How many trails are near Windsor?

We list 899 trails within 30 miles of Windsor, Connecticut. This page shows the 60 closest.

What is the longest trail near Windsor?

Hockanum River Linear Park is the longest on this page at about 19 miles, 6.4 miles from Windsor.

Are there dog-friendly trails near Windsor?

Yes. Map data lists 2 trails on this page as open to dogs, including Charter Oak Greenway, South Meadows River Trail. Most trails have no dog rule in our data yet, so check signs at the trailhead.

Trails near Windsor, CT

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

Hiking trails (881) Walking trails (873) Bike trails (172) Mountain bike trails (75) Paved trails (139) Horse trails (39) ATV and UTV trails (11) Off-road and 4x4 trails (12) Dog-friendly trails (16) Snowmobile trails (9) Cross-country ski trails (48) Wheelchair-accessible trails (4) Rail trails (4) Greenways (13)

Quick picks

Closest: Windsor River Trail 0.8 mi, 0.4 mi away
Longest: Hockanum River Linear Park 19 mi, 6.4 mi away
Easy walk: Captain John Bissell Trail 4.6 mi, 2.7 mi away
Paved: Captain John Bissell Trail 4.6 mi, 2.7 mi away
Dog friendly: Charter Oak Greenway 17 mi, 6.3 mi away
Mountain biking: Cheney Rail Trail 2.1 mi, 8.3 mi away
Horseback riding: Michael F. Gragnolati Conservation Trail 1.4 mi, 3.8 mi away

All nearby trails

Windsor River Trail

0.4 mi away

0.8 mi long · Easy · Windsor

Hiking Paved

Captain John Bissell Trail

2.7 mi away

4.6 mi long · Easy · East Hartford

Hiking Biking Paved

Windsor Meadows Trail

2.7 mi away

0.8 mi long · Easy · South Windsor

Hiking Biking Paved

Blue Trail

3.3 mi away

0.2 mi long · Blue Hills

Hiking

Red Trail

3.3 mi away

0.3 mi long · Bloomfield

Hiking

Pink Trail

3.5 mi away

0.3 mi long · Bloomfield

Hiking

Yellow Trail

3.5 mi away

0.8 mi long · Bloomfield

Hiking

Goodwin Drive Sidepath

3.7 mi away

0.7 mi long · Easy · Bloomfield

Hiking Biking Paved

Michael F. Gragnolati Conservation Trail

3.8 mi away

1.4 mi long · Easy · Windsor Locks

Hiking Biking Mountain biking Horses

Brookside Trail

4.3 mi away

1.2 mi long · Tariffville

Hiking

Day Hill Multi-Use Trail

4.6 mi away

3.9 mi long · Easy · Bloomfield

Hiking Biking Paved

South Windsor Estates Walkway

4.8 mi away

0.6 mi long · East Windsor

Hiking

Rainbow Reservoir Trail

4.9 mi away

1.1 mi long · Tariffville

Hiking

Pleasant Valley Road Sidepath

5.0 mi away

0.9 mi long · Easy · Manchester

Hiking Biking Paved

Windsor Locks Canal State Park Trail

5.4 mi away

4.8 mi long · Easy · Enfield

Hiking Biking Paved

Bloomfield Greenway Multi-Use Trail

5.4 mi away

2.3 mi long · Easy · Tariffville

Hiking Biking Paved Greenway

Riverview Trail

5.5 mi away

1.3 mi long · Easy · Hartford

Hiking Biking Paved

Riverside Park Trail

5.6 mi away

2.0 mi long · Easy · Hartford

Hiking Biking Paved

Buckland Street Sidepath

5.6 mi away

0.7 mi long · Easy · Manchester

Hiking Biking Paved

Main Street Sidepath

5.6 mi away

0.3 mi long · Easy · Windsor Locks

Hiking Biking Paved

Fitness Trail

5.8 mi away

0.7 mi long · East Hartford

Hiking

Orange Trail

5.9 mi away

0.9 mi long · Bloomfield

Hiking

White Trail

5.9 mi away

0.5 mi long · Bloomfield

Hiking

Tolland Turnpike Sidepath

6.1 mi away

0.3 mi long · Easy · Manchester

Hiking Biking Paved

Lincoln Sculpture Walk

6.2 mi away

2.0 mi long · Easy · lsw.riverfront.org

Hiking Biking Paved

East Hartford Boulevard Sidepath

6.3 mi away

1.2 mi long · Easy · East Hartford

Hiking Biking Paved

Silver Lane Sidepath

6.3 mi away

0.3 mi long · Easy · East Hartford

Hiking Biking Paved

Charter Oak Greenway

6.3 mi away

17 mi long · Easy · Dogs allowed · Manchester

Hiking Biking Paved Dogs allowed Greenway

Buckland Hills Drive Sidepath

6.3 mi away

1.3 mi long · Easy · Manchester

Hiking Biking Paved

Hale Road Sidepath

6.3 mi away

0.6 mi long · Easy · Manchester

Hiking Biking Paved

Hockanum River Linear Park

6.4 mi away

19 mi long · Manchester

Hiking

Hackett Trail

6.4 mi away

0.5 mi long · Manchester

Hiking

Charter Oak Bridge Sidepath

6.5 mi away

0.9 mi long · Easy · Hartford

Hiking Biking Paved

Willow Street Sidepath

6.6 mi away

0.2 mi long · Easy · East Hartford

Hiking Biking Paved

Inside Job

6.7 mi away

1.5 mi long · Tariffville

Hiking Biking Mountain biking

Exhibition/Twisty

6.7 mi away

0.7 mi long · Tariffville

Hiking Biking Mountain biking

Aloha Trail

6.7 mi away

0.6 mi long · Tariffville

Hiking

Chartreuse Trail

6.8 mi away

0.7 mi long · Tariffville

Hiking

yellow Trail

7.1 mi away

1.8 mi long · Simsbury Center

Hiking

Purple Trail

7.2 mi away

0.5 mi long · Moderate · Simsbury Center

Hiking

TJ's Trail

7.2 mi away

0.6 mi long · Moderate · Tariffville

Hiking Biking Mountain biking

Six Flags

7.2 mi away

0.7 mi long · Easy · Tariffville

Hiking Paved

Pope Street Sidepath

7.2 mi away

0.4 mi long · Easy · Hartford

Hiking Biking Paved

Taj Mahal

7.2 mi away

1.2 mi long · Easy · Tariffville

Hiking Paved

Green Trail

7.2 mi away

0.3 mi long · Simsbury Center

Hiking

Red Trail

7.3 mi away

1.5 mi long · Simsbury Center

Hiking

Root Down

7.3 mi away

0.6 mi long · Tariffville

Hiking

White Trail

7.4 mi away

0.4 mi long · Moderate · Weatogue

Hiking

Auer Farm Connector Trail

7.5 mi away

1.0 mi long · Bloomfield

Hiking

Vernon Hockanum River Trail System

7.6 mi away

3.6 mi long · Vernon Parks & Recreation

Hiking

Talcott Mt Bypass Trail

7.7 mi away

1.3 mi long · Weatogue

Hiking

Hillstown Path

7.9 mi away

1.6 mi long · Easy · Manchester

Hiking Biking Paved

Orange Trail

7.9 mi away

0.6 mi long · Easy · No dogs · West Hartford

Hiking

Simsbury Riverwalk

8.0 mi away

1.4 mi long · Easy · Simsbury Center

Hiking Biking Mountain biking

Talcott Ravine Trail

8.3 mi away

0.5 mi long · Manchester

Hiking

Cheney Rail Trail

8.3 mi away

2.1 mi long · Manchester

Hiking Biking Mountain biking Rail trail

Iron Horse Boulevard Sidepath

8.3 mi away

1.1 mi long · Easy · Simsbury Center

Hiking Biking Horses Paved

Owens Brook Boulevard Sidepath

8.3 mi away

1.0 mi long · Easy · Simsbury Center

Hiking Biking Paved

South Meadows River Trail

8.5 mi away

3.1 mi long · Dogs on leash · Wethersfield

Hiking Biking Mountain biking Dogs allowed

Birthday

8.7 mi away

0.6 mi long · West Hartford

Hiking

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All trails in Connecticut

Common questions

How many trails are near Windsor?: We list 899 trails within 30 miles of Windsor, Connecticut. This page shows the 60 closest.
What is the longest trail near Windsor?: Hockanum River Linear Park is the longest on this page at about 19 miles, 6.4 miles from Windsor.
Are there dog-friendly trails near Windsor?: Yes. Map data lists 2 trails on this page as open to dogs, including Charter Oak Greenway, South Meadows River Trail. Most trails have no dog rule in our data yet, so check signs at the trailhead.