5.0
(4)
121
runners
28
runs
Jogging routes around Chesterton offer a diverse landscape for runners, characterized by gentle elevation changes and a mix of natural environments. The region provides access to trails near Indiana Dunes State Park, featuring sandy paths and marshlands. These running routes traverse open spaces and natural areas, suitable for various fitness levels.
Last updated: June 25, 2026
7
runners
8.70km
01:03
20m
20m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
10
runners
6.66km
00:41
30m
30m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(1)
8
runners
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
7
runners
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
6
runners
15.5km
01:37
110m
110m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Chesterton
A beautiful boardwalk leads across the unique swamp landscape.
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Far more interesting than a "room with a view," this viewpoint in Indiana Dunes State Park offers a nice lookout over the water.
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Nestled in Chesterton, Coffee Creek Watershed Preserve spans 157 acres of diverse ecosystems running along Coffee Creek. Featuring trails, wetlands, and woodlands, it offers a serene escape for nature enthusiasts. The preserve fosters environmental education, wildlife habitat conservation, and community appreciation for the natural world.
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The trail leads over a bridge with a beautiful view over the marshland
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Mount Tom is the highest dune in the state of Indiana at 192 feet above Lake Michigan. From the top you get stunning views of Lake Michigan and on a clear day you can see the skyline of Chicago.
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Mount Holden stands 184 feet above Lake Michigan, making it the second highest dune in the state of Indiana.
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At 176 feet above Lake Michigan, Mount Jackson is the third highest dune in the state of Indiana.
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There are over 25 dedicated running routes around Chesterton, offering a variety of distances and difficulty levels for joggers.
Yes, Chesterton offers several easy running paths perfect for beginners. For example, the Mount Holden – Mount Tom Viewpoint loop from Indiana Dunes State Park is an easy 1.7-mile (2.8 km) path with gentle ascents, ideal for those starting out.
The jogging routes around Chesterton feature a diverse landscape, characterized by gentle elevation changes and a mix of natural environments. You'll find sandy paths and marshlands, especially near Indiana Dunes State Park, as well as open spaces and natural parklands.
Absolutely. The Mount Holden – Mount Tom Viewpoint loop from Indiana Dunes State Park offers views within the state park. You can also find scenic spots like Mount Holden and various views of Lake Michigan Beach and Sand Dunes along other trails.
Many routes traverse areas with notable natural attractions. You might encounter the Dunes Succession Trail, the expansive Lake Michigan Beach and Sand Dunes, or the unique Cowles Bog National Natural Landmark. Several trails also offer views of Lake Michigan.
Yes, many of Chesterton's running routes are loops, providing a convenient way to start and finish at the same point. Examples include the popular Running loop from Speedway and the Boardwalk - Great Marsh loop from Indiana Dunes State Park.
Many natural areas and parks in Chesterton, including parts of Indiana Dunes State Park, generally allow dogs on trails, often requiring them to be on a leash. It's always best to check specific park regulations before heading out with your canine companion.
For families with buggies, look for routes designated as 'easy' with minimal elevation gain and wider, paved or well-maintained gravel paths. While specific buggy accessibility varies, routes within Indiana Dunes State Park that feature boardwalks or wider trails might be suitable. Always check the route details for surface information.
Many routes start from locations with designated parking. For instance, routes like the Mount Holden – Mount Tom Viewpoint loop often begin from within Indiana Dunes State Park, which has parking facilities. Other routes may start near public areas or churches, such as the Running loop from Liberty Bible Church.
Spring and fall generally offer the most pleasant running conditions in Chesterton, with mild temperatures and beautiful scenery. Summer can be warm and humid, while winter brings colder temperatures and potential snow or ice, though dedicated runners still enjoy the trails year-round.
Winter running in Chesterton can be challenging due to colder temperatures, potential snow, and icy patches, especially on less maintained trails. However, many routes remain accessible, offering a unique, quiet experience. Be prepared for muddy conditions during thaws and wear appropriate gear.
While popular spots like Indiana Dunes State Park can see more visitors, Chesterton offers 27 running routes, providing ample opportunity to find quieter trails, especially during off-peak hours or by exploring some of the less-trafficked loops outside the main park areas.
The running routes in Chesterton are highly rated by the komoot community, with an average score of 5.0 stars. Runners often praise the diverse terrain, from sandy paths to natural parklands, and the opportunity to experience the natural beauty of the Indiana Dunes area.


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