How many greenways are near Cheshire?

We list 22 greenways within 30 miles of Cheshire, Connecticut. This page shows the 30 closest.

What is the longest greenway near Cheshire?

New Haven & Northampton Canal Greenway is the longest on this page at about 26 miles, 42 miles from Cheshire.

Are there dog-friendly trails near Cheshire?

Yes. Map data lists 5 trails on this page as open to dogs, including Naugatuck River Greenway, Charter Oak Greenway, Shoreline Greenway Trail Hammonasset Section. Most trails have no dog rule in our data yet, so check signs at the trailhead.

Greenways near Cheshire, CT

22 greenways within 30 miles of Cheshire. Tap a trail for its map, trailhead and directions.

All trails Hiking trails (894) Walking trails (881) Bike trails (155) Mountain bike trails (79) Paved trails (113) Horse trails (71) ATV and UTV trails (3) Off-road and 4x4 trails (4) Dog-friendly trails (29) Snowmobile trails (4) Cross-country ski trails (36) Wheelchair-accessible trails (6) Rail trails (3) Greenways (22)

New Haven & Northampton Canal Greenway

0.7 mi away

10 mi long · Easy · Cheshire Village

Hiking Biking Paved Greenway

New Haven & Northampton Canal Greenway

5.4 mi away

5.8 mi long · Easy · Hamden

Hiking Biking Paved Greenway

New Haven & Northampton Canal Greenway

8.9 mi away

4.0 mi long · Easy · Hamden

Hiking Biking Paved Greenway

New Haven & Northampton Canal Greenway

11 mi away

2.5 mi long · Easy · New Haven

Hiking Biking Paved Greenway

Middlebury Greenway

12 mi away

4.5 mi long · Easy · Middlebury

Hiking Biking Paved Greenway

Steele Brook Greenway

13 mi away

1.2 mi long · Watertown

Hiking Biking Mountain biking Greenway

New Haven & Northampton Canal Greenway

13 mi away

1.8 mi long · Easy · New Haven

Hiking Biking Paved Greenway

New Haven & Northampton Canal Greenway

13 mi away

0.3 mi long · Easy · New Haven

Hiking Biking Paved Greenway

Naugatuck River Greenway

16 mi away

13 mi long · Easy · Dogs on leash · Waterbury

Hiking Biking Paved Wheelchair accessible Dogs allowed Greenway

Shoreline Greenway Trail

17 mi away

0.7 mi long · Easy · Branford Center

Hiking Biking Paved Greenway

New Haven & Northampton Canal Greenway

21 mi away

7.7 mi long · Easy · Farmington

Hiking Biking Paved Greenway

Charter Oak Greenway

22 mi away

17 mi long · Easy · Dogs allowed · Manchester

Hiking Biking Paved Dogs allowed Greenway

Litchfield Community Greenway

23 mi away

2.8 mi long · Litchfield

Hiking Biking Mountain biking Greenway

Litchfield Community Greenway

23 mi away

4.7 mi long · Litchfield Community Greenway

Hiking Biking Mountain biking Greenway

Smith School Greenway

24 mi away

1.8 mi long · Easy · Glastonbury Center

Hiking Biking Paved Greenway

Shoreline Greenway Trail Hammonasset Section

24 mi away

1.1 mi long · Easy · Dogs on leash · Madison

Hiking Biking Paved Dogs allowed Greenway

Blackledge River Greenway

26 mi away

1.0 mi long · Easy · Terramuggus

Hiking Paved Greenway

Still River Greenway

26 mi away

1.6 mi long · Easy · Dogs on leash · Town of Brookfield

Hiking Biking Paved Wheelchair accessible Dogs allowed Greenway

Sue Grossman Still River Greenway

27 mi away

3.5 mi long · Easy · Winsted

Hiking Biking Cross-country skiing Paved Greenway

Bloomfield Greenway Multi-Use Trail

27 mi away

2.3 mi long · Easy · Tariffville

Hiking Biking Paved Greenway

Ives Trail Greenway

29 mi away

13 mi long · Easy · Dogs on leash · Danbury

Hiking Paved Dogs allowed Greenway

Ives Trail Greenway Alternative

29 mi away

1.5 mi long · Bethel

Hiking Greenway

Nathan Hale Greenway Yellow Trail

32 mi away

2.8 mi long · Rockville

Hiking Greenway

Hudson Valley Greenway Trail (Brewster to Pawling)

38 mi away

9.2 mi long · Easy · Empire State Trails

Hiking Biking Paved Greenway

Hudson Valley Greenway Trail (Pawling to Hopewell Junction)

39 mi away

15 mi long · Easy · Empire State Trails

Hiking Biking Paved Greenway

Setauket-Port Jefferson Station Greenway

41 mi away

3.5 mi long · Easy · Setauket-East Setauket

Hiking Biking Paved Greenway

New Haven & Northampton Canal Greenway

42 mi away

26 mi long · Easy · Salmon Brook

Hiking Biking Paved Greenway

Hudson Valley Greenway Trail (Mahopac to Brewster)

42 mi away

8.3 mi long · Easy · Empire State Trails

Hiking Biking Paved Greenway

Hudson Valley Greenway Trail (Hopewell Junction to Poughkeepsie)

48 mi away

13 mi long · Easy · Empire State Trails

Hiking Biking Paved Greenway

Wappinger Creek Greenway Trail - North Extension

51 mi away

0.6 mi long · Pleasant Valley

Hiking Greenway

Nearby cities

Greenways in Connecticut

Common questions

How many greenways are near Cheshire?: We list 22 greenways within 30 miles of Cheshire, Connecticut. This page shows the 30 closest.
What is the longest greenway near Cheshire?: New Haven & Northampton Canal Greenway is the longest on this page at about 26 miles, 42 miles from Cheshire.
Are there dog-friendly trails near Cheshire?: Yes. Map data lists 5 trails on this page as open to dogs, including Naugatuck River Greenway, Charter Oak Greenway, Shoreline Greenway Trail Hammonasset Section. Most trails have no dog rule in our data yet, so check signs at the trailhead.