The best running trails around Highwood

50runs

4.0

(1)

257 people ran here

Running around Highwood 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 Highwood—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.

Fort Sheridan via Rosewood Beach & Green Bay Trail loop — Highland Park, Illinois	Expert 02:20 22.6km
Fort Sheridan Forest Preserve loop — Lake Forest, Illinois	Easy 00:23 3.41km
Foley's Pond loop via Green Bay Road — Highland Park, Illinois	Easy 00:25 3.97km
Running loop from Highland Park	Intermediate 00:33 5.34km

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Map data © OpenStreetMap contributors
1
1
Fort Sheridan via Rosewood Beach & Green Bay Trail loop — Highland Park, Illinois
02:20
22.6km
6:14/km
110m
110m
Expert
24
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Map data © OpenStreetMap contributors
2
2
Fort Sheridan Forest Preserve loop — Lake Forest, Illinois
00:23
3.41km
6:44/km
20m
20m
Easy
2
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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Map data © OpenStreetMap contributors
3
3
Foley's Pond loop via Green Bay Road — Highland Park, Illinois
00:25
3.97km
6:16/km
20m
20m
Easy
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
Map data © OpenStreetMap contributors
4
4
Running loop from Highland Park
00:33
5.34km
6:11/km
20m
20m
Intermediate
13
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.