Looking for the best trails around Winfield?

Explore the best rated trails in Winfield, IL. Whether you're looking for an easy walking trail or a bike trail like the Illinois & Michigan Canal State Trail and ComEd Greenway. With more than 120 trails covering 4812 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Prospect Heights Bike Path

Dog land mines

January, 2023 by cpacyk

I frequently walk my dog on this trail and am becoming increasingly disturbed by the need to dodge the droppings of other people's dogs because they refuse to pick up after them. Perhaps there needs to be better signage, more trash receptacles, or even a dog poop bag dispenser to encourage people to pick up after their pets. It's so gross! There is literal poop on the path and in the areas surrounding the path.

Des Plaines River Trail

DPRT North in Lake County is a Gem

January, 2023 by erossen22

I've ridden this trail for 30 years and it's well maintained and relatively flat. The crushed limestone surface drains water away quickly though in winter, when the ground is frozen, the water can form puddles or freeze so you must be careful. After bigger rainstorms, some of the underpasses can be impassable (e.g., Route 60 especially--there is a side path that connects the trail but you need to cross a major road). The path gets multi-modal usage, from walkers, families, runners, horses, skiers, bicycles, to e-bikes. You can ride this with a road bike if you're confident but cross or gravel bikes are better but certainly not absolutely necessary. Nowadays we see fat-tire bikes, especially in winter, and e-bikes too. People are generally quite respectful of others. The trail is well marked and I recommend starting at Daniel Wright Woods or Old School Forest Preserve which are in southern Lake County. As others have said, going north from there keeps you in Lake County which does a great job of maintaining the trails.

Kuhn Road Trail

nice little trail

December, 2022 by pawprintlogic1_tl

Wide enough and paved. Now Trail has been extended north of lies road to army trail. South end of trail connect to the great western.

Accordion

East Northbrook Trail

Great connector trail

December, 2022 by billymac72

This trail begins off of Voltz near Sunset Ridge and goes about a mile and a half or so across Sunset up to Dundee Rd. If riding through Northbrook, it's a very handy way to avoid Skokie Blvd and make your way up to the North Trail entrance off of Dundee across from Botanic Gardens. It's mostly just a nice, secluded, wooded, but paved strand behind some residential neighborhoods and runs parallel to Skokie. When riding, please be a little more mindful of residents walking, often with dogs and children. It doesn't get very crowded, and people generally aren't expecting bikers like on the major trails.

North Shore Channel Trail

north shore trail

November, 2022 by lrios28822

This trail continues for 10 miles , 20 miles round trip. I start the trail at Belmont ave by Clark Park and continue thru new connection over Addison Ave continue thru Horner Park . You can travel on Manor Ave to enter the trail at Lawrence Ave and connect to the trail on Argyle. I continue the. Trail thru Green Bay Road . I am able to ride the trail their and back usually in 90 to 100 minutes . Excellent trail not very busy , I have been riding five times a week for 3 months Lou

Middlefork Savanna Trail

Beautiful Prairie Trail

November, 2022 by erossen22

A great place for walkers, hikers, bikers, and families. It’s been wonderfully restored and brings nice surprises during each season.

Old Plank Road Trail (IL)

Repaved from Harlem Ave. to Schoolhouse Rd.

October, 2022 by wheelzbat

This has been long overdue. From Harlem Ave. in Frankfort to Schoolhouse Rd. in New Lenox is getting resurfaced. As of 10/26/2022 Harlem to Wolf Rd. in Frankfort is complete. Now if they could resurface the rest too, it would be a 5 star trail.

Wauponsee Glacial Trail

Rode from Ballou to Manhattan, 2p mile round trip. TraIl is in excellent condition. Yrsil has a nice wind break on both sides of the trail for almost all of the ride. Will rode again.

October, 2022 by kimjim425

Rode from Ballou to Manhattan, 2p mile round trip. TraIl is in excellent condition. Yrsil has a nice wind break on both sides of the trail for almost all of the ride. Will rode again.

Centennial Trail (IL)

one of the best

October, 2022 by daniel.shaw813

They just replaced the first 4ish miles that start in Willow springs to the bridge, a serious game changer, the last three miles near lemont have bumps in the trails but that’s what happens when you build on a wetland near a river. freeze thaw expansion… the brewery at the end the best part

Hebron Trail

Nice trail for getting in a quick bike ride

October, 2022 by ktgranzow1

I had ridden the northern end of the Prairie trail & saw the sign forg the Hebron trail so decided one day to check it out. Rode from the Prairie Trail junction to the “trail end” at Lange Road & back again. About an hour round trip but that included stopping to take photos. It’s a well groomed trail, plenty wide for comfortable passing of others. West of Keystone Road crossing is pretty much straight & flat but scenery still varies.

DuPage River Trail

A Pleasant Trail thru Parks and on City Streets

October, 2022 by buehler868

This trail is a nice one if you are looking for something other than a super straight rails to trails corridor. I parked at the nearby and beautiful DuPage County St James Forest Preserve and took a connecting trail to the start of the officially named West Branch DuPage River Trail that heads south. Most of the route is in Forest Preserves, alongside the West Branch of the DuPage River.
Once you come upon the spectacular Naperville Riverwalk, north of downtown Naperville which does not allow bikes, you must use city streets. That provides a nice variety. South of downtown the trail is again in parks. One can travel all the way south into Will County, with more options for connecting trails.

Salt Creek Trail (IL)

Great Trail for Wayfinding

September, 2022 by buehler868

In the Chicago suburban area, the Salt Creek Trail, at 27 miles long, is a great trail for what I like to do, which is cycling wayfinding. It’s not a rail to trails so the trail stiches together a variety of different segments in different surroundings: paved paths in forest preserves, separate paths along highways, gravel paths, subdivision roads and even a wood chip path. There are many connecting paths, so don’t expect a sign for every turn and that’s where wayfinding comes in. Use your TrailLink downloaded map and find your way. I made a few wrong turns but that’s part of wayfinding. I parked at Edgewater Park and did out and back rides, first to the south and then to the north. A fine 54-mile ride on a beautiful fall day. I even found two updates that are needed to the TrailLink map, which I will send to Rails to Trails Conservancy.

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Accordion

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