How many trails are near Ashland?

We list 1,209 trails within 30 miles of Ashland, Massachusetts. This page shows the 60 closest.

What is the longest trail near Ashland?

White Trail is the longest on this page at about 6.6 miles, 3.2 miles from Ashland.

Are there dog-friendly trails near Ashland?

None of the trails on this page have a dog rule in our data yet. Check signs at the trailhead or the park's website.

Trails near Ashland, MA

1,209 trails within 30 miles of Ashland, for hiking, biking, horseback riding and off-road riding. Tap a trail for its map, trailhead and directions.

Hiking trails (1,134) Walking trails (1,119) Bike trails (334) Mountain bike trails (254) Paved trails (161) Horse trails (69) ATV and UTV trails (3) Off-road and 4x4 trails (3) Dog-friendly trails (24) Snowmobile trails (23) Cross-country ski trails (17) Wheelchair-accessible trails (16) Rail trails (16) Greenways (18)

Quick picks

Closest: Blue Diamond 0.8 mi, 1.1 mi away
Longest: White Trail 6.6 mi, 3.2 mi away
Easy walk: Red Diamond 1.8 mi, 1.6 mi away
Paved: Bishop Condo Foot Path 1.0 mi, 3.5 mi away
Mountain biking: White Trail 6.6 mi, 3.2 mi away
Horseback riding: Orange Trail - College Rock Park 0.7 mi, 5.2 mi away

All nearby trails

Blue Diamond

1.1 mi away

0.8 mi long · Ashland

Hiking

Yellow Diamond

1.3 mi away

0.5 mi long · Ashland

Hiking

Green Diamond

1.4 mi away

0.5 mi long · Ashland

Hiking

Yellow Diamond

1.6 mi away

0.6 mi long · Ashland

Hiking Biking Mountain biking

Red Diamond

1.6 mi away

1.8 mi long · Ashland

Hiking Biking Mountain biking

Field Trail

1.7 mi away

0.7 mi long · Ashland

Hiking

Deer Run Trail

2.0 mi away

0.6 mi long · Hopkinton

Hiking

Dudley Road Multi-Use Path

2.1 mi away

0.9 mi long · Easy · Framingham Center

Hiking Biking Paved

Sudbury Aqueduct Trail

2.2 mi away

0.6 mi long · Framingham Center

Hiking

Peloquin Trail

2.6 mi away

0.8 mi long · Hopkinton

Hiking

Witch Hazel Way

2.8 mi away

0.6 mi long · Cordaville

Hiking

Bay Path

2.8 mi away

0.5 mi long · Cordaville

Hiking

Legacy Farms Trail

2.8 mi away

1.1 mi long · Hopkinton

Hiking

Cart Path

2.9 mi away

0.5 mi long · Holliston

Hiking

Long Trail

2.9 mi away

1.3 mi long · Cordaville

Hiking

Sassafras Trail

2.9 mi away

1.0 mi long · Ashland

Hiking

White Trail

3.2 mi away

6.6 mi long · Sherborn

Hiking Biking Mountain biking

Karl Mighton Trail

3.3 mi away

0.8 mi long · Ashland

Hiking

Pink Trail

3.3 mi away

0.7 mi long · Hopkinton

Hiking

Center School Trail

3.5 mi away

0.6 mi long · Hopkinton

Hiking

Blue Trail

3.5 mi away

0.6 mi long · Holliston

Hiking Biking Mountain biking

Bishop Condo Foot Path

3.5 mi away

1.0 mi long · Easy · Framingham

Hiking Paved

Hidden Meadow Trail

3.5 mi away

0.5 mi long · Sherborn

Hiking

Elmwood Loop

3.6 mi away

0.9 mi long · Hopkinton

Hiking

Boroughs Loop Trail

3.6 mi away

0.6 mi long · Southborough

Hiking

Cranberry Bog Trail (Blue)

3.6 mi away

1.3 mi long · Hopkinton

Hiking

Glebe Trail

3.6 mi away

0.7 mi long · Hopkinton

Hiking

Duck Pond Trail

3.7 mi away

1.3 mi long · Hopkinton

Hiking

Betty Fitzpatrick Trail

3.7 mi away

0.8 mi long · Cordaville

Hiking

White Trail

3.8 mi away

0.8 mi long · Holliston

Hiking Biking Mountain biking

Weston Aqueduct Walking Path

3.8 mi away

0.8 mi long · Framingham Center

Hiking

Eagle

3.9 mi away

0.5 mi long · Framingham Center

Hiking Biking Mountain biking

Pinecone Trail

3.9 mi away

0.7 mi long · Framingham Center

Hiking Biking Mountain biking

Juniper Trail

4.1 mi away

0.8 mi long · Framingham Center

Hiking Biking Mountain biking

Dam Trail

4.2 mi away

0.7 mi long · Framingham Center

Hiking Biking Mountain biking

Saddle Hill Trail

4.3 mi away

1.1 mi long · Cordaville

Hiking

Fox Hunt Trail

4.3 mi away

0.5 mi long · Framingham Center

Hiking Biking Mountain biking

Powerline trail

4.3 mi away

0.7 mi long · Hopkinton

Hiking

Greenwood Trail

4.4 mi away

1.3 mi long · Cordaville

Hiking

Balling Brook Trail

4.4 mi away

0.6 mi long · Framingham Center

Hiking

Sudbury Reservoir Trail

4.4 mi away

0.7 mi long · Southborough

Hiking

Pipeline Trail

4.4 mi away

0.9 mi long · Hopkinton

Hiking

Center Trail

4.4 mi away

0.7 mi long · Hopkinton

Hiking Biking Mountain biking

Peter's Hill Path

4.6 mi away

0.7 mi long · Sherborn

Hiking

Berry Acres

4.6 mi away

0.7 mi long · Hopkinton

Hiking

Cornell Connection

4.8 mi away

0.5 mi long · Hopkinton

Hiking

Pipeline

4.9 mi away

0.7 mi long · Framingham Center

Hiking Biking Mountain biking

Whitehall Brook Trail

5.1 mi away

1.4 mi long · Cordaville

Hiking

Green Trail

5.2 mi away

0.8 mi long · Hopkinton

Hiking

Echo Lake Trail

5.2 mi away

0.6 mi long · Hopkinton

Hiking

Orange Trail - College Rock Park

5.2 mi away

0.7 mi long · Easy · Hopkinton

Hiking Biking Mountain biking Horses

Timothy Coolidge Hill

5.2 mi away

0.6 mi long · Town of Natick

Hiking

Mary Pratt South Trail

5.3 mi away

1.1 mi long · Hopkinton

Hiking

Sudbury Reservoir Trail

5.3 mi away

0.8 mi long · Southborough

Hiking

Hultman Aqueduct Path

5.3 mi away

0.7 mi long · Cochituate

Hiking

Pine Thrill

5.3 mi away

0.7 mi long · Sherborn

Hiking

Backpacker Trail

5.4 mi away

1.3 mi long · Easy · Southborough

Hiking Biking Mountain biking

Fisher Trail

5.4 mi away

0.6 mi long · Southborough

Hiking Biking Mountain biking

Jabberwocky

5.4 mi away

0.8 mi long · Southborough

Hiking Biking Mountain biking

Challenger

5.4 mi away

0.7 mi long · Milford

Hiking

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Nearby cities

All trails in Massachusetts

Common questions

How many trails are near Ashland?: We list 1,209 trails within 30 miles of Ashland, Massachusetts. This page shows the 60 closest.
What is the longest trail near Ashland?: White Trail is the longest on this page at about 6.6 miles, 3.2 miles from Ashland.
Are there dog-friendly trails near Ashland?: None of the trails on this page have a dog rule in our data yet. Check signs at the trailhead or the park's website.