Dog-Friendly Activities in Winthrop, MA

Leashed dogs are welcome at Deer Island HarborWalk in Winthrop, MA, which offers miles of paved, pet-friendly pathways for you and Fido to explore. While scenic throughout, this park's highest vantage point offers sweeping views of downtown Boston and the Harbor.

Leashed dogs are welcome at Boston Public Garden, a famous, pet-friendly botanical garden in the center of Boston known for its swan boats, walking paths and sculptures.

Leashed dogs are welcome at World's End, a pet-friendly seaside park in Hingham, MA, with plenty of hiking and walking trails. While there is little to no beach access, the trails are well-groomed and offer gorgeous views of Boston Harbor.

Enjoy a day on the water with Mahi Harbor Cruises in Salem, MA. This tour company offers pet-friendly cruises for well-behaved dogs. You and Fido can hop on the Harbor Cruise and enjoy a daytime boat trip around the harbor. Dogs are also welcome on the Sunset Cruise. Please note that cruises are seasonal.

Salem Trolley is a dog-friendly, narrated tour through historic Salem, MA. Your friendly pup is welcome aboard on this 8-mile trip past the Charter Street Burial Ground, the House of the Seven Gables, Witch Dungeon Museum, Salem Witch Museum, and Chestnut Street, considered one of the most beautiful streets in America. Portions of their trolleys are ADA accessible; please call ahead upon arrival.

Bass Pro Shops is a pet-friendly outdoor adventure retail chain store with a location in Foxboro, MA. Leashed dogs are welcome to shop alongside you throughout the store. Browse their selection of hunting, fishing and outdoor gear, while Fido is sure to sniff out their pet section.

Leashed pups can join you at Stage Fort Park, a dog-friendly recreation space in Gloucester, MA. You and Fido can explore this popular park, though please note that dogs are not permitted on the two beaches. There is also a dog park located in the park's parking lot where Fido can play and socialize off leash.

Saugus Iron Works National Historic Site is a pet-friendly attraction in Saugus, MA. Your pup can tag along to visit the site of the first integrated ironworks in North America, founded by John Winthrop the Younger. Please ensure your four-legged friend remains on a leash and check out the visitor center for your dog to become a BARK ranger.

Fido can play off-leash in designated spaces at Stoddard's Neck Dog Park located on the town line between Weymouth and Hingham, MA. Surrounded on three sides by water and on the fourth side by a 4-foot rock wall, this grassy park has trails to explore, woods to romp in and river access for water-loving pups. Waste stations can be found throughout the park, as well as benches and picnic tables.

Known for sand that makes a noise when walked on dry, Singing Beach welcomes licensed and vaccinated dogs from October 15 through April 14. There is a $5 per person walk-on fee charged from 9am to 5pm when the staff is on duty. Owners are asked to clean up after their dogs, keep an eye on them, and maintain verbal control when they are playing off-leash. Each person is allowed to bring two dogs with them to the Beach, and pets must be wearing collars with identification. Those who violate Singing Beach's rules are subject to fines, and dog owners are liable for injuries and damages caused by their pets. For parking information, see Singing Beaches' official website.

Charles River Canoe & Kayak is a dog-friendly kayak rental business with a location in Boston, MA, that lets you bring Fido out on the water. They may even have a canine life jacket available for your pup to wear (size dependent). Hours vary by location, but the season runs from May through mid-October.

Fido will love to frolic and play off-leash at Cat Rock Park, a pet-friendly park in Weston, MA. This park features wooded trails and a swimming pond. Be sure to keep an eye on Fido, as the area isn't fenced.

Leashed dogs are welcome at Middlesex Fells Reservation, a pet-friendly, 2,500-acre woodland park that ranges through multiple towns, including Medford, Malden and Stoneham, MA. You and Fido can explore a multitude of different trails and landscapes, including ponds, forests, streams and scenic views. There are even some off-leash areas that are clearly posted throughout the park.

Arnold Arboretum of Harvard University is a Boston favorite with its pet-friendly wooded walkways and trails. Leashed dogs are welcome to explore The Arnold Arboretum’s 281-acre landscape with you, just remember to clean up after Fido.

Leashed dogs can join their humans for a walk around Horn Pond in Woburn, MA. This popular space features pet-friendly walking trails around the pond and wetland spaces. Please note that part of the trail is on a sidewalk along a busy road.

Leashed dogs are welcome at Jamaica Pond, a pet-friendly park in Boston, MA. You and Fido can wander the 1.5-mile path that surrounds the pond. If you're coming by car, you can find parking on Perkins Street, located on the pond's west side.

Park-9 Dog Bar is a full-service bar and indoor dog park in Everett, MA. The 10,000-square-foot venue is climate-controlled, with two bars serving cocktails, beer, and wine, as well as pizza, salads, and sandwiches. Fido can even enjoy a dog treat flight and dog beer!. Dogs are welcome to play in the park off leash, and there's even a separate area for pups under 25 lbs. Annual and monthly memberships as well as daily passes are available, but all dogs must be registered prior to entering with proof of vaccinations and neutered/spayed. Daycare is available, and guests are also able to reserve space for their dog's birthday paw-ty or special yappy hour!

Leashed dogs can join you at Bradley Palmer State Park, a pet-friendly park in Topsfield, MA. Explore over 721 acres of meadows and forests along the park's scenic, wooded trails. Please note that pets are not permitted inside any of the buildings located at the park.

Canine companions are welcome to tag along as you sip on a craft brew at Untold Brewing in Scituate, MA. This pet-friendly brewery welcomes leashed dogs inside the taproom and on the outdoor patio. Food trucks visit regularly, but outside food is also welcome.

Leashed dogs are welcome to visit Count Orlok's Nightmare Gallery Monster Museum in Salem, MA. This pet-friendly, wax museum experience offers a delightful creepy journey through exhibits featuring over 60 life-sized, realistic reproductions of classic horror movie characters. See vampires, werewolves, zombies and more, all created by Hollywood special effects artists. It is recommended that you arrive at least 10 minutes before your reserved time slot.