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Best trails in Chesterton

1417 Reviews
Looking for a great trail near Chesterton, Indiana? AllTrails has 23 great hiking trails, trail running trails, walking trails and more, with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers, and nature lovers like you. If you're looking for the best trails in Indiana Dunes National Park, we've got you covered. You'll also find some great local park options, like Imagination Glen Park or Moraine Nature Preserve. Just looking to take a quick stroll? We've got 13 easy trails in Chesterton ranging from 1 to 10.3 miles and from 587 to 754 feet above sea level. Start checking them out and you'll be out on the trail in no time!
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Map of trails in Chesterton
Top trails (23)
#1 - Indiana Dunes Trail 8 to Trail 4 Loop
Indiana Dunes State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(247)
Length: 1.8 mi • Est. 56 m
Challenge yourself, your friends and your family to climb the three tallest sand dunes at Indiana Dunes State Park. The 1.5-mile challenge trail is the toughest in the park, with 552 vertical feet to Show more
#2 - Indiana Dunes Trail 9 and 10 Loop
Indiana Dunes State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(178)
Length: 3.8 mi • Est. 1 h 39 m
This trail offers lovely views of Lake Michigan and beautiful native plants along the route. As you climb the dunes, it can be challenging but the views are worth it!Show more
#3 - Little Calumet River and Mnoke Prairie Trail
Indiana Dunes National Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(120)
Length: 3.9 mi • Est. 1 h 41 m
This featured hike combines sections from several trails into a perimeter loop hike. Start the hike at the Bailly / Chellberg parking lot and head north on the Bailly Homestead / Chellberg Farm Trail.Show more
#4 - Indiana Dunes Trail 9
Indiana Dunes State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(131)
Length: 3.8 mi • Est. 1 h 41 m
Indiana Dunes Trail 9 is a 3.8 mile moderately trafficked loop trail located near Chesterton, Indiana that features beautiful wild flowers and is rated as moderate. The trail is primarily used for hikShow more
#5 - Imagination Glen
Imagination Glen Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(76)
Length: 6.9 mi • Est. 2 h 55 m
Two sections of trail, both are loops. You have the front side and the dark side. All trails have narrow paths made for mountain biking. There are also a lot of wood obstacles throughout the woods madShow more
#6 - Johnson's Hill to Trail 8 to Trail 9 and Trail 10 Loop
Indiana Dunes State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow Star(49)
Length: 5.3 mi • Est. 2 h 26 m
Johnson's Hill to Trail 8 to Trail 9 and Trail 10 Loop is a 5.3 mile moderately trafficked loop trail located near Chesterton, Indiana that offers scenic views and is rated as moderate. The trail is pShow more
#7 - Indiana Dunes Trail 10 and Trail 2 Loop
Indiana Dunes State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(48)
Length: 7.7 mi • Est. 3 h 15 m
Note: Users have reported that Trail 2 is currently closed. Please check with the park page for updates.There is much dune diversity on this hike, from black oaks and pines to dune grass and water floShow more
#8 - Indiana Dunes Nature Center Trail
Indiana Dunes State Park
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(96)
Length: 0.2 mi • Est. 5 m
Indiana Dunes Nature Center Trail is a 0.2 mile moderately trafficked out and back trail located near Chesterton, Indiana and is good for all skill levels. The trail is primarily used for hiking, walkShow more
#9 - Glenwood Dunes Trail
Indiana Dunes National Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(73)
Length: 6.7 mi • Est. 2 h 49 m
Note: Users have reported that a section of this loop is currently closed. The featured loop hike is equestrian friendly and also a favorite of cross-country skiers. Park at the Glenwood Dunes parkinShow more
#10 - Mount Jackson, Mount Holden, and Mount Tom Loop
Indiana Dunes State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(35)
Length: 1.7 mi • Est. 53 m
Mount Jackson, Mount Holden, and Mount Tom Loop is a 1.7 mile moderately trafficked loop trail located near Chesterton, Indiana that features a lake and is rated as moderate. The trail is primarily usShow more
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