Explore the most popular stroller friendly trails near Chicago with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

A must go in Chicago, especially great at night. The riverwalk is now complete so you can walk all the way from Michigan Ave around Wacker. The views are great, you can stop and have lunch, dinner or a drink at and in the night sky, the building lights are one of the best views in all of Chicago. Easy walking path with stairs, ramps and elevators for easy access.

Nice views of the city skyline and lake as others have referenced.

walking
2 months ago

It’s an awesome walk, just watch out for the bicycles those guys move really fast.

walking
2 months ago

Loved this little spot! One of the few in the city that feels like an oasis! Trails are easy and paved, but the nature is very beautiful. Lots of butterflies, wildlife, a lovely little lake/pond, and tons of wildflowers! Stunning little place. As good as it gets in Chicago, that’s for sure!

The prettiest trail af all...but unfortunately a lot of ppl, so be careful.

Beautiful views of the city. A great urban trail

walking
3 months ago

Didn't walk the full trail but this is an amazing way to get around outside of the city streets if you don't mind walking.

walking
3 months ago

Nice trail to walk right by the river, can watch the boats pass and see the historic city.

Walked this trail a lot as a tourist. Fantastic trail with so many sights to see, from grand buildings to Lake Michigan.

trail running
4 months ago

Scenic flat concrete trail next to Lake Michigan. Can be warm later in the day so I recommend early morning running. You can meet the River Walk as part of your run.

Really fun walk. Great Chicago architecture, river, restaurants, people watching. Great for photography too.

Nice running trail. Plenty of shaded sections, great for running in a hot sunny day

road biking
5 months ago

The best way to discover the beauty of Chicago’s skyline and Lake Michigan! If you’re a local or out of town tourist, I recommend this to anyone who would like to run or bike towards the heart of downtown or their first time in Chicago.

road biking
5 months ago

Nice nature walk near Rosehill Cemetery. Good for moderate hiking or running but ok for a bit of biking just watch out that some of trails can go in different places and turns can be blocked by the overgrown plants.

road biking
5 months ago

Beat to do on a weekday as the park gets crowded with beachgoers and tourists, especially around Navy Pier. The flyover at the pier is running way behind schedule, now estimated for sometime in 2019.

walking
6 months ago

Crowd is the only reason to avoid. Excellent for recreation.

mountain biking
6 months ago

gorgeous view. it can be crowded. the views of the city are well worth it

This used to be my running trail! Super crowded if the weather is nice, but hit the trail before 7 am and it’s almost entirely yours. Great for running, walking, biking, or rollerblading.

walking
7 months ago

Beautiful trail with restaurants and bars lining the majority of the trail. A great place to appreciate the beautiful architecture that Chicago has to offer.

road biking
Saturday, October 14, 2017

I've wanted to bike along Lake Michigan for years and we finally did it yesterday. It was everything I'd wanted. The path is well-used but not overcrowded. The views are amazing the entire way. We went from north of Irving Park all the way down to the museum campus. Terrific outing.

walking
Wednesday, October 04, 2017

The prairies are beautiful and so is the board walk. Most of the paths are paved, which is good for wheelchairs and strollers, but not for hiking.

Friday, September 29, 2017

Great view of the city just too many people

walking
Wednesday, September 06, 2017

Easy, paved trails.
Some stairs, depending on where you enter the river walk.
Beautiful on a crisp Chicago morning.

mountain biking
Thursday, June 29, 2017

Busy at times but well worth the number of people for the views of the lake & city!

walking
Thursday, June 29, 2017

Very modern and interesting.

Thursday, June 08, 2017

The scenery is great

road biking
Monday, June 05, 2017

Excellent

Sunday, June 04, 2017

I never get tired of being on this trail

road biking
Monday, April 24, 2017

Best biking trail in Chicago. South of Soldier Field is the best part of the trail with fewer people and more trees. The views of downtown from Promontory point are incredible.

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