Walking City Trail Section 2
0.4 mi away5.6 mi long · Moderate · Jamaica Plain
Hiking Paved
Trails near Roslindale, MA
1,156 trails within 30 miles of Roslindale, for hiking, biking, horseback riding and off-road riding. Tap a trail for its map, trailhead and directions.
Hiking trails (1,095) Walking trails (1,066) Bike trails (389) Mountain bike trails (302) Paved trails (160) Horse trails (70) ATV and UTV trails (3) Dirt bike trails (4) Off-road and 4x4 trails (3) Dog-friendly trails (27) Snowmobile trails (21) Cross-country ski trails (13) Wheelchair-accessible trails (16) Rail trails (20) Greenways (18)
Quick picks
- Closest: Walking City Trail Section 2 5.6 mi, 0.4 mi away
- Longest: Dr. Paul Dudley White Path 17 mi, 5.3 mi away
- Easy walk: Walking City Trail Section 2 5.6 mi, 0.4 mi away
- Paved: Walking City Trail Section 2 5.6 mi, 0.4 mi away
- Dog friendly: Walking City Trail Section 3 5.7 mi, 1.9 mi away
- Mountain biking: Blue Heron Trail 2.8 mi, 3.7 mi away
All nearby trails
Arborway
0.9 mi away0.7 mi long · Easy · Jamaica Plain
Biking Paved
Pierre Lallement Bike Path
1.0 mi away4.0 mi long · Easy · Roxbury Crossing
Hiking Biking Paved
Jamaicaway Bikepath
1.7 mi away1.5 mi long · Easy · Back of the Hill
Hiking Biking Paved
Walking City Trail Section 3
1.9 mi away5.7 mi long · Easy · Dogs allowed · Mission Hill
Hiking Paved Wheelchair accessible Dogs allowed
Walking City Trail Section 1
2.5 mi away9.7 mi long · Easy · Clarendon Hills
Hiking Paved
Blue Trail
3.5 mi away0.9 mi long · Chestnut Hill
Hiking
Neponset River Greenway
3.5 mi away6.6 mi long · Easy · Milton Village
Hiking Biking Paved Greenway
Red Trail
3.6 mi away0.9 mi long · Thompsonville
Hiking
Proposed Dedham Heritage Rail Trail
3.6 mi away0.9 mi long · Dedham
Hiking Rail trail
Melnea Cass Bike Path
3.7 mi away0.9 mi long · Easy · Roxbury Crossing
Biking Paved
Blue Heron Trail
3.7 mi away2.8 mi long · Oak Hill Park
Hiking Biking Mountain biking
Keller Loop
3.7 mi away0.7 mi long · Dedham
Hiking
Dedham Heritage Rail Trail
3.7 mi away0.5 mi long · Readville
Biking Mountain biking Rail trail
Neponset River Greenway
3.8 mi away1.1 mi long · Easy · Readville
Hiking Biking Paved Greenway
Concrete Walk to Basement
3.8 mi away0.0 mi long · Easy · John Fitzgerald Kennedy National Historic Site
Hiking Paved
0.0 mi long · Easy · John Fitzgerald Kennedy National Historic Site
Hiking Paved
Front Concrete Walkway
3.9 mi away0.0 mi long · Easy · John Fitzgerald Kennedy National Historic Site
Hiking Paved
South Bay Harbor Trail
3.9 mi away2.5 mi long · Easy · Dogs on leash · South Boston
Hiking Biking Paved Wheelchair accessible Dogs allowed
Blue Heron Trail
3.9 mi away1.8 mi long · Easy · Oak Hill Park
Hiking Biking Paved
Green Trail
4.0 mi away0.9 mi long · Thompsonville
Hiking
Blue Heron Trail
4.5 mi away0.9 mi long · Oak Hill Park
Hiking Biking Mountain biking
Healthy Heart Trail
4.5 mi away1.2 mi long · Needham
Hiking Biking Mountain biking
Blue Blazed Trail
4.5 mi away1.8 mi long · Dedham
Hiking Biking Mountain biking
Walking City Trail Section 4
4.6 mi away6.5 mi long · Easy · Dogs allowed · Friends of the Public Garden
Hiking Paved Dogs allowed
Chestnut Run Path
4.7 mi away0.6 mi long · Moderate · Milton Center
Hiking Biking Mountain biking
Blue Heron Trail
4.8 mi away0.9 mi long · Newton Upper Falls
Hiking Biking Mountain biking
Jazz Along the Charles
4.9 mi away0.4 mi long · Easy · Dogs allowed · Back Bay
Hiking Biking Paved Dogs allowed
Upper Falls Greenway
4.9 mi away1.1 mi long · Newton Upper Falls
Biking Mountain biking Greenway
Sudbury Aqueduct Trail
4.9 mi away1.3 mi long · Newton Highlands
Hiking
South Bay Harbor Trail
5.0 mi away0.5 mi long · Easy · Dogs on leash · South Boston
Hiking Biking Paved Wheelchair accessible Dogs allowed
Wolcott Path
5.0 mi away1.3 mi long · Fairmount
Hiking Biking Mountain biking
Quarry Trail
5.0 mi away0.7 mi long · Milton
Hiking
Quincy RiverWalk
5.1 mi away2.6 mi long · Easy · Ashmont
Hiking Biking Paved
Sawcut Notch Path
5.2 mi away1.4 mi long · Easy · Milton
Hiking Paved
Lagoon Path
5.2 mi away0.5 mi long · Easy · Dogs on leash · Friends of the Public Garden
Hiking Paved Wheelchair accessible Dogs allowed
Accord Path
5.3 mi away1.2 mi long · Easy · Readville
Hiking Biking Mountain biking
Dr. Paul Dudley White Path
5.3 mi away17 mi long · Easy · Dogs on leash · Lower Allston
Hiking Biking Paved Wheelchair accessible Dogs allowed
Coon Hollow Path
5.4 mi away0.9 mi long · Easy · Fairmount
Hiking Biking Mountain biking
Tucker Hill Path
5.4 mi away0.6 mi long · Milton Center
Hiking Biking Mountain biking
Headquarters Path
5.4 mi away1.3 mi long · Easy · Milton
Hiking Paved
Crags Foot Path
5.5 mi away0.9 mi long · Easy · Milton
Hiking Paved
Burma Road Trail
5.7 mi away2.0 mi long · Readville
Hiking Biking Mountain biking
SW TRAIL
5.7 mi away0.8 mi long · Boston Harbor Islands National Recreation Area
Cochituate Aqueduct Trail
5.7 mi away1.3 mi long · Newton Upper Falls
Hiking Biking Mountain biking
Half Way Path
5.8 mi away0.5 mi long · Fairmount
Hiking Biking Mountain biking
Watertown-Cambridge Greenway
5.8 mi away2.7 mi long · Easy · Faneuil
Hiking Biking Paved Greenway
Red Dot Loop
5.9 mi away0.9 mi long · Easy · Milton
Hiking
Sudbury Aqueduct Trail
6.0 mi away0.5 mi long · Easy · Newton Upper Falls
Hiking Biking Mountain biking
Quarries Foot Path
6.0 mi away0.6 mi long · Easy · Quincy
Hiking
0.3 mi long · Easy · Boston
Hiking Paved
Boston Boundless Trail Section 1
6.1 mi away11 mi long · Easy · Dogs allowed · South Boston
Hiking Paved Dogs allowed
FROM DOCK
6.2 mi away0.2 mi long · Boston Harbor Islands National Recreation Area
BUILDINGS
6.2 mi away0.1 mi long · Boston Harbor Islands National Recreation Area
Pipe Line
6.2 mi away0.8 mi long · Milton
Hiking
Fresh Pond Path
6.3 mi away2.5 mi long · Easy · North Brighton
Hiking Biking Paved
Somerville Community Path
6.3 mi away3.0 mi long · Easy · Somerville
Hiking Biking Paved Wheelchair accessible
Skyline Trail
6.3 mi away9.3 mi long · Easy · Milton Center
Hiking Paved
CAMPUS
6.3 mi away0.0 mi long · Easy · Boston Harbor Islands National Recreation Area
Paved
NEWLY CLEARED
6.4 mi away0.0 mi long · Boston Harbor Islands National Recreation Area
Nearby cities
Common questions
- How many trails are near Roslindale?
- We list 1,156 trails within 30 miles of Roslindale, Massachusetts. This page shows the 60 closest.
- What is the longest trail near Roslindale?
- Dr. Paul Dudley White Path is the longest on this page at about 17 miles, 5.3 miles from Roslindale.
- Are there dog-friendly trails near Roslindale?
- Yes. Map data lists 8 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.