Dog Friendly Hiking Trails in Chestertown, MD

There are 5 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.

Pet Friendly Kent Island Dog Park
Kent Island Dog Park Bring your pet to romp and play off-leash at this Stevensville dog park near hiking trails. See Details
Pet Friendly Cross Island Trail
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 This 400-acre garden includes miles of paths through woodlands, meadows, and wetlands - a wonderful place for you to explore with your on-leash pet. See Details
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
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