Running around Wheeling 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 Wheeling—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. Dam No. 1 Woods via Des Plaines River Trail — Wheeling, Illinois

14.3km

01:28

30m

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

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Intermediate

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2. Dam No. 1 Woods loop from Northfield

8.51km

00:57

20m

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

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Intermediate

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3. Camp Pine Woods – Northwestern Woods loop from Prospect Heights

22.3km

02:32

30m

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

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Expert

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4. Dam No. 1 Woods loop from Prospect Heights

29.1km

03:16

50m

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

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5. Des Plaines River Bridge loop from Riverwoods

33.2km

03:29

60m

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

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Expert

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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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The best running trails around Wheeling

1. Dam No. 1 Woods via Des Plaines River Trail — Wheeling, Illinois

2. Dam No. 1 Woods loop from Northfield

3. Camp Pine Woods – Northwestern Woods loop from Prospect Heights

4. Dam No. 1 Woods loop from Prospect Heights

5. Des Plaines River Bridge loop from Riverwoods

Most popular routes around Wheeling

Most popular attractions around Wheeling

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