How many walking trails are near Wellesley?

We list 1,111 walking trails within 30 miles of Wellesley, Massachusetts. This page shows the 30 closest.

What is the longest walking trail near Wellesley?

Yellow Triangle is the longest on this page at about 6.8 miles, 2.3 miles from Wellesley.

Are there dog-friendly trails near Wellesley?

Yes. Map data lists 1 trail on this page as open to dogs, including Cochituate Rail Trail. Most trails have no dog rule in our data yet, so check signs at the trailhead.

Walking trails near Wellesley, MA

1,111 walking trails within 30 miles of Wellesley. Tap a trail for its map, trailhead and directions.

All trails Hiking trails (1,131) Walking trails (1,111) Bike trails (372) Mountain bike trails (279) Paved trails (173) Horse trails (72) ATV and UTV trails (3) Dirt bike trails (3) Off-road and 4x4 trails (3) Dog-friendly trails (21) Snowmobile trails (21) Cross-country ski trails (13) Wheelchair-accessible trails (19) Rail trails (23) Greenways (19)

Brook Path

0.2 mi away

2.0 mi long · Wellesley

Hiking Biking Mountain biking

Sudbury Aqueduct Path

0.7 mi away

1.1 mi long · Easy · Wellesley

Hiking Biking Paved

Crosstown Trail

0.9 mi away

0.6 mi long · Wellesley

Hiking Biking Mountain biking

Guernsey Path

0.9 mi away

0.8 mi long · Easy · Wellesley

Hiking Biking Mountain biking

Beard Trail

1.1 mi away

0.8 mi long · Wellesley

Hiking

Crosstown Trail

1.2 mi away

1.3 mi long · Wellesley

Hiking Biking Mountain biking

Brook Path

1.4 mi away

0.2 mi long · Easy · Wellesley

Hiking Biking Paved

Boulder Brook Reservation Trail

1.4 mi away

1.1 mi long · Wellesley

Hiking

Lake Waban Loop Trail

1.4 mi away

1.3 mi long · Wellesley

Hiking

Guensey Woodlands

1.4 mi away

0.6 mi long · Moderate · Wellesley

Hiking Biking Mountain biking

Riverside Trail

1.5 mi away

1.5 mi long · Mass DCR

Hiking

Cochituate Aqueduct Trail

1.6 mi away

0.9 mi long · Easy · Natick

Hiking Biking Paved

Centennial Park Trail

1.7 mi away

0.9 mi long · Newton Lower Falls

Hiking

Sudbury Path

1.8 mi away

1.0 mi long · Easy · Newton Lower Falls

Hiking Biking Mountain biking

Esker Trail

1.8 mi away

1.3 mi long · Wellesley

Hiking

Main Trail

2.0 mi away

1.3 mi long · Town of Natick

Hiking

Takawambpait North

2.2 mi away

0.6 mi long · Natick

Hiking

Longfellow Pond Trail

2.3 mi away

0.7 mi long · Newton Lower Falls

Hiking

Crosstown Trail

2.3 mi away

1.1 mi long · Newton Lower Falls

Hiking

Esker Trail

2.3 mi away

0.8 mi long · Newton Lower Falls

Hiking

Yellow Triangle

2.3 mi away

6.8 mi long · Moderate · Needham

Hiking Biking Paved

Lower Loop Trail

2.4 mi away

0.8 mi long · Town of Natick

Hiking

Charles River Path

2.4 mi away

0.9 mi long · Newton Lower Falls

Hiking Biking Mountain biking

Goat Track

2.6 mi away

1.2 mi long · Weston Ski Track

Hiking Cross-country skiing

Eisenmenger Trail

2.7 mi away

1.9 mi long · Natick

Hiking

Sudbury Aqueduct Trail

2.8 mi away

0.5 mi long · Easy · Newton Upper Falls

Hiking Biking Mountain biking

Bay Colony Rail Trail

2.9 mi away

1.6 mi long · Easy · Dover

Hiking Biking Mountain biking Rail trail

Green Trail

3.1 mi away

0.5 mi long · Needham

Hiking Biking Mountain biking

Cochituate Rail Trail

3.1 mi away

3.6 mi long · Easy · Dogs on leash · Cochituate

Hiking Biking Paved Wheelchair accessible Dogs allowed Rail trail

Cochituate Aqueduct Trail

3.2 mi away

0.8 mi long · Newton Lower Falls

Hiking

Nearby cities

Walking trails in Massachusetts

Common questions

How many walking trails are near Wellesley?: We list 1,111 walking trails within 30 miles of Wellesley, Massachusetts. This page shows the 30 closest.
What is the longest walking trail near Wellesley?: Yellow Triangle is the longest on this page at about 6.8 miles, 2.3 miles from Wellesley.
Are there dog-friendly trails near Wellesley?: Yes. Map data lists 1 trail on this page as open to dogs, including Cochituate Rail Trail. Most trails have no dog rule in our data yet, so check signs at the trailhead.