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Routes
Running Trails
United States
Connecticut
Lower Connecticut River Valley Planning Region

Gillette Castle State Park

The best running trails in Gillette Castle State Park

17

runners

6

runs

Running in Gillette Castle State Park is one of the best ways to explore more of this region. To help you discover the most beautiful places to run, we’ve reviewed our full collection of routes in Gillette Castle State Park—and are proud to present the best running trails. Click on any of the routes for more details and browse real tips and photos uploaded by other runners.

Last updated: October 27, 2025

2

runners

1. Town Park At Jennings Pond loop from Chester

7.68km

00:48

70m

70m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Intermediate

Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Expert
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3

runners

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Intermediate

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Intermediate

Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Expert

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Most popular routes in Gillette Castle State Park

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Browse the best Running Trails & Routes in other regions.

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