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Trails near Winchester Center, CT

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

Hiking trails (679) Walking trails (673) Bike trails (97) Mountain bike trails (43) Paved trails (76) Horse trails (42) ATV and UTV trails (11) Off-road and 4x4 trails (13) Dog-friendly trails (11) Snowmobile trails (11) Cross-country ski trails (6) Wheelchair-accessible trails (3) Rail trails (4) Greenways (11)

Quick picks

All nearby trails

White Trail

1.0 mi away

0.5 mi long · Winchester Center

Hiking

White Trail

1.4 mi away

0.8 mi long · Winchester Center

Hiking

White-Orange Trail

1.5 mi away

0.2 mi long · Winchester Center

Hiking

Anvil

1.8 mi away

0.8 mi long · Winchester Center

Hiking

Coe

2.0 mi away

0.6 mi long · Winchester Center

Hiking

White-Red Trail

2.4 mi away

0.3 mi long · Winsted

Hiking

Blue Trail

2.6 mi away

0.5 mi long · Winsted

Hiking

Pink Trail

2.7 mi away

1.6 mi long · Winsted

Hiking

White Trail

2.9 mi away

0.3 mi long · Winsted

Hiking

Yellow Tape Trail

3.0 mi away

0.4 mi long · Winsted

Hiking

Yellow Trail

3.0 mi away

0.7 mi long · Winsted

Hiking

Trolley Route

3.1 mi away

0.8 mi long · Winsted

Hiking

Red Trail

3.1 mi away

1.3 mi long · Winsted

Hiking

Green Trail

3.1 mi away

0.7 mi long · Winsted

Hiking

Back Behind

3.2 mi away

0.9 mi long · Winchester Center

Hiking Biking Mountain biking

Yellow Trail

3.2 mi away

0.5 mi long · Winsted

Hiking

Valley Plunge

3.3 mi away

0.8 mi long · West Torrington

Hiking Biking Mountain biking

Mounta's Extension

3.3 mi away

0.3 mi long · Winchester Center

Hiking Biking Mountain biking

Pandemic

3.4 mi away

0.8 mi long · West Torrington

Hiking Biking Mountain biking

The Mason's Nutgrinder

3.7 mi away

0.5 mi long · Winchester Center

Hiking Biking Mountain biking

Whipping Post

3.7 mi away

2.0 mi long · West Torrington

Hiking Biking Mountain biking

Sue Grossman Still River Greenway

3.8 mi away

3.5 mi long · Easy · Winsted

Hiking Biking Cross-country skiing Paved Greenway

South Loop

4.0 mi away

0.9 mi long · Winchester Center

Hiking

Five Points Connector Trail

4.4 mi away

0.5 mi long · West Torrington

Hiking

Nature Trail

4.6 mi away

1.1 mi long · Winsted

Hiking

John Brown Trail

4.6 mi away

0.7 mi long · West Torrington

Hiking

Billings Trail:Tait Section

4.7 mi away

1.5 mi long · Winchester Center

Hiking Biking Mountain biking

Pine Mountain Trail

4.8 mi away

1.9 mi long · Winchester Center

Hiking

East Summit Trail

5.0 mi away

1.6 mi long · Winchester Center

Hiking

Goodnow Trail

5.1 mi away

0.7 mi long · Winchester Center

Hale Trail

5.8 mi away

0.6 mi long · Winsted

Hiking

Fox Brook Trail

5.9 mi away

0.5 mi long · West Torrington

Hiking

Mountain View Trail

6.1 mi away

2.0 mi long · Winchester Center

Hiking

Deerhill Trail

6.3 mi away

1.1 mi long · Winsted

Hiking

Norbrook Woods Roads

6.5 mi away

7.6 mi long · Winchester Center

Hiking

Turkey Vulture Ledges

6.5 mi away

0.4 mi long · Winsted

Hiking

Tamarack Trail

6.5 mi away

0.5 mi long · Winchester Center

Hiking

Botelle Nature Trail

6.6 mi away

1.5 mi long · Winchester Center

Hiking

Crissey Trail

6.6 mi away

2.2 mi long · Canaan

Hiking

Overlook Trail

6.6 mi away

1.0 mi long · Canaan

Hiking

Number 4 Trail

6.7 mi away

4.0 mi long · Winchester Center

Henry Buck Trail

6.8 mi away

1.7 mi long · Winsted

Hiking

Crissey Ridge Trail

6.8 mi away

0.9 mi long · Winchester Center

Hiking

Ells Crane Trail

6.8 mi away

0.8 mi long · Easy · Winchester Center

Hiking

John Ross Trail

7.0 mi away

1.7 mi long · West Torrington

Hiking

Norbrook Bike Trails

7.0 mi away

7.9 mi long · Winchester Center

Hiking Biking Mountain biking

Crossover Trail

7.0 mi away

0.4 mi long · Canaan

Hiking

Robet Ross Trail

7.2 mi away

2.2 mi long · New Hartford Center

Hiking

Charcoal Pit Trail

7.2 mi away

1.3 mi long · Canaan

Hiking

Old Carriage Trail

7.3 mi away

1.2 mi long · Winchester Center

Hiking Biking Mountain biking

Tobey Bog Trail

7.3 mi away

0.7 mi long · Canaan

Hiking

Elliott Bronson Trail

7.3 mi away

1.9 mi long · New Hartford Center

Hiking

Sam Yankee Trail

7.4 mi away

1.0 mi long · Canaan

Hiking

Blue Connector Trail

7.4 mi away

0.2 mi long · New Hartford Center

Hiking

Agnes Bowen Trail

7.5 mi away

2.6 mi long · New Hartford Center

Hiking

Sunset Trail

7.5 mi away

0.5 mi long · Winchester Center

Hiking Biking Mountain biking

David K. Leff Trail

7.6 mi away

0.5 mi long · Winsted

Hiking

Jessie Gerard Trail

7.6 mi away

1.5 mi long · Winsted

Hiking

Yellow Trail

7.9 mi away

0.9 mi long · Winsted

Hiking

High Pocket Swamp Trail

8.0 mi away

1.0 mi long · Canaan

Hiking

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Nearby cities

All trails in Connecticut

Common questions

How many trails are near Winchester Center?
We list 691 trails within 30 miles of Winchester Center, Connecticut. This page shows the 60 closest.
What is the longest trail near Winchester Center?
Norbrook Bike Trails is the longest on this page at about 7.9 miles, 7.0 miles from Winchester Center.
Are there dog-friendly trails near Winchester Center?
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.