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Caroline County

Caroline County

The best running trails in Caroline County

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Running in Caroline County 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 Caroline County—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 19, 2025

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1. Running loop from Ashland

18.8km

01:56

70m

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

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Expert

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2. Prospect Hill loop from Artillery Ridge

6.74km

00:42

30m

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

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Intermediate

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3. Prospect Hill loop from Artillery Ridge

7.08km

00:48

50m

60m

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

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Intermediate

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4. Running loop from Sylvania Heights

7.10km

00:49

60m

50m

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

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Intermediate

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5. Running loop from Bowling Green

12.2km

01:16

100m

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

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Intermediate

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

Most popular routes in Caroline County

Road Cycling Routes in Caroline County

Cycling in Caroline County

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Browse the best Running Trails & Routes in other regions.

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The best running trails in Caroline County

1. Running loop from Ashland

2. Prospect Hill loop from Artillery Ridge

3. Prospect Hill loop from Artillery Ridge

4. Running loop from Sylvania Heights

5. Running loop from Bowling Green

Most popular routes in Caroline County

Get inspired with the komoot mobile app

Explore more

Get ready to conquer new peaks

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