Hiking Biking Paved

Somerville Community Path

3.6 mi away

3.0 mi long · Easy · Somerville

Hiking Biking Paved Wheelchair accessible

Watertown-Cambridge Greenway

3.7 mi away

2.7 mi long · Easy · Faneuil

Hiking Biking Paved Greenway

Methane trench

3.9 mi away

1.0 mi long · West Somerville/Davis Square

Hiking

Washington-Rochambeau Revolutionary Route National Historic Trail

4.0 mi away

0.3 mi long · Easy · Boston

Hiking Paved

Boston Boundless Trail Section 1

4.1 mi away

11 mi long · Easy · Dogs allowed · South Boston

Hiking Paved Dogs allowed

Freedom Trail

4.3 mi away

0.3 mi long · Boston National Historical Park

Hiking Wheelchair accessible

Sudbury Aqueduct Trail

4.4 mi away

1.3 mi long · Newton Highlands

Hiking

Alewife Brook Parkway Path

4.4 mi away

0.6 mi long · Easy · West Somerville/Davis Square

Hiking Biking Paved

Watertown Community Path

4.5 mi away

0.7 mi long · Easy · Watertown

Hiking Biking Paved

Alewife Linear Park

4.6 mi away

2.1 mi long · Easy · West Somerville/Davis Square

Hiking Biking Paved

Walking City Trail Section 1

4.7 mi away

9.7 mi long · Easy · Clarendon Hills

Hiking Paved

Alewife Brook Greenway

4.8 mi away

2.5 mi long · Easy · Tufts University

Hiking Biking Paved Greenway

East Boston Greenway

4.8 mi away

2.3 mi long · Easy · East Boston

Hiking Biking Paved Greenway

Harborwalk Charlestown

4.9 mi away

1.9 mi long · VA Boston Healthcare System, Brockton Campus

Hiking

Upper Falls Greenway

5.0 mi away

1.1 mi long · Newton Upper Falls

Biking Mountain biking Greenway

Neponset River Greenway

5.1 mi away

6.6 mi long · Easy · Milton Village

Hiking Biking Paved Greenway

Blue Heron Trail

5.1 mi away

2.8 mi long · Oak Hill Park

Hiking Biking Mountain biking

Boston HarborWalk

5.1 mi away

29 mi long · Easy · Dogs on leash · Boston Seaport

Hiking Biking Paved Wheelchair accessible Dogs allowed

Blue Heron Trail

5.2 mi away

0.9 mi long · Newton Upper Falls

Hiking Biking Mountain biking

Wellington Greenway

5.2 mi away

0.6 mi long · Easy · Ten Hills

Hiking Biking Paved Greenway

Healthy Heart Trail

5.3 mi away

1.2 mi long · Needham

Hiking Biking Mountain biking

Cochituate Aqueduct Trail

5.4 mi away

1.3 mi long · Newton Upper Falls

Hiking Biking Mountain biking

Blue Heron Trail

5.4 mi away

0.9 mi long · Oak Hill Park

Hiking Biking Mountain biking

Charles River Path

5.5 mi away

4.7 mi long · Easy · Bemis

Hiking Biking Paved

Coal Road

5.5 mi away

0.8 mi long · Easy · Belmont

Hiking Biking Mountain biking

SW TRAIL

5.6 mi away

0.8 mi long · Boston Harbor Islands National Recreation Area

Western Greenway

5.6 mi away

7.4 mi long · Hard · Belmont

Hiking Biking Mountain biking Greenway

Broadway

5.7 mi away

0.5 mi long · Everett

Biking Mountain biking

Blue Heron Trail

5.7 mi away

1.8 mi long · Easy · Oak Hill Park

Hiking Biking Paved

Quincy RiverWalk

5.8 mi away

2.6 mi long · Easy · Ashmont

Hiking Biking Paved

Clippership Connector

5.8 mi away

0.5 mi long · Easy · Medford

Hiking Biking Paved

FROM DOCK

5.8 mi away

0.2 mi long · Boston Harbor Islands National Recreation Area

Keller Loop

5.8 mi away

0.7 mi long · Dedham

Hiking

BUILDINGS

5.8 mi away

0.1 mi long · Boston Harbor Islands National Recreation Area

Highland Farm Loop

5.9 mi away

0.7 mi long · No dogs · Belmont

Hiking

Ring Path

5.9 mi away

0.5 mi long · Arlington

Hiking Biking Mountain biking

CAMPUS

5.9 mi away

0.0 mi long · Easy · Boston Harbor Islands National Recreation Area

Paved

NEWLY CLEARED

5.9 mi away

0.0 mi long · Boston Harbor Islands National Recreation Area

Mystic River Path

6.0 mi away

0.6 mi long · Easy · Tufts University

Hiking Biking Paved

Everett Riverwalk

6.0 mi away

1.1 mi long · Malden

Hiking Biking Mountain biking

FIELD EDGE

6.2 mi away

0.1 mi long · Boston Harbor Islands National Recreation Area

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Nearby cities

All trails in Massachusetts

Common questions

How many trails are near Brookline?
We list 1,168 trails within 30 miles of Brookline, Massachusetts. This page shows the 60 closest.
What is the longest trail near Brookline?
Boston HarborWalk is the longest on this page at about 29 miles, 5.1 miles from Brookline.
Are there dog-friendly trails near Brookline?
Yes. Map data lists 9 trails on this page as open to dogs, including Walking City Trail Section 3, Walking City Trail Section 4, South Bay Harbor Trail. Most trails have no dog rule in our data yet, so check signs at the trailhead.