Running around Topstone 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 Topstone—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 2, 2025

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1. Silver Springs Swamp Dam loop from Ridgefield

10.2km

01:03

60m

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

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Intermediate

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2. Town Open Space (Hermit Lane) loop from Ridgefield

7.60km

00:48

90m

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

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Intermediate

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3. The Corner loop from Redding

5.20km

00:33

60m

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

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Intermediate

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4. Umpawaug Pond – Hawley Pond loop from Redding

18.9km

02:00

180m

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

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Expert

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5. Running loop from Lewisboro

4.08km

00:26

40m

Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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Easy

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

Most popular routes around Topstone

Hiking around Topstone

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Browse the best Running Trails & Routes in other regions.

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The best running trails around Topstone

1. Silver Springs Swamp Dam loop from Ridgefield

2. Town Open Space (Hermit Lane) loop from Ridgefield

3. The Corner loop from Redding

4. Umpawaug Pond – Hawley Pond loop from Redding

5. Running loop from Lewisboro

Most popular routes around Topstone

Most popular attractions around Topstone

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