Dog walking in Great Barrington

Book on demand and scheduled walks with local dog walkers

How it works

Flexible scheduling

Select the date and time that best suit your needs. Want a walk ASAP? We’ve got you covered.

Customized for your pup

Choose between a 20-minute, 30-minute, or 60-minute stroll for your dog.

Follow along

Track your walk with our live GPS tracker, then view your detailed report card after the walk.

What is Wag!?

Wag! is the nation's fastest-growing network of pre-screened and insured pet sitters and dog walkers. In less than 15 minutes you can book a nearby dog sitter, daycare provider, or dog walker, who'll take complete care of your loved one - at their place or yours.

Book walkers near you

Hunter AGreat Barrington, MA

5.0

(5)

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I am a dog lover and owner with plenty of dog sitting experience. I am currently a student at Wagner College for theatre. I will be in the Catskill region for my winter break. I was hoping to make some extra money while meeting new pups and spending some time outside.

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Melissa MGreat Barrington, MA

4.9

(148)

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Greetings, my name is Melissa. I strive to express my love and care for animals and all life through my work as an environmentalist, farmer, and yoga instructor. In particular, I am so thrilled to have the opportunity to connect with dogs as a dog walker, since I am not able to have a pup of my own due to my career and education demands. In turn, I look forward to assisting you in making sure your doggie gets the exercise, fresh air, refreshment and love that he or she needs!

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Dog Walking in Great Barrington

Great Barrington is a small mountain town that is surrounded by green peaks and gorgeous maples. Although little, the city has some big history, as it was the home of W. E. B. Du Bois, and has been given the award as the #1  "20 Best Small Towns in America" in 2012. This small town has some great things to boast about, but none of that compares to the popular, dog-friendly activities around town for Fido.

Monument Mountain features an accessible hiking trail system that goes up the mountain. The area has moderate to strenuous trails that are dog-friendly. Fido must remain on a leash, but can enjoy all the different paths, including one that leads up to the peak of Monument Mountain. There is a parking fee required before using the trails.

Want some more mountain hikes? Head over to the East Mountain State Forest, a large area of protected land that provides access to the portion of the Appalachian Trail leading to the peak of the East Mountain. The hikes here are moderate to strenuous, and allow Fido to come and join the hike while he remains on a leash. Owners will have to bring water and clean-up bags to both activities, as there is none available on the trails.

The city also has five veterinarians, which prove sthat Great Barrington is also #1 in dog-friendly towns, too.

Best Dog Neighborhoods in Great Barrington

Great Barrington

48
Population Density
1,381 per sq. mi.

Great Barrington

48

The small town of Great Barrington has lots of dog-friendly options! For starters, the McCallister Park allows dog-lovers a chance to walk Fido without straying too far from town. The large park is in a rural area, mostly made up of woods, grassy plains, and natural paths. Fido will have to stay on a leash while at the park, and humans will have to bring water and clean-up bags. Fountain Pond Park is another option to go to when you're looking to get out and give Fido a walk in-town. The park has a pond for fishing and small dirt path that leads around the park. Fido will have to stay on a leash here as well.

Egermont

36
Dog Parks
1 park

Population Density
740 per sq. mi.

Egermont

36

Egermont is a small town located just 6 miles west of Great Barrington, and is known by most dog-lovers thanks to the French Park Dog Park. This fenced-in park takes up 1-acre and allows some good ol'fashioned off-leash play for all size of pups! There are trees for shade, benches and clean-up stations, but you will have to bring your own water. The neighborhood also houses the Prospect Lake Park, a dog-friendly park next to Prospect Lake with options to fish, kayak, explore, or camp. Dogs must remain on leash while in the park.

Monterey

24
Population Density
98 per sq. mi.

Monterey

24

Just 6.5 miles east of Great Barrington is the lovely town of Monterey. This outdoors community has access to the Beartown State Forest, with over 10,000 acres of land, 198 of which are designated for recreational use. The park has nature trails leading through the protected landscape, with campsites, picnic shelters, grilling areas and fishing spots. Fido is welcome inside the park, but must remain on a leash 6 feet or shorter. In-town is the Les Trois Emme Winery and Vineyard, a dog-friendly vineyard that welcomes four-legged customers to stroll around the vineyard while their humans enjoy some wine tasting. Dogs must remain on a leash inside the vineyard and cleaned up after.

Lee

12
Population Density
67 per sq. mi.

Lee

12

The small town of Lee is 12 miles north of Great Barrington, but traveling here is worth it for most dog-lovers, thanks to the dog-friendly park system in the city. The Abbey Court Park is a large, forested area known for its dirt trails through the woods. The park is open to leashed dogs and provides trash cans in the parking area. The town also has access to the Dunn State Park, a popular area for hiking, fishing, camping, and kayaking. Your pup will probably be most excited about the 4.5 miles of dog-friendly trails. Don't forget to bring water and clean-up bags to both parks.

New Marlborough

0
Population Density
47 per sq. mi.

New Marlborough

0

New Marlborough is 16 miles south of Great Barrington, and is surrounded by state forests just waiting to be explored by your pup! These forests are dog-friendly and include the Cookson State Forest, a wooded area with access to two lakes and a small creek. The Sandisfield State Forest offers a rockier terrain and moderate hiking trails. Both state parks are open from sunrise to sunset, require a fee for parking, and require dogs to be on a leash while in the parks. Neither park has any additional amentities, so be prepared to bring water and clean-up bags.