Dog Friendly Activities in Windham, ME

There are 3 dog friendly activities in Windham, and 58 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 Windham.

Pet Friendly Mountain Division Trail
Mountain Division Trail The Mountain Division 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 Windham! The map below shows a parking area with convenient access to the Mountain Division 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
Pet Friendly Donnabeth Lippman Park/Chaffin Pond
Donnabeth Lippman Park/Chaffin Pond This 123 acre park has a trail that circles Chaffin Pond. It has recently been renovated with a new parking lot and picnic tables next to the pond. There is a sandy area just down the main trail that is great for your dog to go swimming. This pond is also popular for fishing and mt. biking on the trails. Beware! Some of the trails are very low and get wet. Be prepared for mud on the back side of the lake. See Details
Lowell Preserve Trailhead Lowell Preserve Trailhead is pet-friendly. From here, you can make your way around over 300 acres of forest conservation area that has more than 8 miles of trails for all types of users from hikers to ATV users. Leashed pups are welcome to join you. Dog owners are reminded to clean up any mess left behind. See Details
Willard Beach Willard Beach is a public beach less than 5 minutes from Portland. In the summer months, dogs can run off leash (under voice control) from 7:00 am to 9:00 am. In the off-season (September 30 to May 1st), dogs are welcome anytime. Between May 1 and September 30, dogs are not allowed on the beach except between the hours of 7:00 am and 9:00 am and 7:00 pm and 9:00 pm. Willard Beach is a great sandy beach with cold, but inviting water for swimmers. Dogs love to play and romp on this scenic beach! See Details
Quarry Run Dog Park Quarry Run Dog Park has seven acres of fenced, off-leash play space for dogs and their humans to enjoy. Inside the large fenced area is a smaller fenced area for smaller dogs to play without stress. Outside of the park, there are acres of trails to explore with your leashed dog. Bring your own water and waste bags and be aware that it can get quite muddy after rain. See Details
Paint Outdoors in Portland, Maine 'Paint Outdoors in Portland, Maine' is a pet-friendly Airbnb Experience hosted by Jo-Ann. A well-behaved dog would be welcome with prior approval, as there could be many distractions throughout the workshop. You will get to paint plein air on the rocky shores of Portland. Your host will introduce you to beautiful landscapes and give your tips on painting outside with watercolors. Beginners through advanced painters are welcome. All materials are included. Painting locations may require some light hiking and extended periods of standing. The experience lasts 3.5 hours and can accommodate up to 4 guests ages 18 and up. Rates start at $95 per person. See Details
Crescent Beach State Park Bring your pet to explore the rocks at this popular beach. They're welcome on-leash from October 1st to March 31. Check times as beach narrows greatly at high tide. See Details
Mackworth Island Mackworth Island, a legislated bird sanctuary, is a great place to walk dogs oceanside as you take in the sites. Open to visitors from dawn to dusk. See Details
East End Beach at Eastern Promenade Park Off-Leash Area Bring your pet for a bit of off-leash play in the designated areas of East End Beach and the Northwest Shore at this Portland city park. Off-leash hours are in the summer (Memorial Day to Labor Day) before 9am and after 5pm, and in the winter (Labor Day to Memorial Day) anytime during park hours (5am-10pm). See Details
Valley Street Dog Park Valley Street Dog Park is a large fenced park where dogs can run and play without leashes. Features include benches, water station, and shaded areas. See Details
Casco Bay Lines All aboard this working mailboat! You and your furry friend will be able to see the islands of Casco Bay, including Little Diamond, Great Diamond, Long, Cliff, and Chebeague, as you ride onboard the boat bringing mail and freight to the islands. Just make sure your dog is leashed during this unique boat tour. See Details
Hinckley Park August 2021 - Concerns about unleashed dogs, dog waste and invasive species at Hinckley Park has prompted the South Portland City Council to enact a temporary leash requirement in the park. The off-leash area in this South Portland park includes two ponds where your pooch can go for a swim. Be careful as the area is not fenced. See Details
Bug Light Park While not a dog park, this is a highly visited area by many of the local pups. Pets love the chance to play off-leash in the designated area of this park, which includes beach access. Be careful as the area is not fenced. See Details
Baxter Woods Baxter Woods is a forested retreat in the midst of residential neighborhoods where you and your dog can enjoy a stroll along the primary or secondary trails. Dogs must be leashed at all times and humans must clean up after their dogs. See Details
Portland Discovery Land and Sea Tours Portland harbor and city tours, including area lighthouses and local wildlife (e.g., seals, osprey). Leashed, well-behaved dogs are welcome on both the boats and trolleys for no additional fee. See Details
Capisic Pond Park Your pet can join you off-leash as you walk this lovely lakeside trail as long as they remain under strict voice control. Be aware, though, that the area is not fenced. See Details
Fort Williams Park Leashed dogs are welcome to enjoy Fort Williams Park with their humans. Located adjacent to the famous Portland Head Light, Fort Williams Park offers more than 90 acres of space where you and your pup can enjoy a picnic, walk along the paths, explore the cliff-side loop and rocky beach, and spend a day in the great outdoors. Dogs must be leashed at all times. See Details
Couple Photo Session - Downtown Portland 'Couple Photo Session - Downtown Portland' is a pet-friendly Airbnb Experience hosted by Jamie. Create some lasting memories with your pooch at this photoshoot in Portland. Explore the Eastern Promenade to the industrial buildings downtown, as your host captures the best photos of you along the way. After your session, you will receive 25 professionally edited images. The experience lasts 1 hour and can accommodate up to 2 guests ages 18 and up. Rates start at $75 per person. See Details
Private Ferry Tour of the Bay & Oysters 'Private Ferry Tour of the Bay & Oysters' is a pet-friendly Airbnb Experience hosted by Rochelle. Hop aboard the Casco Bay Ferry Lines, enjoy two different wine pairings and tour the culture and history of Casco Bay. Dogs are welcome with prior approval from host. The experience lasts 3 hours and can accommodate up to 8 guests ages 18 and up. Rates start at $74 per person. See Details
Old Orchard Beach Dog Park fenced in area next to Mall Plaza and basket ball courts. Two benches See Details
1 Hour Personal Photoshoot in Portland '1 Hour Personal Photoshoot in Portland' is a pet-friendly Airbnb Experience hosted by Savannah. This experience includes a personalized one hour photoshoot for you and your dog with 15 finished photos. Savannah always shoots around Portland, so knows the best locations downtown, along the water and in the woods. The experience lasts 1 hour and can accommodate up to 3 guests ages 16 and up. Parents may also bring children under 2 years of age. Guests should be prepared to be outdoors for the duration of the shoot and for some mild walking/exploring. Rates start at $295 per person. See Details
Eastern Trail (Scarborough) The Eastern Trail (Scarborough) 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 Scarborough! The map below shows a parking area with convenient access to the Eastern Trail (Scarborough). 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
Mountain Division Trail The Mountain Division 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 Standish! The map below shows a parking area with convenient access to the Mountain Division 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 Promenade Trail The Eastern Promenade 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 Portland! The map below shows a parking area with convenient access to the Eastern Promenade 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