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Hikes
United States
Illinois
Cook County

Crestwood

The best walks and hikes around Crestwood

5.0

(28)

231

hikers

21

hikes

Hikes around Crestwood, a suburb of Chicago, take advantage of the extensive Cook County Forest Preserve system. The area's landscape is characterized by a mix of woodlands, wetlands, and prairie, offering diverse habitats for wildlife. Most routes follow paved or unpaved trails through these preserves, providing generally flat terrain suitable for a range of fitness levels.

Best hiking trails around Crestwood

  • The most popular hiking route is Red Paved Loop — Tinley Creek Forest Preserve, a 10.8 mile (17.4 km) trail that takes about 4 hours 25 minutes to complete. This is a long, paved path through the preserve with minimal elevation change.
  • Another top favourite among local hiking enthusiasts is Lake Katherine Nature Center & Botanic Gardens loop via Cal-Sag Trail — Blue Island, Ilinois, an easy 4.5 mile (7.3 km) path. The route circles a 10-acre lake and connects to the longer Cal-Sag Trail.
  • Local hiking enthusiasts also love the Tinley Creek Purple Paved Trail loop — George W. Dunne National Golf Course, a 3.2 mile (5.1 km) trail leading through Tinley Creek Forest Preserve, often completed in about 1 hour 20 minutes.
  • Hiking around Crestwood is defined by its extensive forest preserves, paved greenway trails, and lakeside paths. The trail network provides options for different ability levels, from short, easy loops to longer distance hikes.
  • The routes in Crestwood are highly rated by the komoot community with an average score of 5.0 stars from more than 25 reviews. More than 200 hikers have used komoot to explore Crestwood's varied terrain.

Last updated: May 16, 2026

9

hikers

#1.

Lake Katherine Trail

1.70km

00:26

0m

0m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

4

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

1

hikers

17.4km

04:26

50m

50m

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate
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Tips from the Community

oliviakellis
January 17, 2024, Tinley Creek Forest Preserve

Discover the enchanting Tinley Creek Forest Preserve, a nature haven with picturesque landscapes. Traverse the gentle hills, wander through thriving prairies, and explore dense woodlands. Embark on a captivating journey alongside serene wetlands and enchanting ravines.

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Discover gardens, a waterfall, lakeside trails & native trees in the beautiful nature center and botanic gardens. The lake and gardens are free to enter and provide a beautiful location for a family-friendly stroll.

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Tinley Creek Forest Preserve is the perfect place to go for a hike and take your mind off your routine: it is a succession of lakes, trails and nature. Beautiful!

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Frequently Asked Questions

Are the hiking trails in Crestwood suitable for beginners?

Yes, the area is very welcoming for beginners. Most trails are located within the Cook County Forest Preserve system and are generally flat. For a great introductory hike, consider the Midlothian Meadows loop, which is a short and easy walk through a mix of prairie and woodland.

Can I bring my dog on the trails?

Dogs are generally welcome in the Cook County Forest Preserves, which host most of the area's trails, as long as they are on a leash. Always check the specific regulations for the preserve you plan to visit. Some local parks, like Walker Park in Crestwood, also have dedicated dog park areas.

Are there any challenging hikes near Crestwood?

While most trails are gentle, you can find more challenging options. The region has one hike rated as difficult. For a longer, more demanding trek, look towards the extensive trail systems in nearby areas like the Sag Valley Forest Preserve, which offers routes with more varied terrain and distance.

What are the best options for a family-friendly hike?

The area is great for families. The Pogie Lake Loop in the Oak Forest Heritage Preserve is an excellent choice. It's an easy, paved path that's suitable for strollers and little legs, offering pleasant views of the lake.

What kind of scenery can I expect on hikes around Crestwood?

The landscape is defined by the Cook County Forest Preserves, featuring a mix of peaceful woodlands, open prairies, and wetlands. Many trails follow paved greenways or circle serene lakes, offering a natural escape close to the city.

Are there any trails with waterfalls?

The hiking trails directly around Crestwood, Illinois, are not known for significant waterfalls. The terrain is mostly flat, characterized by forests, prairies, and lakes rather than the elevation changes needed for cascades.

How do I get to the trailheads and is there parking?

Most trailheads are located within the various forest preserves and parks, which are best accessed by car. These preserves typically provide dedicated parking lots near the main trail entrances. Public transport options may be limited, so driving is the most reliable way to reach the start of your hike.

Do I need to pay to use the hiking trails?

No, access to the trails within the Cook County Forest Preserve system is generally free for hikers. This makes it an accessible and affordable way to enjoy the outdoors.

What do other hikers think of the trails in Crestwood?

The trails around Crestwood are very highly rated by the komoot community. Hikers often praise the well-maintained paved paths that make for easy walking and the peaceful, natural setting of the forest preserves so close to an urban area.

What is the best time of year to hike in Crestwood?

You can hike around Crestwood year-round. Spring offers budding trees and wildflowers, summer provides lush green scenery, and autumn is spectacular with fall colors. Winter hiking is also possible, especially on the paved trails, but be sure to check conditions and dress for the cold.

Are there any long-distance hiking options?

Yes, the Cal-Sag Trail is a major multi-use path that runs through the region, connecting several communities and forest preserves. It offers a great option for those looking to cover more ground, whether for a long hike or a bike ride.

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