Dog Friendly Hiking Trails in Chestertown, MD

There are 7 dog-friendly hiking trails within 20 miles of Chestertown. 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 Chestertown.

Cross Island Trail

Stevensville, MD

Cross Island Trail The Cross Island 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 Stevensville! The map below shows a parking area with convenient access to the Cross Island 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. See Details

Adkins Arboretum

Ridgely, MD

Adkins Arboretum Adkins Arboretum is a 400-acre garden in Ridgely, MD. Enjoy miles of scenic paths through woodlands, meadows and wetlands with your leashed pup. Visitors must remain on the walking paths, and remember to clean up after your pets. See Details

Tuckahoe State Park

Queen Anne, MD

Tuckahoe State Park Fido is invited to spend the day exploring Tuckahoe State Park in Queen Anne, MD. Hike with your pooch on the 20 miles of pet-friendly hiking trails, or relax at a picnic area overlooking the water and adjacent woodland. The centerpiece of the park is a 60-acre lake, popular among anglers and recreational boat users alike. Leashed dogs are welcome to join you around the park in the day-use areas and on the trails. See Details

Kent Island South Trail

Stevensville, MD

Kent Island South Trail The Kent Island South Trail is a multi-use trail that's a great place to walk Fido in Stevensville! The map below shows a trailhead where you can pick up the Kent Island South 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. See Details

Turkey Point Lighthouse

North East, MD

Turkey Point Lighthouse Turkey Point Lighthouse is a pet-friendly seasonal attraction in North East, MD. Your leashed pup is welcome to join you for a brisk walk up the lighthouse, where a water bowl will await them. Upon arrival, you'll have breathing views of the Chesapeake Bay. Their operating season is held from May through October. See Details

Cross Island Trail

Chester, MD

Cross Island Trail The Cross Island 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 Chester! The map below shows a parking area with convenient access to the Cross Island 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. See Details

Eastern Neck National Wildlife Refuge

Rock Hall, MD

Eastern Neck National Wildlife Refuge Rock Hall, MD is home to Eastern Neck National Wildlife Refuge. This dog-friendly area welcomes leashed four-legged friends to explore alongside their owners. Keep an eye out when visiting this 2,285-acre refuge, as you just might see one of the over 240 species that inhabit the land. Owners are responsible for cleaning up after their pets. See Details