Dog Friendly Hiking Trails in Bailey Island, ME

There are 25 dog-friendly hiking trails within 20 miles of Bailey Island. 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 Bailey Island.

Eastern Trail

South Portland, ME

Eastern Trail The Eastern 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 South Portland! The map below shows a parking area with convenient access to the South Portland Pathway. 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

Sebago to the Sea Trail

Portland, ME

Sebago to the Sea Trail Sebago to the Sea Trail is a pet-friendly recreation trail stretching 28 miles from Sebago Lake to Casco Bay in Portland, ME. The trail winds alongside the Presumpscot River for much of the way. Make sure you keep Fido on a leash during your visit in case you meet some local wildlife on your hike together. See Details

Back Cove Trail

Portland, ME

Back Cove Trail Leashed dogs are allowed at one of the oldest and most popular of the trails in Portland, Back Cove Trail, which offers great views of the Portland skyline. Set along Portland’s iconic Baxter Blvd on Back Cove, this park has a 3-mile multi-use path, athletic field, horticultural gardens, fitness course, and wildlife viewing areas. The tree-lined stone dust and paved path boasts views of the skyline while hugging the edges of a tidal estuary basin. There are abundant opportunities for birding, biking, running and walking. The Back Cove trail was first visioned by James Phinney Baxter, mayor of Portland in the late 1800’s and early 1900’s. The Back Cove trail was completed in 1917 after a combined effort by many Portland residents. See Details

Winnick Woods

Cape Elizabeth, ME

Winnick Woods Winnick Woods is a pet-friendly 71-acre parcel comprising a 1.7-mile loop in Cape Elizabeth, ME. This recreational area was graciously donated to the town and features eight gravel parking spots with kiosks for your furry companions. Dogs can roam freely under voice command, although it's important to note that hunting is allowed in the vicinity. See Details

Rines Forest

Cumberland Foreside, ME

Rines Forest Rines Forest is a magnificent 272-acre woodland in the heart of Cumberland Foreside, ME. This pet-friendly trail allows your pup to tag along as you come across cascading waterfalls, popular trails and places of solitude. Dogs are allowed under owner voice, electronic, or whistle control, however please note hunting and snowmobiles are also permitted on select routes. See Details