Dog walking in Winthrop

Point Shirley

Deer Island is a beautiful 2.6-mile island which gives you and your pup the perfect place for a great walk and some outdoor activities. The park includes a walking and jogging path, plus fishing, picnicking, and a great view of the ocean and of downtown Boston. Before Deer Island became a National Recreation Area, it was once a prison for the greater Massachusetts area, meaning there is history to explore here with the flora and fauna. Make sure to bring water with you while you and your pup explore this cool island off the peninsula of Winthrop. After checking out Deer Island, head over to Coughlin Park, another pawsome park off the coast. The park is fenced in and has a playground, benches, sports fields and a picnic area. If Fido isn't a fan of loud sounds, this may not be the park for him since a lot of planes fly overhead to land at the airport.

Harbor Heights/ Orient View

The Belle Isle Marsh Reservation is a 28-acre park that offers benches and an observation tower. The park offers a great walking trail that Fido will love to go on, and you get a beautiful view of the marsh and natural wildlife in the area. The trail that the park offers is about 1/2 mile, so if you and Fido are in a hurry, this is a great park to get a walk in at. The park borders the short Beach Creek, and on the other side of the creek is the Fredricks Park. This smaller park offers a less crowded feel, plus it has a nice walking path and playground.

City Center

The Ingelside Park offers a huge grass area where Fido can run around and play a nice game of fetch. This 10-acre park has basketball courts and a great walking path throughout the park where Fido and you can get a nice walk in before continuing on with you day. With plenty of trees to help provide shade, and a playground, your pup is going to love visiting this pawsome park with you. The park slightly boarders the ocean as well, so Fido will get a beautiful view while there. Make sure to bring water and clean-up bags with you while the two of you are hanging out at Ingelside Park.

Cottage Park / Court Park

The Pico Playground and Beach is a great oceanside park to take Fido to for a fun day out. The park offers a playground, tennis courts, a street hockey area, and basketball courts to keep the humans busy. Benches are provided when you need a break, and there's plenty of grass for Fido to run on. The walking trail is perfect for your leashed pup to get some exploring in. Fido will love spending his afternoon at this beautiful park with an amazing view. Make sure to bring plenty of water and don't forget your cleanup bags.  

East Boston

The Bremen Street Dog Park in Boston is a pawsome dog park to take Fido to and allow him to run around off leash and meet some new friends. The park offers separate sections for large and small dogs, plus doggie water fountains and some agility equipment for the more active dogs. This dog park does have some restrictions before your pup is allowed to run around, so make sure to check those out before heading to the park. Only four miles out of Winthrop in East Boston, your pup won't mind the small car ride to check out this dogtastic park.