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Dog Friendly Activities in Cumberland, ME

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There are 78 dog friendly activities within 20 miles of Cumberland. 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 Cumberland.

Pet Friendly Eastern Promenade Trail

Eastern Promenade Trail

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.

Pet Friendly Shipyard Brewing Company

Shipyard Brewing Company

Shipyard Brewing Company

Shipyard Brewing Company is a pet-friendly brewery in Portland, ME. Bring Fido along at one of the high-top tables on the front patio. House-brewed beer styles include wheat ales, IPAs, pale ales, stouts, and their famous Pumpkinhead ale.

Bradbury Mountain State Park

Bradbury Mountain State Park

Bradbury Mountain State Park is a dog-friendly place in Pownal, ME. Covering 800 acres of forested land in total, the park is home to 21 miles of hiking trails that can be used to explore the area. Bradbury Mountain is 485 feet high and offers wonderful views of the surrounding area from the top. Your pup is welcome to join you as long as they are on a leash no longer than six feet and are cleaned up after.

Mayor Baxter Woods

Mayor Baxter Woods

Baxter Woods is a dog-friendly forested retreat in the midst of residential neighborhoods in Portland, ME. Bring Fido along for a stroll on one of the primary or secondary trails in the 29-acre park. Most of the area is shaded and surrounded by pines. There are also two ponds and an open meadow. Dogs must be leashed at all times and humans must clean up after their dogs.

Westbrook Dog Park

Westbrook Dog Park

Westbrook Dog Park is a dog-friendly park in Westbrook, ME, that is open daily from sunrise to sunset. The fenced park features a large grassy play area with wooden obstacles and seating for the humans.

Fore River Brewing

South Portland, ME

Fore River Brewing

Fore River Brewing is a pet-friendly brewery in South Portland, ME. Described as being like going back in time, this brewery offers wooden and classic decor, making it the perfect place to enjoy a pint or a flight. Fido can join you inside the warm tasting room or outside on the patio. The beer list includes IPAs, red ales, sours, stouts, and more. They also offer food trucks occasionally; check their social media for details.

Three of Strong Spirits

Three of Strong Spirits

Sip on craft cocktails and flights of house-made spirits, like small-batch rum, at Three of Strong Spirits. This dog-friendly distillery can be found in the popular neighborhood of East Bayside in Portland, ME. Leashed dogs are welcome to join you at an outside table by the taproom. Three of Strong Spirits often has a mocktail available for four-legged patrons, so be sure to ask if there is a special drink for Fido! The taproom also offers popcorn and charcuterie boards.

Austin Street Brewery

Austin Street Brewery

Austin Street Brewery is a dog-friendly spot in Portland, ME. Sample house-brewed beers alongside Fido in the taproom or out on the patio. Beer styles include blonde ales, pale ales, IPAs, stouts, saisons, and more. If you're planning on grabbing some brews to go, they offer four-packs of cans and a range of bottles too.

Geary Brewing Company

Geary Brewing Company

Bring Fido to the dog-friendly Geary Brewing Company in Portland, ME. As the first craft brewery in New England, they started brewing beers in the early 80s and sold their first pint of pale ale in 1986. These days, you can enjoy a variety of brews, including IPAs, sweet and bitter dark ales, fruited lagers, sours, aged-beers, and more. Bring Fido along with you to one of the picnic tables on the outside patio.

Casco Bay Trail

Casco Bay Trail

Casco Bay Trail is a dog-friendly hiking path located inside Wolfe's Neck Woods State Park in Freeport, ME. Fido is welcome to join you on this coastal trail, but dogs must remain on a leash. Casco Bay Trail offers an interpretive panel educating visitors on surrounding islands. This half-mile stretch can be combined with other trails in the park, like the White Pines Trail.

Eastern Trail (Scarborough)

Scarborough, ME

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.

Lowell Preserve Trailhead

Lowell Preserve Trailhead

Lowell Preserve Trailhead is a pet-friendly hiking spot in Windham, ME. From here, you can make your way around over 300 acres of forest conservation area that has more than 8 miles of trails. Leashed pups are welcome to join you, but dog owners are reminded to clean up any mess left behind.

Duluth Trading Company

South Portland, ME

Duluth Trading Company

Duluth Trading Company is a pet-friendly clothing store with a location in South Portland, ME. Bring your leashed pup to enjoy a complimentary treat, and check out their selection of men's workwear, women's apparel, accessories and more. They even have a dog section featuring toys and pet supplies.

Paint Outdoors in Portland, Maine

South Portland, ME

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.

Couple Photo Session - Downtown Portland

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.

Private Ferry Tour of the Bay & Oysters

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 10 guests ages 18 and up. Rates start at $104 per person.

1 Hour Personal Photoshoot in Portland

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.

Donnabeth Lippman Park

Donnabeth Lippman Park

Donnabeth Lippman Park is a 123-acre park featuring a pet-friendly trail that circles Chaffin Pond in Windham, ME. A parking lot is available and picnic tables are located next to the pond. There's also a sandy area just down the main trail that is great for your dog to go swimming. Beware as some of the trails can be muddy at times.

Eastern Trail

South Portland, ME

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.

Jack School Dog Run

Jack School Dog Run

Pets are welcome to get some off-leash exercise at this designated dog run located behind the school. Be careful, though, as the area is not fenced.

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Cumberland, ME, US