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10 best places for Dog Friendly Weekend Getaways Massachusetts

Dog Friendly Weekend Getaways in Massachusetts

Massachusetts offers a plethora of destinations perfect for a weekend getaway with your furry friend. From scenic parks and trails to charming islands and historic landmarks, the Bay State provides a variety of dog-friendly activities and accommodations that ensure your pet feels just as welcome as you do. Whether you're exploring the stunning landscapes of Cape Cod, hiking through the rolling hills of the Berkshires, or enjoying the coastal beauty of Nantucket, you and your dog will find plenty of opportunities for adventure and relaxation. Discover the best places for dog-friendly weekend getaways in Massachusetts and start planning your next trip today!

Recommended Activities

1
Cape Cod Rail Trail
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The Cape Cod Rail Trail offers a scenic and enjoyable biking and walking path that stretches for miles. It's dog-friendly, and you and your furry friend can enjoy beautiful views of the Cape's natural landscapes, including forests, kettle ponds, and charming towns.
2
The Berkshires
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The Berkshires are renowned for their stunning natural beauty, rolling hills, and cultural attractions. This area provides numerous dog-friendly hiking trails, serene parks, and pet-welcoming accommodations, making it perfect for a relaxing and scenic getaway with your dog.
3
Martha's Vineyard
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Martha's Vineyard offers an idyllic island experience with charming villages, pristine beaches, and picturesque lighthouses. Many of its parks and beaches welcome dogs, and there are also plenty of pet-friendly accommodations and establishments to ensure a comfortable stay for both you and your furry friend.
4
Nantucket
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Nantucket is a charming and historic island known for its pristine beaches, cobblestone streets, and classic New England architecture. It offers dog-friendly beaches and parks, making it a great destination for pet owners looking to enjoy a relaxing island getaway with their dogs.
5
Boston Common
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Boston Common is a central public park in downtown Boston, offering expansive green spaces, walking paths, and historic landmarks. It's a dog-friendly environment where you and your pet can enjoy walks, picnics, and the overall vibrant atmosphere of the city.
6
Halibut Point State Park
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Halibut Point State Park in Rockport provides stunning coastal views, granite quarries, and rugged landscapes. This dog-friendly park offers numerous walking trails and opportunities to explore the natural beauty of the Massachusetts coastline with your pet.
7
Holyoke Range State Park
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Holyoke Range State Park offers a variety of hiking trails that traverse its diverse terrain, including mountains, forests, and meadows. It's a perfect spot for dog owners who enjoy outdoor activities, offering plenty of space for dogs to explore and enjoy nature.
8
Plymouth Long Beach
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Plymouth Long Beach is a beautiful coastal beach that offers stunning views of the ocean and is pet-friendly during certain times of the year. It's a great destination for dog owners who want to enjoy a seaside escape with their pets, featuring long stretches of sand and shallow waters.
9
Great Brook Farm State Park
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Great Brook Farm State Park in Carlisle provides a mix of wooded trails, open fields, and farm landscapes. It's an excellent destination for dog owners who want to experience a rural setting, complete with scenic trails, farm animals, and even a dog-friendly ice cream stand.
10
Lynn Woods Reservation
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Lynn Woods Reservation is one of the largest municipal parks in the United States, offering over 2,200 acres of woodland, ponds, and historic features. It's a dog-friendly destination with a variety of trails for hiking, running, and exploring, making it an ideal spot for outdoor adventures with your pet.

Restaurants

The Alchemist
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The Alchemist
A unique dining experience that combines molecular gastronomy with stunning presentations. It’s known for its creative and unusual dishes.
Alden & Harlow
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4.5
$$$$
Alden & Harlow
This subterranean eatery in Harvard Square is known for its inventive small plates and cozy, intimate atmosphere.
4.5
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The Breakfast Club
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4.4
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The Breakfast Club
A retro diner with a fun and nostalgic atmosphere. It's decorated with memorabilia from the 80s and serves up classic American breakfast all day.
4.4
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Oleana
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4.6
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Oleana
A Mediterranean-inspired restaurant with lush garden seating. The inventive dishes combine bold flavors and unique ingredients.
4.6
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Menton
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4.1
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Menton
A chic, upscale restaurant offering a Boston-European fusion fine dining experience. The tasting menu features avant-garde dishes that are as beautiful as they are delicious.
4.1
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Hotels

The Liberty Hotel (Boston, Massachusetts)
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The Liberty Hotel (Boston, Massachusetts)
A former jail turned luxury hotel, offering a unique blend of historic architecture and modern amenities. Its rich history and stylish décor make for an unforgettable stay.
The Verb Hotel, Boston
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The Verb Hotel, Boston
A music-themed hotel located near Fenway Park, featuring vibrant 1960s décor and rock & roll memorabilia. Each room is equipped with a vintage record player and a curated collection of vinyl records.
The Inn at Crystal Cove
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4.4
The Inn at Crystal Cove
A charming boutique hotel located on the waterfront in Winthrop, offering spectacular ocean views and a cozy, homey atmosphere. It's perfect for a peaceful seaside escape.
4.4
The Revolution Hotel
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3.5
The Revolution Hotel
A trendy hotel in Boston's South End, featuring industrial-chic design and local art. It's known for its vibrant, creative spaces and welcoming community atmosphere.
3.5
The Daniels House Bed and Breakfast
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4.8
The Daniels House Bed and Breakfast
One of the oldest bed and breakfasts in Salem, providing a historic and cozy lodging experience. The house dates back to 1667 and features antique furnishings and period details.
4.8

Local Events & Happenings

Stonehill Skyhawks Football vs. Lafayette College Leopards Football
Stonehill Skyhawks Football vs. Lafayette College Leopards Football
The event will take place at W.B. Mason Stadium in North Easton.
W.B. Mason Stadium in North Easton (2.95 mi)
6 Sep 2025
Visit Website
Stonehill Skyhawks Football vs. Pennsylvania Quakers Football
Stonehill Skyhawks Football vs. Pennsylvania Quakers Football
The event will take place at W.B. Mason Stadium in North Easton.
W.B. Mason Stadium in North Easton (2.95 mi)
20 Sep 2025
Visit Website

Stonehill Skyhawks Football vs. LIU Sharks Football
Stonehill Skyhawks Football vs. LIU Sharks Football
The event will take place at W.B. Mason Stadium in North Easton.
W.B. Mason Stadium in North Easton (2.95 mi)
11 Oct 2025
Visit Website
Stonehill Skyhawks Football vs. Robert Morris Colonial Football
Stonehill Skyhawks Football vs. Robert Morris Colonial Football
The event will take place at W.B. Mason Stadium in North Easton.
W.B. Mason Stadium in North Easton (2.95 mi)
1 Nov 2025
Visit Website
Stonehill Skyhawks Football vs. St. Francis PA Red Flash Football
Stonehill Skyhawks Football vs. St. Francis PA Red Flash Football
The event will take place at W.B. Mason Stadium in North Easton.
W.B. Mason Stadium in North Easton (2.95 mi)
22 Nov 2025
Visit Website

Travel Gems from Reddit

Cape Elizabeth Maine. 5 star hotel , very dog friendly, great food, ocean and beach, dogs can go anywhere in the hotel except the dining room . Full spa and massages. Great pl...
Wheres the best spot in New England for a dog-friendly weekend getaway ...
Cape Elizabeth Maine. 5 star hotel , very dog friendly, great food, ocean and beach, dogs can go anywhere in the hotel except the dining room . Full spa and massages. Great pl...
/r/newengland
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Hey all looking for ideas for a last-minute getaway in early January. Location is pretty wide open, anywhere in New England within a 3.5 hour drive from Boston.
Cabin or inn recs for a cozy + luxury (dog friendly) weekend ...
Hey all looking for ideas for a last-minute getaway in early January. Location is pretty wide open, anywhere in New England within a 3.5 hour drive from Boston.
/r/massachusetts
View on Reddit

Plan to stay through the weekend somewhere (doesn't have to be Boston) - Friday 1/2 day and night, Saturday all day and depart BOS ~1pm Sunday. Looking for dog friendly activi...
Dog friendly visit Boston area recommendations
Plan to stay through the weekend somewhere (doesn't have to be Boston) - Friday 1/2 day and night, Saturday all day and depart BOS ~1pm Sunday. Looking for dog friendly activi...
/r/massachusetts
View on Reddit
Cozy cabin getaway in New England (dog friendly?) Looking for a rustic but luxe cabin vacation somewhere within driving distance of Massachusetts, must be dog friendly and hav...
Cozy cabin getaway in New England (dog friendly?)
Cozy cabin getaway in New England (dog friendly?) Looking for a rustic but luxe cabin vacation somewhere within driving distance of Massachusetts, must be dog friendly and hav...
/r/chubbytravel
View on Reddit
Ive heard Maine has a lot of dog friendly places to stay and place along with some NH and MA spots. Any suggestions would be greatly appreciated as we are just starting to loo...
New England dog friendly trips
Ive heard Maine has a lot of dog friendly places to stay and place along with some NH and MA spots. Any suggestions would be greatly appreciated as we are just starting to loo...
/r/newengland
View on Reddit
Northampton, MA is very dog friendly and many outdoor restaurants allow dogs. Hiking, biking and swimming (rivers) are all outdoor activities that can be done in the towns aro...
Dog Vacation Ideas in Northeast U.S.? (No flying)
Northampton, MA is very dog friendly and many outdoor restaurants allow dogs. Hiking, biking and swimming (rivers) are all outdoor activities that can be done in the towns aro...
/r/dogs
View on Reddit
The Berkshire Valley Inn in Williamstown, MA is dog-friendly and the inn even has its own dog park. (Its a classic motor-lodge type inn which has been kept up-to-date). Its lo...
Seeking pet friendly vacation recommendations within a 5-6 ...
The Berkshire Valley Inn in Williamstown, MA is dog-friendly and the inn even has its own dog park. (Its a classic motor-lodge type inn which has been kept up-to-date). Its lo...
/r/jerseycity
View on Reddit

Music for Your Journey

The Beatles - Here Comes The Sun - Remastered 2009
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The Beatles - Here Comes The Sun - Remastered 2009
A classic feel-good song that's perfect for a sunny road trip.
Florence + The Machine - Dog Days Are Over
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Florence + The Machine - Dog Days Are Over
An energetic and uplifting track to get you and your dog excited for your adventure.
Rihanna - Shut Up And Drive
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Rihanna - Shut Up And Drive
A lively tune to keep the energy high while you're on the road.

Edward Sharpe & The Magnetic Zeros - Home
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Edward Sharpe & The Magnetic Zeros - Home
A soothing song that evokes a sense of comfort and belonging, ideal for when you're feeling at peace with your surroundings.
Rascal Flatts - Life is a Highway
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Rascal Flatts - Life is a Highway
An iconic road trip anthem that will keep the excitement alive as you drive to your next destination.
The Lumineers - Ho Hey
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The Lumineers - Ho Hey
A catchy and upbeat song perfect for singing along with your travel companions.
Rusted Root - Send Me on My Way
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Rusted Root - Send Me on My Way
A cheerful and whimsical track that perfectly captures the spirit of adventure.
The Proclaimers - I'm Gonna Be (500 Miles)
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The Proclaimers - I'm Gonna Be (500 Miles)
A fun and energetic song that will have everyone in the car singing along.
Darius Rucker - Wagon Wheel
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Darius Rucker - Wagon Wheel
A smooth and laid-back tune ideal for cruising through scenic landscapes.
Coldplay - Adventure of a Lifetime
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Coldplay - Adventure of a Lifetime
An upbeat and inspirational song that captures the excitement of embarking on a new adventure.

Your Trips Will Appear Here

10 best places for Dog Friendly Weekend Getaways Massachusetts

Dog Friendly Weekend Getaways in Massachusetts

Recommended Activities

Cape Cod Rail Trail

The Berkshires

Martha's Vineyard

Nantucket

Boston Common

Halibut Point State Park

Holyoke Range State Park

Plymouth Long Beach

Great Brook Farm State Park

Lynn Woods Reservation

Restaurants

The Alchemist

The Alchemist

Alden & Harlow

Alden & Harlow

The Breakfast Club

The Breakfast Club

Oleana

Oleana

Menton

Menton

Hotels

The Liberty Hotel (Boston, Massachusetts)

The Liberty Hotel (Boston, Massachusetts)

The Verb Hotel, Boston

The Verb Hotel, Boston

The Inn at Crystal Cove

The Inn at Crystal Cove

The Revolution Hotel

The Revolution Hotel

The Daniels House Bed and Breakfast

The Daniels House Bed and Breakfast

Local Events & Happenings

Stonehill Skyhawks Football vs. Lafayette College Leopards Football

Stonehill Skyhawks Football vs. Lafayette College Leopards Football

Stonehill Skyhawks Football vs. Pennsylvania Quakers Football

Stonehill Skyhawks Football vs. Pennsylvania Quakers Football

Stonehill Skyhawks Football vs. LIU Sharks Football

Stonehill Skyhawks Football vs. LIU Sharks Football

Stonehill Skyhawks Football vs. Robert Morris Colonial Football

Stonehill Skyhawks Football vs. Robert Morris Colonial Football

Stonehill Skyhawks Football vs. St. Francis PA Red Flash Football

Stonehill Skyhawks Football vs. St. Francis PA Red Flash Football

Travel Gems from Reddit

Wheres the best spot in New England for a dog-friendly weekend getaway ...

Cabin or inn recs for a cozy + luxury (dog friendly) weekend ...

Dog friendly visit Boston area recommendations

Cozy cabin getaway in New England (dog friendly?)

New England dog friendly trips

Dog Vacation Ideas in Northeast U.S.? (No flying)

Seeking pet friendly vacation recommendations within a 5-6 ...

Music for Your Journey

The Beatles - Here Comes The Sun - Remastered 2009

The Beatles - Here Comes The Sun - Remastered 2009

Florence + The Machine - Dog Days Are Over

Florence + The Machine - Dog Days Are Over

Rihanna - Shut Up And Drive

Rihanna - Shut Up And Drive

Edward Sharpe & The Magnetic Zeros - Home

Edward Sharpe & The Magnetic Zeros - Home

Rascal Flatts - Life is a Highway

Rascal Flatts - Life is a Highway

The Lumineers - Ho Hey

The Lumineers - Ho Hey

Rusted Root - Send Me on My Way

Rusted Root - Send Me on My Way

The Proclaimers - I'm Gonna Be (500 Miles)

The Proclaimers - I'm Gonna Be (500 Miles)

Darius Rucker - Wagon Wheel

Darius Rucker - Wagon Wheel

Coldplay - Adventure of a Lifetime

Coldplay - Adventure of a Lifetime