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    Dog Friendly Activities in Chestnut Hill, MA

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    There are 3 dog friendly activities in Chestnut Hill, and 250 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 Chestnut Hill.

    Pet Friendly Ames Nowell State Park

    Ames Nowell State Park

    Abington, MA
    Ames Nowell State Park Leashed dogs are welcome at Ames Nowell State Park in Abington, MA. You can bring Fido with you to enjoy over ten miles of pet-friendly trails that weave around the woodland adjacent to Cleveland Pond, which is popular for fishing and boating. See Details
    Pet Friendly Mighty Squirrel Brewing Co.

    Mighty Squirrel Brewing Co.

    Waltham, MA
    Mighty Squirrel Brewing Co. Mighty Squirrel Brewing Co. in Waltham, MA is a brewery with pet-friendly seating outside. Although Mighty Squirrel doesn't have a kitchen, they host a rotating list of food trucks, with multiple eateries on wheels on site during the weekends. Check out their website for upcoming events and live music. See Details

    Nahant Dog Beach

    Nahant, MA
    Nahant Dog Beach Fido is welcome on the Nahant Dog Beach in Nahant, MA, from October 1st through March 31st as long as he is leashed. Dogs are strictly prohibited the rest of the year. Located at the public beach, the dog-friendly area is sectioned off from the main area by a causeway. See Details

    Charles River Esplanade

    Boston, MA
    Charles River Esplanade You and your leashed dog can spend a day of adventure along the banks of the river as you explore the Charles River Esplanade, a pet-friendly park in Boston, MA. Enjoy the park's paved pathways, scenic views, benches and abundant open space. See Details

    Blue Hills Reservation

    Milton, MA
    Blue Hills Reservation Leashed dogs can join their humans in exploring miles of hiking and biking trails with scenic views and differing levels of difficulty at the dog-friendly Blue Hills Reservation in Milton, MA. Parking is available at Houghton Pond or in limited spots along the road. See Details

    Drew Farm

    Westford, MA
    Drew Farm Leashed dogs are welcome at Drew Farm, a pet-friendly orchard in Westford, MA, where you and Fido can pick-your-own apples, pumpkins and more depending on the season. The orchard tends to open for the season in September, but it is recommended to check their website to be sure they are open and verify which produce is ready to be picked. Please be sure to bring waste bags to clean up after your pup throughout your visit (you may be asked to show a staff member that you are prepared with waste bags as you enter the orchard). See Details

    Bare Cove Park

    Hingham, MA
    Bare Cove Park Enjoy a scenic, dog-friendly walk through the woods or along the riverfront with your leashed pup at Bare Cove Park in Hingham, MA. The 484-acre park is located along the banks of the Weymouth Back River and offers several riverside and woodland trails, as well as paved roadways to explore with Fido. See Details

    The Witch House at Salem

    Salem, MA
    The Witch House at Salem The Witch House at Salem is a dog-friendly museum for small pups that can be carried. This was once the house of Judge Jonathan Corwin and is the only structure still standing in Salem, MA, with direct ties to the Salem Witch Trials of 1692. Be aware that strollers are not permitted in the museum. See Details

    Navigation Brewing Company

    Lowell, MA
    Navigation Brewing Company Leashed dogs are welcome to join their owners in the taproom at Navigation Brewing Company in Lowell, MA. This pet-friendly brewery serves a variety of rotating craft beers made on site, and they frequently feature live music acts and food trucks. Please note that pooches aren't allowed in the hallways during taproom hours and must be on a non-retractable leash. See Details

    Castle Island Beach

    Boston, MA
    Castle Island Beach Castle Island Beach in Boston, MA, is pet friendly to leashed dogs from mid-September through late April. Home to the historic Fort Independence, you and Fido can enjoy the beaches, walking paths and scenic views at this lovely recreation space. See Details

    Cat Rock Park

    Weston, MA
    Cat Rock Park 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. See Details

    Wrentham Dog Park

    Wrentham, MA
    Wrentham Dog Park Fido can play off-leash at Wrentham Dog Park in Wrentham, MA. This fenced dog park offers plenty of open space for pups to run, romp and socialize. See Details

    Ashland State Park

    Ashland, MA
    Ashland State Park Leashed dogs are welcome at Ashland State Park in Ashland, MA. This pet-friendly park offers a scenic trail around the reservoir for you and Fido to explore. Please note that dogs are not permitted on the beaches or in swimming areas during the summer months. See Details

    Vietnam Veteran's Park

    Billerica, MA
    Vietnam Veteran's Park Leashed dogs are welcome at Vietnam Veteran's Park, a pet-friendly park in Billerica, MA. You and Fido can explore trails, ponds, conservation spaces and even the off-leash Billerica Dog Park at this spacious and popular recreation site. Please be sure to keep pups on-leash during their visit unless they are within the fenced dog park space. See Details

    Charles River Canoe & Kayak

    Boston, MA
    Charles River Canoe & Kayak 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. See Details

    Belle Isle Marsh Reservation

    Boston, MA
    Belle Isle Marsh Reservation Leashed dogs are welcome at Belle Isle Marsh Reservation, the city's last remaining salt marsh in Boston, MA. You and Fido can wander this scenic park's dog-friendly pathways as you look out for marsh birds and other wildlife. See Details

    Arnold Arboretum of Harvard University

    Boston, MA
    Arnold Arboretum of Harvard University 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. See Details

    Southern New England Trunkline Trail

    Franklin, MA
    Southern New England Trunkline Trail The Southern New England Trunkline 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 dog-friendly "rail-trail" is now a great place to walk Fido in Franklin! The map below shows a parking area with convenient access to the Southern New England Trunkline 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

    Horn Pond

    Woburn, MA
    Horn Pond 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. See Details

    Deer Island HarborWalk

    Winthrop, MA
    Deer Island HarborWalk 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. See Details
    Chestnut Hill, MA, US