The best running trails around Cheshire Village
185
runners
34
runs
Last updated: October 4, 2025
2
runners
1. Green Trail loop run — Brooksvale Park
7.74km
00:50
100m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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3. Mount Sanford loop trail run — Naugatuck State Forest
8.46km
01:07
190m
Expert run. Good fitness required. Sure-footedness, sturdy shoes and alpine experience required.
Expert run. Great for any fitness level. Sure-footedness, sturdy shoes and alpine experience required.
13
runners
5. Running loop from Marion Historic District
13.2km
01:22
50m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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