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Dog Friendly Tours in Walpole, MA

There are 29 dog-friendly tours within 20 miles of Walpole. 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 Walpole.

Pet Friendly Charles River Canoe & Kayak

Charles River Canoe & Kayak

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.

Pet Friendly Dog Friendly City Tours

Dog Friendly City Tours

Dog Friendly City Tours

Dog Friendly City Tours invites you and Fido to learn about Boston's pet and animal stories on this fun and informative 75-minute tour that covers a 1-mile area. You'll be amazed by the tales that link pets and animals with Ben Franklin, the Industrial Revolution, Salem Witch Trials, Alexander Hamilton, and more. Don't be offended if Fido doesn't seem to be listening; Fido will be overjoyed with the opportunity to explore new territory with you. Visit their website for pricing and availability.

Freedom Trail

Fido can walk in the footsteps of America’s founding fathers by following the pet-friendly Freedom Trail through downtown Boston, MA. All you need to enjoy this free attraction is your dog’s leash and a good pair of walking shoes. The 2.5-mile red brick trail leads right to 16 of the city's most historic sites.

US Ghost Adventures Boston

US Ghost Adventures Boston

You and Fido are invited to uncover the spine-chilling secrets of Boston, MA with US Ghost Adventures, a pet-friendly tour company. Available year round, their tours promise a blend of historical intrigue and eerie encounters. Led by haunted history experts, you and your leashed pup will be guided through the city’s most notorious haunted sites, including the Omni Parker House Hotel and the Old Granary Burying Ground.

The Full Revolution Story and Citywide Masterclass

The Full Revolution Story and Citywide Masterclass

'The Full Revolution Story and Citywide Masterclass' is a pet-friendly Airbnb Experience hosted by The Revolutionary Story Tour. Participants will tour the major landmarks of Boston along the Freedom Trail and learn about the city's rich history. Dogs may have to be kept outside or carried in burial grounds. The experience lasts 3.5 hours and can accommodate up to 10 guests ages 2 and up. Parents can also bring children under 2 years of age. Children are allowed - it's just not the kids' version of history. Rates start at $76 per person.

Escape Room & Exclusive Backstage Tour

Escape Room & Exclusive Backstage Tour

'Escape Room & Exclusive Backstage Tour' is a pet-friendly Airbnb Experience hosted by Marie. Your well-behaved pooch is welcome to join you on a private experience to escape the room in a given amount of time. You will need to solve puzzles along way in order to solve the game and escape the room! If bringing Fido along, you must book a private experience. Contact host prior to booking. The experience lasts 1.5 hours and can accommodate up to 10 guests ages 14 and up. Players under 16 must be accompanied by an adult. You MUST PLEASE call ahead if you would like to bring kids younger than 14 and dogs. Rates start at $44 per person.

Bloodlust: Mysteries of Victorian Boston

Bloodlust: Mysteries of Victorian Boston

'Bloodlust: Mysteries of Victorian Boston' is a pet-friendly Airbnb Experience hosted by Michael. Explore this quaint post-Civil War suburb with its architectural gems that tourist rarely get to see. Then, delve into the concerns of the people who lived here, their art, science, politics and stories of true crime. Dogs are welcome on a leash. You'll even have the opportunity to stop by a dog park along the route. The experience lasts 2 hours and can accommodate up to 30 guests ages 8 and up. Parents can also bring children under 2 years of age. Due to the graphic nature of some of the true crime stories, this tour is recommended for ages 8 and up. There will be some detailed discussion of violence and murder. Rates start at $34 per person.

Meet Revolutionary Heroes Along the Freedom Trail

Meet Revolutionary Heroes Along the Freedom Trail

'Meet Revolutionary Heroes Along the Freedom Trail' is a pet-friendly Airbnb Experience hosted by Ellen. Walk along the Freedom Trail and see the New & Old Massachusetts State House, Boston Common, Granary Burial Ground, King’s Chapel Church, Old & New City Hall, Old South Meeting House, Faneuil Hall & Quincy Market. The experience lasts 3 hours and can accommodate up to 30 guests ages 2 and up. Parents may also bring children under 2 years of age. Please arrive ten minutes before the tour start time. Rates start at $54 per person.

Back Bay to Beacon Hill Walking Tour

Back Bay to Beacon Hill Walking Tour

'Back Bay to Beacon Hill Walking Tour' is a pet-friendly Airbnb Experience hosted by Ellen. Your host will guide you and your pooch through major landmarks and you will get to hear about history and fun facts along the way. See Copley Square, the marathons finish line & Newbury Street, the oldest botanical garden and the oldest public park in America, the Massachusetts State House and civil war memorials, and more. The experience lasts 2.5 hours and can accommodate up to 14 guests of all ages. Rates start at $48 per person.

Explore Boston’s Historic South End Neighborhood with Me

Explore Boston’s Historic South End Neighborhood with Me

'Explore Boston’s Historic South End Neighborhood with Me' is a pet-friendly Airbnb Experience hosted by Ellen. You and your pooch will get to meet your host and her dog and take a guided walking tour of South End. Discover the brick townhouses, parks and gardens in a busy city, hear about the urban renewal, international scandal, Boston history, and more. The experience lasts 2 hours and can accommodate up to 10 guests ages 6 and up. Parents may also bring children under 2 years of age. Rates start at $25 per person.

Boating in Boston

Boating in Boston

Boating in Boston is a pet-friendly boat rental service with a location at Hopkinton State Park in Hopkinton, MA. Dogs are welcome to join their humans on one of the rental boats, including kayaks and canoes.

Boston Mindful Origami

Boston Mindful Origami

'Boston Mindful Origami' is a pet-friendly Airbnb Experience hosted by Junko. With prior approval, your well-behaved pooch is welcome to join you at this workshop where you will learn basic folding for origami. One pack of origami paper is included and you will get to take home all of the pieces you create. The experience lasts 1.5 hours and can accommodate guests ages 6 and up. Rates start at $40 per person.

Explore the Freedom Trail and Historic Boston

Explore the Freedom Trail and Historic Boston

'Explore the Freedom Trail and Historic Boston' is a pet-friendly Airbnb Experience hosted by Ellen. Head out on foot to walk a portion of the Freedom Trail. You will see and learn about the Old State House & the Boston Massacre, the Old Corner Bookstore & the Irish Famine Memorial & the Old South Meeting House - where the Tea Party started. Although dogs are allowed on the tour, they aren't allowed in the coffee shop and must be 25 lbs or less to enter the hotel. The experience lasts 2 hours and can accommodate up to 30 guests ages 2 and up. Rates start at $38 per person.

Intro Letterpress Printing Workshop

Intro Letterpress Printing Workshop

'Intro Letterpress Printing Workshop' is a pet-friendly Airbnb Experience hosted by Ted. Friendly dogs that get along with other pups are welcome to join you at this workshop where your host will give you an overview of the history and technology of letterpressing, and then show you how to use an antique Vendercook proofing press. You will then print your own notecards to take home. Please note that studio is small so larger dogs may not have a lot of room. The experience lasts 2 hours and can accommodate up to 6 guests ages 18 and up. Attendees should be comfortable with using hand tools and light machinery, using inks and solvents, and be able to carry medium loads (<20lbs). Rates start at $72 per person.

Boston Ghosts

Boston Ghosts is a pet-friendly tour that will lead you and Fido to downtown Boston’s most haunted hotspots. The tour typically lasts about one hour and covers just over one mile. Leashed, well-behaved pups are welcome.

Let's Roam "Boston Scavenger Hunt: the Story of America"

Let's Roam "Boston Scavenger Hunt: the Story of America"

Let's Roam "Boston Scavenger Hunt: The Story of America" is a pet-friendly, self-guided scavenger hunt through Boston. Walk from landmark to landmark to discover art, culture and history. Search plaques, statues and art to solve riddles that can only be found on location. If you can't find the answer, they'll guide you to the next location. Leashed pups are welcome to take part in this app-led hunt that can be completed at any time.

Explore Boston’s North End and Its Hidden Stories

Explore Boston’s North End and Its Hidden Stories

'Explore Boston’s North End and Its Hidden Stories' is a pet-friendly Airbnb Experience hosted by Ellen. Travel into the North End up Salem Street, exploring the side streets as you go. There's plenty more of Boston to see on this tour, too. Leashed dogs are welcome in the outside areas of this tour. The experience lasts 2 hours and can accommodate up to 10 guests ages 2 and up. Parents may also bring children under 2 years of age. Rates start at $25 per person.

Freedom Trail Foundation Guided Tours

Freedom Trail Foundation Guided Tours

The Freedom Trail Foundation Guided Tours in Boston, MA are pet friendly. Led by the Town Crier, these 90-minute downtown tours along the Freedom Trail take in select highlights and showcase the city's storied history. Leashed dogs are welcome to tag along.

Walpole, MA, US