4.5
(38)
242
riders
18
rides
Touring cycling routes around Crestwood feature diverse landscapes, including riverine paths, wooded sections, and an extensive network of greenway trails. The terrain offers a mix of paved surfaces and natural paths, with gentle elevation changes. These routes often run along the Meramec River, showcasing views of limestone bluffs and woodlands.
Last updated: June 28, 2026
4.0
(4)
17
riders
30.4km
01:45
100m
100m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
70.1km
04:00
150m
150m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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4.9
(11)
65
riders
33.1km
02:06
100m
100m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.7
(7)
34
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
4.8
(5)
18
riders
52.5km
03:04
140m
140m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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The Calumet-Saganashkee Channel, more commonly known as the Cal-Sag Channel, is a 16-mile-long shipping canal is Cook County. It was constructed in the early 1900s and played an important role in inland shipping.
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This section of the Centennial Trail takes you from Lemont to Willow Springs and passes through Waterfall Glen Forest Preserve. The path passes through a treelined, green landscape and is a very relaxing place to ride.
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The Cal-Sag Trail, or Calumet-Sag Trail, is a paved multi-use path spanning 16.2 miles. It connects the John Husar I&M Canal Trail in Lemont to the Major Taylor Trail in Riverdale. Users hug the Cal-Sag Channel, getting nice waterway views and shade from the surrounding forests. Future plans aim to extend the trail to 26 m
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Stretching from Dan Ryan Woods south to Whistler Woods, the Major Taylor Trail offers a diverse route with paved, off-street, and on-street segments managed by the Chicago Park District. Named after Marshall "Major" Taylor, an African-American bicycle racer and civil rights advocate, the trail pays homage to Taylor's exceptional career.
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The Saganashkee Slough is an artificial lake and part of the Cal-Sag Canal valley. This wetland had been drained, then, between 1948 and 1949, a lake was created through the construction of dams and levees.
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This is a paved 30-mile (48 km) bike trail that traces a former railway line through Snohomish and Skagit county. You ride through beautiful scenery – green farmland, creeks and rivers frame your ride. The trail is shared use so be mindful of pedestrians. Near Arlington, you can connect to the Whitehorse Trail to extend your ride.
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One of the country's oldest and largest conservation districts, this park encompasses nearly 70,000 acres of managed land. With over 40 miles of unpaved trails, it is an ideal destination for hikers, runners, and bikers.
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Turtlehead Lake is a highly popular spot for fishing lovers in the area, where you can stop to rest and enjoy its picnic areas and the beauty of nature.
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The touring cycling routes in and around Crestwood feature diverse landscapes, including riverine paths, wooded sections, and an extensive network of greenway trails. You'll find a mix of paved surfaces and natural paths, generally with gentle elevation changes, offering a varied riding experience. Many routes run along the Meramec River, showcasing views of limestone bluffs and woodlands.
Yes, Crestwood offers several easy touring cycling routes. For example, the Tinley Creek Purple, Green, and Red Trails Loop is an easy 18.9-mile (30.4 km) ride. Another great option is the Tinley Creek Forest Preserve – Turtlehead Lake loop from Chicago Gaelic Park, which is an easy 18.2-mile (18.2 km) trail.
For those looking for a longer ride, the Major Taylor and Thorn Creek Trails Loop is a moderate 43.6-mile (70.1 km) path that connects two significant greenways. Another popular moderate route is the Saganashkee Slough – Cal-Sag Channel loop from Worth, covering 20.6 miles (33.1 km) through riverine landscapes.
Many routes follow the Meramec River, offering picturesque views of limestone bluffs and woodlands. The Meramec Greenway Trail is particularly known for its scenic beauty. You can also explore natural attractions like Turtlehead Lake, McClaughry Springs Woods, and Forty Acre Woods, which are often accessible from or near the cycling paths.
The touring cycling routes around Crestwood are highly rated by the komoot community, with an average score of 4.4 stars from around 30 reviews. Cyclists often praise the diverse landscapes, the extensive network of greenway trails, and the pleasant mix of paved and natural surfaces.
Yes, many of the touring cycling routes in Crestwood are designed as loops, offering convenient circular journeys. Examples include the Tinley Creek Purple, Green, and Red Trails Loop and the Major Taylor and Thorn Creek Trails Loop, allowing you to start and finish at the same point.
Absolutely. Crestwood's cycling routes often connect to or pass through various parks. For instance, the Meramec Greenway Trail leads to numerous parks. Whitecliff Park, the largest park in Crestwood, features walking and bike trails, and a scenic quarry fishing hole. Other city parks like Crestwood Park and Ferndale Park also offer recreational facilities.
While touring cycling is enjoyable for much of the year, spring and fall generally offer the most comfortable temperatures and beautiful scenery with changing foliage or blooming wildflowers. Summer can be pleasant, but it's advisable to ride earlier in the morning or later in the afternoon to avoid the midday heat.
Yes, several routes traverse or are adjacent to significant natural areas. The Tinley Creek Forest Preserve – Turtlehead Lake loop is a prime example. You'll also find routes near Palos Preserves and Tinley Creek Forest Preserve, offering immersive experiences in wooded environments.
There are approximately 18 touring cycling routes available in the Crestwood area, catering to various skill levels from easy to difficult. This includes 11 easy routes, 6 moderate routes, and 1 difficult route.
Routes that follow the Meramec River or pass through wooded sections like the Meramec Greenway Trail are excellent for nature observation. Areas around McClaughry Springs Woods and Forty Acre Woods offer opportunities to experience the local flora and fauna in a tranquil setting.


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