Chesterton, a region in Indiana, is characterized by its diverse natural landscapes, offering a variety of outdoor experiences. Situated near the Indiana Dunes National Park and State Park, the area features dramatic sand dunes, Lake Michigan shoreline, and a mix of bogs, marshes, and forests. The Coffee Creek Watershed Preserve further contributes to the region's ecological diversity with its restored wetlands and extensive trail system. These varied terrains support several sports like road cycling, hiking, touring cycling, mountain biking, and…
90
Routes
4.3
(116)
Average rating
1308
People visited

5.0
(1)
3
riders
22.6km
01:20
40m
40m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

5.0
(1)
5
riders
24.7km
01:45
90m
90m
Moderate mountain bike ride. Great for any fitness level. Advanced riding skills necessary.

3.8
(4)
7
riders
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

3.0
(1)
3
riders
41.6km
02:51
280m
280m
Moderate mountain bike ride. Good fitness required. Advanced riding skills necessary.
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5.0
(5)
86
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

5.0
(2)
122
riders
51.1km
02:13
220m
220m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

47
riders
55.3km
02:37
560m
560m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

3.5
(2)
44
riders
26.6km
01:07
110m
110m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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3.8
(6)
50
hikers
7.28km
01:50
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

3.8
(4)
46
hikers
5.20km
01:19
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

4.0
(22)
24
hikers
7.22km
01:50
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

20
hikers
6.98km
01:48
40m
40m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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4.3
(3)
20
riders
25.7km
01:29
100m
100m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

4.4
(5)
23
riders
35.3km
02:06
120m
120m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

3.0
(1)
15
riders
141km
08:22
550m
550m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(3)
12
riders
25.8km
01:30
70m
70m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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3.0
(1)
44
runners
6.12km
00:38
20m
20m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(1)
36
runners
9.20km
00:58
30m
30m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

33
runners
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

12
runners
5.84km
00:36
20m
20m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

2
riders
27.0km
01:36
140m
140m
Easy gravel ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

2
riders
9.64km
00:37
70m
70m
Easy gravel ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

2
riders
33.4km
02:10
260m
260m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Chesterton offers diverse outdoor activities including Road cycling, Hiking, Touring cycling, Mountain biking, Jogging, and Gravel biking. The region features 19 routes with an average rating of 4.49 stars from over 1,000 ratings. These activities take place across varied landscapes such as sand dunes, Lake Michigan shoreline, and wetlands.
The Prairie-Duneland Trail is a notable paved rail-trail for road cyclists, extending over 11 miles (17.7 km) from Chesterton to Hobart. It includes amenities like water fountains. The Westchester-Liberty Trail also provides shared-use paths connecting to other regional trails. For more options, refer to the Road Cycling Routes around Chesterton guide.
Hiking opportunities are abundant within the Indiana Dunes National and State Parks, offering over 60 miles (96.5 km) of paths. The Coffee Creek Watershed Preserve also provides over 5 miles (8 km) of trails amidst restored wetlands and diverse flora. More details are available in the Hiking around Chesterton guide.
Chesterton offers mountain biking opportunities with approximately 18 trails, mostly categorized as easy. Some trails are suitable for e-biking. Specific routes and details can be found in the MTB Trails around Chesterton guide.
Trails in Chesterton provide access to the Indiana Dunes National and State Parks, featuring sand dunes up to 125 feet and the Lake Michigan shoreline. The Coffee Creek Watershed Preserve showcases restored wetlands and diverse plant species. The Valparaiso Moraine is also visible in the distance.
The Prairie-Duneland Trail is a paved rail-trail suitable for family cycling, stretching over 11 miles (17.7 km) and featuring water fountains. Its flat terrain makes it accessible for various skill levels. The Westchester-Liberty Trail also offers shared-use paths for family outings.
Chesterton offers a range of trail difficulties. Many mountain biking trails are categorized as easy. The Prairie-Duneland Trail is a flat, paved path suitable for beginners and touring cyclists. The Indiana Dunes parks offer varied hiking paths, some with significant elevation changes due to sand dunes.
Chesterton is a popular destination on komoot, with over 15,000 visitors having shared their experiences. The region's 19 routes have received an average rating of 4.49 out of 5 stars from more than 1,000 ratings.
Yes, komoot offers several guides for Chesterton, including Road Cycling Routes around Chesterton, Hiking around Chesterton, and MTB Trails around Chesterton. Other guides cover Easy hikes, Cycling, Running, and Gravel biking.
The official website for the Town of Chesterton, Indiana, is www.chestertonin.org. This site provides general information about the town and its services.
The phone number for the Town of Chesterton is (219) 926-1641. This number can be used for general inquiries regarding the town.
The Prairie-Duneland Trail offers a continuous paved path over 11 miles (17.7 km) from Chesterton to Hobart, suitable for longer rides. This trail also connects to other regional shared-use paths, allowing for extended cycling excursions.
The Coffee Creek Watershed Preserve is a 157-acre natural habitat in Chesterton. It features over 5 miles (8 km) of trails, seven bridges, and a meandering creek. The preserve is known for its restored wetlands, 400 native plant species, and abundant birdlife.

