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Dog Friendly Hiking Trails in Chesterton, IN

There are 4 dog-friendly hiking trails in Chesterton, and 20 more nearby. Use the links below to get an overview of each one, see pictures, print directions, and even read reviews from other dog owners. Coming from out of town? Get a discounted rate on pet friendly hotels in Chesterton.

Pet Friendly Coffee Creek Preserve

Coffee Creek Preserve

Coffee Creek Preserve

Coffee Creek Preserve is a pet-friendly destination in Chesterton, IN. Your leashed four-legged family member can tag along as you explore the area. The preserve has over 5 miles of trails that wind through the woods along the creek, beginning with a boardwalk and then meandering through the forest, crossing seven charming bridges along the way.

Pet Friendly Iron Horse Heritage Trail

Iron Horse Heritage Trail

Iron Horse Heritage Trail

The Iron Horse Heritage Trail is one of 1600 rail-trails supported by Rails-to-Trails Conservancy, a nonprofit organization that is working to create a nationwide network of trails from former rail lines and connecting corridors. Previously an unused railroad corridor, this "rail-trail" is now a great place to walk Fido in Chesterton! The map below shows a parking area with convenient access to the Iron Horse Heritage Trail. Rails-to-Trails Conservancy has generously provided map data for this trail to Bring Fido for informational purposes only. For more detailed trail information, please visit TrailLink.com.

Prairie-Duneland Trail

Prairie-Duneland Trail

The Prairie-Duneland Trail is one of 1600 rail-trails supported by Rails-to-Trails Conservancy, a nonprofit organization that is working to create a nationwide network of trails from former rail lines and connecting corridors. Previously an unused railroad corridor, this "rail-trail" is now a great place to walk Fido in Chesterton! The map below shows a trailhead where you can pick up the Prairie-Duneland Trail. Rails-to-Trails Conservancy has generously provided map data for this trail to Bring Fido for informational purposes only. For more detailed trail information, please visit TrailLink.com.

Brookdale Park

Brookdale Park is pet-friendly. Bring your leashed pooch to this small park to explore pathways that circle a grassy field, structures and a fishing pond. Pause for a while at the picnic tables in the field. Visitors are reminded to clean up any mess that is left behind. Brookdale Park is best accessed during daylight hours.

Gabis Arboretum & Gardens

Gabis Arboretum & Gardens

Connect with nature and Fido on the dog-friendly trails at Gabis Arboretum & Gardens in Valparaiso, IN. The Arboretum is part of the Purdue Northwest University and serves as a place for education, conservation and engagement. Please leash and clean up after your pets on the trails.

Diana of the Dunes Dare

Diana of the Dunes Dare

Unleash your adventurous side and take on the Diana of the Dunes Dare. This pet-friendly hiking challenge follows the path of Chicago native Alice Mabel Gray, who left behind a career at the U.S. Naval Observatory to live in what is now Indiana Dunes National Park. This unusual lifestyle earned Alice the nickname Diana of the Dunes. Fido can tag along as you follow in Diana's footsteps, but dogs must be kept on a leash.

Cowles Bog Trail

Cowles Bog Trail

Designated as a National Natural Landmark, Cowles Bog Trail is a hiking path rich in plant diversity near Dune Acres. This 4.7-mile trail is located in Indiana Dunes National Park and is a popular destination for viewing Fall colors in the cooler months. Fido is welcome to explore the swamps, marshes, beaches and views of Lake Michigan along the hike, but dogs must be kept on a leash.

The Richardson Preserve

The Richardson Preserve

Located off Highway 35 between Michigan City and La Porte, IN, the Richardson Preserve—nicknamed the Hidden Hundred—is a dog-friendly natural area perfect for peaceful walks with your pup. With a mix of plant communities and nearly 300 native plant species, it’s a haven for wildlife and nature lovers. Birdwatchers will enjoy spotting over 100 species, including hawks, owls, hummingbirds and woodpeckers.

Brincka Cross Gardens

Michigan City, IN

Brincka Cross Gardens

Brincka Cross Gardens is pet-friendly. Developed by an artist, this beautiful garden in Michigan City welcomes dogs to join their owners on a walking tour. You and your pooch are welcome to explore four acres of landscaped gardens and 21 acres of pristine woodlands. The gardens boast hundreds of hostas, daffodils, crabapple trees, ornamental grasses, and more, all surrounding a Frank Lloyd Wright-inspired house. Dog owners are reminded to clean up any mess that is left behind. Brincka Cross Gardens are open every day of the week from dawn until dusk.

Friendship Botanic Gardens

Michigan City, IN

Friendship Botanic Gardens

Come and experience the Gardens’ abundant nature and wildlife along the walking and hiking trails. We have multiple dog walking trails of varying length through the valley of Trail Creek. You can choose a short dog friendly trail if you are pressed for time, or go down multiple paths while enjoying the wonderful features the Gardens have to offer. Dogs must be leashed at all times. Please come prepared to clean up after your pet. Let’s keep the garden trails serene and clean for all visitors.

Sunset Hill Farm County Park

Sunset Hill Farm County Park

Sunset Hill Farm County Park is a pet-friendly recreational area in Valparaiso, IN. Situated on 238 acres, this natural area on a former farm is home to wonderful wooded trails to explore with your leashed pooch. Dog owners are reminded to clean up after pups.

Prairie Duneland Trail

Prairie Duneland Trail

Prairie Duneland Trailis one of 1600 rail-trails supported by Rails-to-Trails Conservancy, a nonprofit organization that is working to create a nationwide network of trails from former rail lines and connecting corridors. Previously an unused railroad corridor, this "rail-trail" is now a great place to walk Fido in Portage! The map below shows a trailhead where you can pick up the Prairie Duneland Trail. Rails-to-Trails Conservancy has generously provided map data for this trail to Bring Fido for informational purposes only. For more detailed trail information, please visit TrailLink.com.

Prairie Duneland Trail

Prairie Duneland Trail

Prairie Duneland Trail is one of 1600 rail-trails supported by Rails-to-Trails Conservancy, a nonprofit organization that is working to create a nationwide network of trails from former rail lines and connecting corridors. Previously an unused railroad corridor, this "rail-trail" is now a great place to walk Fido in Hobart! The map below shows a trailhead where you can pick up the Prairie Duneland Trail. Rails-to-Trails Conservancy has generously provided map data for this trail to Bring Fido for informational purposes only. For more detailed trail information, please visit TrailLink.com.

Oak Savannah Trail

Oak Savannah Trail

The Oak Savannah Trail is one of 1600 rail-trails supported by Rails-to-Trails Conservancy, a nonprofit organization that is working to create a nationwide network of trails from former rail lines and connecting corridors. Previously an unused railroad corridor, this "rail-trail" is now a great place to walk Fido in Hobart! The map below shows a parking area with convenient access to the Oak Savannah Trail. Rails-to-Trails Conservancy has generously provided map data for this trail to Bring Fido for informational purposes only. For more detailed trail information, please visit TrailLink.com.

Tollestone Dunes Trail

Tollestone Dunes Trail

Tollestone Dunes Trail in Portage, IN is dog friendly. This quiet pathway is home to lots of trees along the way, perfect for a long exercise even on hot days. Leashed dogs are welcome, as long as they are cleaned up after and kept under control around other hikers.

Ambler Flatwoods Nature Preserve

Michigan City, IN

Ambler Flatwoods Nature Preserve

Ambler Flatwoods Nature Preserve features dog-friendly trails in Michigan City, IN. This 521-acre area has over four miles of trails that are mostly flat. The main parking lot is located just north of Tryon Road on the west side of Meer Road. Parking for the northern trailhead is located on Freyer Road, just east of Meer Road.

Portage Lakefront and Riverwalk Trail

Portage Lakefront and Riverwalk Trail

Take Fido for a scenic hike along the Portage Lakefront and Riverwalk Trail in Portage, IN. The area features multiple, pet-friendly hiking trails that allows visitors to experience the natural beauty of the dunes. Portage Lakefront and Riverwalk Trail is also a great spot for bird watching. Parts of the trail system provide access to Lake Michigan.

Creekside Park

Leashed dogs are welcome to enjoy a walk with you at pet-friendly Creekside Park in Valparaiso, IN. This community park is home to a multi-use trail system with over 13 miles of soft surface paths for biking, hiking and walking. The park is open dawn to dusk seven days a week.

Cressmoor Prairie Nature Preserve

Cressmoor Prairie Nature Preserve

Cressmoor Prairie Nature Preserve features a .78-mile, dog-friendly trail through the rare, black-soil prairie in Hobart, IN. Please note that portions of the trail can have standing water during seasonally wet periods of the year. Late summer through fall is the best time to visit. Please keep Fido leashed.

Ruby Woods

Michigan City, IN

Leashed dogs are welcome to join their nature-loving owners at Ruby Woods, a pet-friendly recreation are in Michigan City, IN. Spanning 35 acres, this scenic park offers peaceful walking trails perfect for exploring with your pup. Popular with hikers, mountain bikers, and bird watchers, it’s an ideal spot to unwind and reconnect with nature.

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Chesterton, IN, US