How many paved trails are near Winnetka?

We list 247 paved trails within 30 miles of Winnetka, Illinois. This page shows the 30 closest.

What is the longest paved trail near Winnetka?

Grand Illinois Trail - McHenry to Chicago is the longest on this page at about 71 miles, 3.1 miles from Winnetka.

Are there dog-friendly trails near Winnetka?

Yes. Map data lists 7 trails on this page as open to dogs, including North Branch Black Paved Trail, 37 (Illinois), OBT-8. Most trails have no dog rule in our data yet, so check signs at the trailhead.

Paved trails near Winnetka, IL

247 paved trails within 30 miles of Winnetka. Tap a trail for its map, trailhead and directions.

All trails Hiking trails (353) Walking trails (333) Bike trails (322) Mountain bike trails (108) Paved trails (247) Horse trails (54) Dog-friendly trails (14) Snowmobile trails (3) Cross-country ski trails (62) Wheelchair-accessible trails (17) Greenways (3)

North Branch Purple Paved Spur

2.0 mi away

0.5 mi long · Easy · Forest Preserve District of Cook County

Hiking Biking Cross-country skiing Paved Wheelchair accessible

North Branch Black Paved Trail

2.1 mi away

4.5 mi long · Easy · Dogs on leash · Forest Preserve District of Cook County

Hiking Biking Cross-country skiing Paved Wheelchair accessible Dogs allowed

37 (Illinois)

3.1 mi away

58 mi long · Easy · Dogs on leash · Forest Preserve District of Cook County

Hiking Biking Paved Wheelchair accessible Dogs allowed

OBT-8

3.1 mi away

37 mi long · Easy · Dogs on leash · Outerbelt Alliance NFP

Hiking Biking Cross-country skiing Paved Wheelchair accessible Dogs allowed

North Branch Blue Paved (Non-FPCC) Trail

3.1 mi away

2.0 mi long · Easy · Dogs on leash · Forest Preserve District of Cook County

Hiking Biking Cross-country skiing Paved Wheelchair accessible Dogs allowed

Grand Illinois Trail - McHenry to Chicago

3.1 mi away

71 mi long · Easy · Dogs on leash · Forest Preserve District of Cook County

Hiking Biking Paved Wheelchair accessible Dogs allowed

North Branch Blue Unpaved Trail

3.1 mi away

1.4 mi long · Easy · Dogs on leash · Forest Preserve District of Cook County

Hiking Biking Horses Cross-country skiing Paved Dogs allowed

Valley Line Trail

3.4 mi away

4.8 mi long · Easy · Lincolnwood

Hiking Biking Paved

North Branch Orange Unpaved Trail

3.4 mi away

0.9 mi long · Easy · Forest Preserve District of Cook County

Hiking Biking Horses Cross-country skiing Paved

GB - Green Bay Trail - Cook County

3.6 mi away

6.5 mi long · Easy · Winnetka

Hiking Biking Paved

GB - Green Bay Trail - Lake County

3.6 mi away

2.4 mi long · Easy · Highland Park

Hiking Biking Paved

Old Orchard Road Path

3.6 mi away

1.3 mi long · Easy · Forest Preserve District of Cook County

Hiking Biking Paved Wheelchair accessible

Techny Basin

3.8 mi away

1.3 mi long · Easy · Northfield

Hiking Biking Paved

North Branch Blue Paved (North) Trail

3.9 mi away

1.0 mi long · Easy · Dogs on leash · Forest Preserve District of Cook County

Hiking Biking Cross-country skiing Paved Wheelchair accessible Dogs allowed

North Shore Channel Trail

4.0 mi away

12 mi long · Easy · Evanston

Hiking Biking Paved

Skokie Valley Trail

4.6 mi away

9.6 mi long · Easy · Bannockburn

Hiking Biking Paved

Davis Street Bikeway

5.2 mi away

0.6 mi long · Easy · Evanston

Biking Paved

Loop Trail

5.7 mi away

0.6 mi long · Easy · No dogs · Northbrook

Hiking Paved

Evanston Lakefront Trail

6.0 mi away

3.1 mi long · Easy · Evanston

Hiking Biking Paved

Howard Street

6.7 mi away

2.4 mi long · Easy · Niles

Hiking Biking Paved

North Branch Black Paved Spur

7.2 mi away

0.3 mi long · Easy · Forest Preserve District of Cook County

Hiking Biking Cross-country skiing Paved Wheelchair accessible

Deerfield Road

7.4 mi away

2.1 mi long · Easy · Riverwoods

Hiking Biking Paved

Union Pacific Trail

7.5 mi away

1.1 mi long · Easy · Union Pacific Railroad

Hiking Biking Paved

North Branch Red Trail

7.8 mi away

16 mi long · Easy · Forest Preserve District of Cook County

Hiking Biking Cross-country skiing Paved Wheelchair accessible

Des Plaines River Trail Tan Unpaved Spur (North)

7.8 mi away

0.8 mi long · Easy · Forest Preserve District of Cook County

Hiking Biking Horses Cross-country skiing Paved

North Branch Green Paved Spur (South)

8.0 mi away

0.4 mi long · Easy · Forest Preserve District of Cook County

Hiking Biking Cross-country skiing Paved Wheelchair accessible

Bartlett Ravine Trail

8.2 mi away

0.7 mi long · Easy · Highwood

Hiking Biking Paved

Openlands Open Space

8.3 mi away

0.7 mi long · Easy · Highwood

Hiking Biking Paved

Des Plaines River Trail Purple Unpaved (North)

8.4 mi away

0.4 mi long · Easy · Forest Preserve District of Cook County

Hiking Biking Horses Cross-country skiing Paved

OBT-7

8.5 mi away

43 mi long · Easy · Outerbelt Alliance NFP

Hiking Biking Horses Cross-country skiing Paved

Nearby cities

Paved trails in Illinois

Common questions

How many paved trails are near Winnetka?: We list 247 paved trails within 30 miles of Winnetka, Illinois. This page shows the 30 closest.
What is the longest paved trail near Winnetka?: Grand Illinois Trail - McHenry to Chicago is the longest on this page at about 71 miles, 3.1 miles from Winnetka.
Are there dog-friendly trails near Winnetka?: Yes. Map data lists 7 trails on this page as open to dogs, including North Branch Black Paved Trail, 37 (Illinois), OBT-8. Most trails have no dog rule in our data yet, so check signs at the trailhead.