Mountain biking around Winnetka is a great to experience more of the landscape. But it’s often tough to know where to start. To help you find the best mtb routes …

Last updated: September 24, 2025

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1. Blue Star Memorial Woods to Chicago Dirt Jumps via Linne Woods Preserve loop — Cook County

47.5km

02:25

70m

Intermediate mountain bike ride. Good fitness required. Suitable for all skill levels.

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Intermediate

2. Elder Lane Park to Skokie Northshore Sculpture Park loop — Cook County

40.8km

02:06

60m

Intermediate mountain bike ride. Good fitness required. Suitable for all skill levels.

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Intermediate

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3.0

(3)

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3. Watersmeet Woods – Skokie Lagoon 5 loop from Glenview

30.3km

01:35

50m

Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

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Easy

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4. Dam Number 1 Woods – Des Plains River Trail loop from The Glen of North Glenview

73.3km

04:35

150m

Intermediate mountain bike ride. Good fitness required. Suitable for all skill levels.

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Intermediate

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5. Chicago Botanical Gardens – Skokie Lagoon 5 loop from Evanston Central Street

42.2km

02:14

60m

Intermediate mountain bike ride. Good fitness required. 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.

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Browse the best MTB trails in other regions.

Lemont Heritage Quarries Recreation Area Palos Park Willow Springs Western Springs Countryside South Barrington Chicago Mccook Elk Grove Village Skokie Lincolnwood Barrington Hills Niles Morton Grove Evanston Rolling Meadows Crabtree Preserve Hoffman Estates Schaumburg Arlington Heights Indian Head Park Oak Lawn Park Ridge Des Plaines Glenview Spring Lake Preserve Orland Park Burbank Bedford Park Mount Prospect Northbrook Golf Palos Heights Spring Lake Forest Preserve Hodgkins Palatine Streamwood Chicago Ridge Worth Lyons La Grange Bridgeview Rosemont Prospect Heights Hickory Hills Justice Alsip Palos Hills Northlake Oak Forest Inverness Brookfield Wilmette Northfield Tinley Park Orland Hills Summit Busse Woods Deer Grove Nature Preserve Barrington Crestwood Harwood Heights Norridge Melrose Park Stone Park Midlothian Blue Island Wheeling Kenilworth Glencoe North Riverside Bellwood Broadview Maywood Westchester Berkeley Hillside Schiller Park River Grove Elmwood Park Franklin Park River Forest Oak Park

The best MTB trails around Winnetka

1. Blue Star Memorial Woods to Chicago Dirt Jumps via Linne Woods Preserve loop — Cook County

2. Elder Lane Park to Skokie Northshore Sculpture Park loop — Cook County

3. Watersmeet Woods – Skokie Lagoon 5 loop from Glenview

4. Dam Number 1 Woods – Des Plains River Trail loop from The Glen of North Glenview

5. Chicago Botanical Gardens – Skokie Lagoon 5 loop from Evanston Central Street

Most popular routes around Winnetka

Most popular attractions around Winnetka

Get inspired with the komoot mobile app

Explore more

Get ready to conquer new peaks

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