How many trails are near West Roxbury?

We list 1,147 trails within 30 miles of West Roxbury, Massachusetts. This page shows the 60 closest.

What is the longest trail near West Roxbury?

Walking City Trail Section 1 is the longest on this page at about 9.7 miles, 3.4 miles from West Roxbury.

Are there dog-friendly trails near West Roxbury?

Yes. Map data lists 4 trails on this page as open to dogs, including Walking City Trail Section 3, South Bay Harbor Trail, Walking City Trail Section 4. Most trails have no dog rule in our data yet, so check signs at the trailhead.

Trails near West Roxbury, MA

1,147 trails within 30 miles of West Roxbury, for hiking, biking, horseback riding and off-road riding. Tap a trail for its map, trailhead and directions.

Hiking trails (1,086) Walking trails (1,063) Bike trails (378) Mountain bike trails (292) Paved trails (160) Horse trails (69) ATV and UTV trails (3) Dirt bike trails (3) Off-road and 4x4 trails (3) Dog-friendly trails (27) Snowmobile trails (21) Cross-country ski trails (13) Wheelchair-accessible trails (16) Rail trails (19) Greenways (18)

Quick picks

Closest: Walking City Trail Section 2 5.6 mi, 1.2 mi away
Longest: Walking City Trail Section 1 9.7 mi, 3.4 mi away
Easy walk: Walking City Trail Section 2 5.6 mi, 1.2 mi away
Paved: Walking City Trail Section 2 5.6 mi, 1.2 mi away
Dog friendly: Walking City Trail Section 3 5.7 mi, 3.2 mi away
Mountain biking: Blue Heron Trail 2.8 mi, 2.4 mi away
Horseback riding: Powerglide 0.8 mi, 5.1 mi away

All nearby trails

Walking City Trail Section 2

1.2 mi away

5.6 mi long · Moderate · Jamaica Plain

Hiking Paved

Keller Loop

2.2 mi away

0.7 mi long · Dedham

Hiking

Blue Heron Trail

2.4 mi away

2.8 mi long · Oak Hill Park

Hiking Biking Mountain biking

Arborway

2.4 mi away

0.7 mi long · Easy · Jamaica Plain

Biking Paved

Blue Heron Trail

2.4 mi away

1.8 mi long · Easy · Oak Hill Park

Hiking Biking Paved

Pierre Lallement Bike Path

2.4 mi away

4.0 mi long · Easy · Roxbury Crossing

Hiking Biking Paved

Proposed Dedham Heritage Rail Trail

2.6 mi away

0.9 mi long · Dedham

Hiking Rail trail

Dedham Heritage Rail Trail

2.9 mi away

0.5 mi long · Readville

Biking Mountain biking Rail trail

Jamaicaway Bikepath

3.0 mi away

1.5 mi long · Easy · Back of the Hill

Hiking Biking Paved

Blue Blazed Trail

3.0 mi away

1.8 mi long · Dedham

Hiking Biking Mountain biking

Walking City Trail Section 3

3.2 mi away

5.7 mi long · Easy · Dogs allowed · Mission Hill

Hiking Paved Wheelchair accessible Dogs allowed

Neponset River Greenway

3.3 mi away

1.1 mi long · Easy · Readville

Hiking Biking Paved Greenway

Blue Heron Trail

3.3 mi away

0.9 mi long · Oak Hill Park

Hiking Biking Mountain biking

Walking City Trail Section 1

3.4 mi away

9.7 mi long · Easy · Clarendon Hills

Hiking Paved

Healthy Heart Trail

3.4 mi away

1.2 mi long · Needham

Hiking Biking Mountain biking

Red Trail

3.5 mi away

0.9 mi long · Thompsonville

Hiking

Blue Trail

3.5 mi away

0.9 mi long · Chestnut Hill

Hiking

Green Trail

3.8 mi away

0.9 mi long · Thompsonville

Hiking

Blue Heron Trail

3.9 mi away

0.9 mi long · Newton Upper Falls

Hiking Biking Mountain biking

Upper Falls Greenway

4.1 mi away

1.1 mi long · Newton Upper Falls

Biking Mountain biking Greenway

Sudbury Aqueduct Trail

4.5 mi away

1.3 mi long · Newton Highlands

Hiking

Chestnut Run Path

4.5 mi away

0.6 mi long · Moderate · Milton Center

Hiking Biking Mountain biking

Wolcott Path

4.6 mi away

1.3 mi long · Fairmount

Hiking Biking Mountain biking

Neponset River Greenway

4.6 mi away

6.6 mi long · Easy · Milton Village

Hiking Biking Paved Greenway

Accord Path

4.7 mi away

1.2 mi long · Easy · Readville

Hiking Biking Mountain biking

Burma Road Trail

4.8 mi away

2.0 mi long · Readville

Hiking Biking Mountain biking

Concrete Walk to Basement

4.9 mi away

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

Hiking Paved

Southwest Side and Rear Yard Concrete Walkway

4.9 mi away

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

Hiking Paved

Front Concrete Walkway

4.9 mi away

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

Hiking Paved

Coon Hollow Path

4.9 mi away

0.9 mi long · Easy · Fairmount

Hiking Biking Mountain biking

Green Trail

5.0 mi away

0.5 mi long · Needham

Hiking Biking Mountain biking

Sudbury Aqueduct Trail

5.0 mi away

0.5 mi long · Easy · Newton Upper Falls

Hiking Biking Mountain biking

Melnea Cass Bike Path

5.1 mi away

0.9 mi long · Easy · Roxbury Crossing

Biking Paved

Powerglide

5.1 mi away

0.8 mi long · Moderate · Westwood

Hiking Biking Mountain biking Horses

Cochituate Aqueduct Trail

5.1 mi away

1.3 mi long · Newton Upper Falls

Hiking Biking Mountain biking

Tucker Hill Path

5.3 mi away

0.6 mi long · Milton Center

Hiking Biking Mountain biking

Half Way Path

5.3 mi away

0.5 mi long · Fairmount

Hiking Biking Mountain biking

Page and Sadie Trail

5.3 mi away

1.7 mi long · Easy · Westwood

Hiking

South Bay Harbor Trail

5.4 mi away

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

Hiking Biking Paved Wheelchair accessible Dogs allowed

Blue Trail

5.4 mi away

0.6 mi long · Needham

Biking Mountain biking

Yellow Triangle

5.5 mi away

6.8 mi long · Moderate · Needham

Hiking Biking Paved

Headquarters Path

5.6 mi away

1.3 mi long · Easy · Milton

Hiking Paved

Yellow Blaze Trail

5.6 mi away

1.7 mi long · Dover

Hiking Biking Mountain biking

Sawcut Notch Path

5.6 mi away

1.4 mi long · Easy · Milton

Hiking Paved

Esker Trail

5.6 mi away

0.8 mi long · Newton Lower Falls

Hiking

Quarry Trail

5.7 mi away

0.7 mi long · Milton

Hiking

Charles River Path

5.7 mi away

0.9 mi long · Newton Lower Falls

Hiking Biking Mountain biking

Cochituate Aqueduct Trail

5.8 mi away

0.8 mi long · Newton Lower Falls

Hiking

Sudbury Path

5.8 mi away

1.0 mi long · Easy · Newton Lower Falls

Hiking Biking Mountain biking

Longfellow Pond Trail

5.9 mi away

0.7 mi long · Newton Lower Falls

Hiking

Walking City Trail Section 4

5.9 mi away

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

Hiking Paved Dogs allowed

Strawberry Hill Trail

6.0 mi away

1.0 mi long · Dover

Hiking Biking Mountain biking

Red Dot Loop

6.0 mi away

0.9 mi long · Easy · Milton

Hiking

Centennial Park Trail

6.0 mi away

0.9 mi long · Newton Lower Falls

Hiking

Ponkapoag Trail

6.0 mi away

1.2 mi long · Easy · Milton Center

Hiking Biking Mountain biking

Redman Farm Path

6.0 mi away

1.0 mi long · Easy · Readville

Hiking Biking Mountain biking

Crags Foot Path

6.0 mi away

0.9 mi long · Easy · Milton

Hiking Paved

Prescott Foot Path

6.1 mi away

0.7 mi long · Easy · Milton Center

Hiking

Watertown-Cambridge Greenway

6.1 mi away

2.7 mi long · Easy · Faneuil

Hiking Biking Paved Greenway

Jazz Along the Charles

6.3 mi away

0.4 mi long · Easy · Dogs allowed · Back Bay

Hiking Biking Paved Dogs allowed

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Common questions

How many trails are near West Roxbury?: We list 1,147 trails within 30 miles of West Roxbury, Massachusetts. This page shows the 60 closest.
What is the longest trail near West Roxbury?: Walking City Trail Section 1 is the longest on this page at about 9.7 miles, 3.4 miles from West Roxbury.
Are there dog-friendly trails near West Roxbury?: Yes. Map data lists 4 trails on this page as open to dogs, including Walking City Trail Section 3, South Bay Harbor Trail, Walking City Trail Section 4. Most trails have no dog rule in our data yet, so check signs at the trailhead.