The Best Places to Sit, Stay + Play with Your Pooch

Explore the Charles River Esplanade with your dog

The 12 Best Places to Walk Your Dog in Boston

Whether you’re looking for a leisurely stroll or an invigorating hike, Boston’s parks and trails feature a little something for everyone, including the most strident fitness hounds. So, grab your leash, pack some water and treats, and let’s discover the best spots for walking your best friend in Boston!


But, before hitting the trails with your adventure hound, be sure to enter our Doggone Giveaway for the chance to win a Ledlenser headlamp and flashlight PLUS goodies for Fido to fuel up with Portland Pet Food Company’s human-grade beef and salmon meals and yummy Brew Biscuits (see below)!

Also, check out our Best Gifts for Dog Moms (and dads) Who Love the Great Outdoors.

1. Charles River Esplanade

The Charles River Esplanade (pictured above) is a popular destination for both locals and tourists, offering plenty of paths for walking and exploring along the Charles River. This three-mile stretch offers beautiful views of the city skyline and plenty of green space for you and your dog to explore. The paved paths are perfect for a leisurely walk or a more energetic jog. Enjoy watching sailboats glide by as you and your furry companion take in the sights, sounds…and for your dog….smells!

Location: Storrow Dr, Boston | Difficulty: Easy | View Map

2. Fenway Victory Gardens

Located in the Fenway neighborhood of Boston, the Fenway Victory Gardens are a peaceful and scenic spot for a walk with your dog. The gardens feature a variety of plantings, including flowers, vegetables, and herbs, and there are plenty of benches where you can rest and take in the views.

Location: 1200 Boylston Street, Boston | Difficulty: Easy | View Map

3. Boston Common & Public Garden

Located in the heart of Boston, the Boston Common and Public Garden, offers a wide variety of paths for walking and exploring. The Boston Common is not just the oldest public park in the US, it’s also a beloved spot for dog walkers. Boston Common boasts 50 acres of green space, with plenty of room for your furry friend to explore. Don’t miss the off-leash park, where your dog can run freely. Enjoy a leisurely walk along the Freedom Trail, and if you and your pooch are feeling peckish, swing by one of the many food trucks for a treat. The Public Garden is a beautiful botanical garden featuring a variety of plants, flowers, and trees, as well as a number of sculptures and fountains for you and Fido to enjoy!

Location: 139 Tremont St, Boston | Difficulty: Easy | View Map

4. Arnold Arboretum

The Arnold Arboretum is a 281-acre park located in the Jamaica Plain neighborhood of Boston. The arboretum features a number of trails for walking and exploring, with over 15,000 plants. Step into this botanical wonderland with your four-legged friend and explore the lush collection of plants from around the world — be sure to visit the Bonsai and Penjing Collection, a visual treat for you and your pup!

Location: 125 Arborway, Boston | Difficulty: Easy | View Map

5. Rose Kennedy Greenway

Located in the heart of downtown Boston, the Rose Kennedy Greenway offers a variety of paths and gardens for you and Fido to explore plus with public art installations, food trucks, and ongoing special events, it’s a popular spot for pooches and people alike! 

Location: 185 Kneeland Street, Boston | Difficulty: Easy | View Map

6. Castle Island

Take a trip to Castle Island and treat your dog to a scenic stroll along the waterfront. Enjoy breathtaking views of the Boston skyline and harbor, and explore the historic Fort Independence. With ample green space and a 2.5-mile loop, your dog will have plenty of room to stretch his legs. Don’t forget to grab a bite at Sullivan’s, a local favorite for hot dogs and ice cream.

Location: 2010 William J Day Blvd, Boston | Difficulty: Easy | View Map

7. Fresh Pond Reservation

This 162-acre oasis in Cambridge offers beautiful walking paths around a 2.25-mile reservoir, making it a perfect spot for a brisk walk or leisurely stroll with your dog. Fresh Pond Reservation also has an off-leash dog park, where your pup can socialize and play. Make sure to check out the reservation’s wildlife and seasonal wildflowers while you’re there!

Location: 250 Fresh Pond Pkwy, Cambridge | Difficulty: Easy | View Map

8. Jamaica Pond

Jamaica Pond is a tranquil retreat nestled within the Emerald Necklace park system. The 1.5-mile loop around the pond offers a relaxing walk for you and your dog, and the picturesque views of the water make it a local favorite. While dogs are not allowed in the water, there’s plenty of space for them to explore and enjoy the natural surroundings.

Location: 507 Jamaicaway, Jamaica Plain | Difficulty: Easy | View Map

9. Neponset River Greenway

The Neponset River Greenway is perfect for a long walk with your pooch, with plenty of benches for rest stops along the way. Explore this five-mile paved path, stretching from Dorchester to Milton, and offering splendid views of the Neponset River. 

Location: 180 Hill Top Ave, Dorchester | Difficulty: Easy | View Map

10. Southwest Corridor Park

This 4.7-mile linear park runs through several neighborhoods, offering a lush, green escape from the bustling city. The Southwest Corridor Park is perfect for dog walkers, with its well-maintained walking and biking paths. Be sure to visit the community gardens and playgrounds while you’re there — and cool off in one of the two spray decks during the summer (humans only, please).

Location: 38 New Heath St, Boston | Difficulty: Easy | View Map

11. Danehy Park

Located in North Cambridge, Danehy Park is a 50-acre recreational area that provides a peaceful retreat for you and your pooch. With its vast open spaces, athletic fields, and walking paths, there’s plenty of room for you and your pup to stretch your legs. The park also features a dedicated off-leash area for dogs to run and play. Don’t forget to bring a frisbee or ball for a game of fetch!

Location: 99 Sherman St, Cambridge | Difficulty: Easy | View Map

12. Millennium Park

Last but not least, Millennium Park is a 100-acre gem nestled along the banks of the Charles River. The park features six miles of walking trails, scenic overlooks, and open meadows, making it a perfect destination for a day out with your dog. Enjoy the tranquil atmosphere and watch your pup play in the designated off-leash area. The park also has picnic tables and grills, so bring some snacks for a post-walk treat.

Location: 300 Gardner St, West Roxbury | Difficulty: Easy | View Map


As you know, taking your dog for a walk is a great way to get some exercise and spend quality time with your furry friend. Remember to always follow the rules and regulations of the parks and trails you visit, and don’t forget to clean up after your dog. Have fun and enjoy the beautiful outdoor spaces Boston has to offer you and your four-legged walking buddy!

Be sure to visit the CityDog Directory for more great places to sit, stay and play with your pooch plus discover special deals and discounts from our CityDog Partners!

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Editor’s Note: CityDog participates in various affiliate marketing programs, which means we may get paid commission on editorially chosen products. Rest-assured, all products are curated by our editors and we never recommend or promote anything we wouldn’t use or enjoy ourselves.


about the author

Brandie Ahlgren is founder and editor of CityDog Magazine. She, and her team of dog-loving editors, dig up the best places for you to sit, stay and play with your four-legged friends. Brandie, 12-year-old boxer Thya and Mexican foster failure Pancho, reside in West Seattle and can often be found hanging out at Westcrest Dog Park.

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