Running around Sandy Hook 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 around Sandy Hook—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 8, 2025

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1. Stepney & Newtown Rail Trail — Trumbull, Connecticut

23.3km

02:32

130m

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

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5.0

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2. Crest Trail & Pomperaug Trail loop — Kettletown State Park

7.31km

00:58

190m

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

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Intermediate

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3. Red Trail loop — Southford Falls State Park

6.88km

00:49

100m

Intermediate run. Good fitness required. Mostly accessible paths. Some sure footedness required.

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Intermediate

4. Lake Lillanonah via George C. Waldo State Park loop — Southbury, Connecticut

6.33km

00:46

50m

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

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Intermediate

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5. Great Hollow Lake loop from Ansonia

6.51km

00:41

40m

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

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Intermediate

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

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Browse the best Running Trails & Routes in other regions.

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The best running trails around Sandy Hook

1. Stepney & Newtown Rail Trail — Trumbull, Connecticut

2. Crest Trail & Pomperaug Trail loop — Kettletown State Park

3. Red Trail loop — Southford Falls State Park

4. Lake Lillanonah via George C. Waldo State Park loop — Southbury, Connecticut

5. Great Hollow Lake loop from Ansonia

Most popular routes around Sandy Hook

Most popular attractions around Sandy Hook

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