Dog walking in Pittsfield
Book on-demand and scheduled walks with local dog walkers. Choose between a 20, 30, or 60-minute walk for your pup.
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Whether it's Walks, Drop-Ins, Sittings, or Boardings, choose the service that best fits your pet's needs.
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Download the Wag! App to track walks via GPS, communicate with your Caregiver, and enjoy real-time photo and video updates.
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Customer reviews
Unable to take your dog on a walk today? Dog walkers through Wag! are available to care for your pup whenever you’re not. Every dog walker has passed an enhanced background check. Get photos and updates on where your dog poops and pees while you follow along via GPS in the app.
Courtney was great! My dog has separation anxiety & is usually freaking out when I get home after being gone all day. But this time, she was calm and happy. She clearly loved Courtney!
Lauren G
Taylor was such an amazing sitter! She gave me detailed updates every time she checked in on the pups. Will definitely hire her again if she is available :)
Ivianna S
Yuki boarded at Mari’s house and she had a great time. She loves running in the background. Thank you so much for taking good care of Yuki.
Cari P
Thank you for taking such great care of our kitties, so glad to hear that they were in good company while we were away!
Rebecca G
Keera was great with Archer and went at his pace! I got a ton of updates and Keera was super responsive and gave great updates! Keera was flexible when I was coming home sooner than expected.
Suzanne C
Above and beyond service and communication! Would recommend time and time again! Extra caring and loving!
Lindsey B
Kristen took such great care of Mia while I was away for the weekend! Super responsive and easy to communicate with. Mia would love to stay with her again!
Nicole C
Sheana came through when I was in a pinch. I needed someone to let the dogs out because I was stuck in traffic in the mountains. She responded last minute and had excellent communication. She’s the best!
Lindsay C
It was our first time leaving Skittles with a sitter, and Daniel did a great job of assuaging our fears! He was super communicative and made sure we knew that Skittles was in good hands. Highly recommend!
Christi B
He looks so happy with you dropping by! Thank you so much for your loving caring attention. Love it!
Crystal C
Kelli was awesome boarding my two dogs. Not only did she give daily updates with videos and pictures she also worked with them on introducing them to her cat and getting used to her big dogs. Can't recommend enough!
Cody H
Sara went above and beyond for us and our pet. Gave us some peace of mind while out of town and we couldn’t be more grateful. Def recommended!
Jenn S
Why book dog walker in Pittsfield
Busy Pet Parents sometimes need a hand when it comes to ensuring their pup is getting the potty breaks and exercise they need. That's where Wag! comes in! Local Pittsfield, MA dog walkers are background checked and registered on the Wag! platform, ready to take your dog on an adventure when you need them. Your dog can make a friend in the neighborhood, and you can re-book with the same dog walker easily in the app. Pittsfield, MA has "pawlenty" of parks and neighborhoods that your dog is itching to explore!
The best dog friendly neighborhoods
in Pittsfield
Unable to take your dog on a walk today? Dog walkers through Wag! are available to care for your pup whenever you’re not. Every dog walker has passed an enhanced background check. Get photos and updates on where your dog poops and pees while you follow along via GPS in the app.
48
North Egremont
If you’ve got a companionable canine who loves to chat and you’re looking for some off-leash oppawtunities for socializing, then French Park Dog Park in North Egremont is the place to be! Set on a hilltop and surrounded by trees and mountain views, this is a great open space to run, sniff, and play. There are benches for owners to sit and mingle, as well as some shade for those scorching summer days. Doggy waste bags are provided, but be sure to bring water to keep Fido hydrated while he makes the most of this splendid space. There is no separate area for small dogs, so ensure your hound is happy playing with dogs of all shape and sizes.
36
Lee
The lovely town of Lee is home to part of October Mountain State Forest, which is the largest state forest in Massachusetts and an "appaws"-worthy spot for walkies. Fantastic forest trails can be found throughout the forest as you traipse through the trees, and dogs are welcome to go off-leash on these treks, but they must remain leashed in other parts of the forest. There’s a 2.7-mile interpretive trail around the Washington Mountain Marsh, a route through the gorgeous Schermerhorn Gorge, and access to the Appalachian National Scenic Trail, which is one of the longest hiking-only trails in the world.
24
Williamstown
Hopkins Memorial Forest is a 2,600-acre nature reserve that contains close to 15 miles of walking trails for you and your four-legged favorite to explore. This mighty forest spans across the corner of Massachusetts, New York, and Vermont but its trailhead is located in Williamstown. The two loop trails give you and Sparky about 4 miles to roam through the picturesque woodlands, and there are many things to "paws" and admire along the way, like Maple Sugar Shacks and the Moon Barn. The Stone Hill Hiking Trail is one of the most pawpular places to walk in Williamstown as it offers a breathtaking panoramic view of the whole town and has moderate trails suitable for even the sleepiest couch puptato!
12
Lanesborough
Are you and your fittest furry friend hoping to climb mountains together and catch some mutts-see views? Then Mount Greylock State Reservation is a doggone good place to start. The incredible trails can take you and your leashed dog to the highest point in Massachusetts for unforgettable vistas of up to 90 miles in the distance. Don’t forget to snap a fetching photo of your pup when they reach the top! If your puppy doesn’t want to take on the summit, there are numerous walking trails that range from easy to strenuous. You’ll definitely need something to sink your teeth into after that, so why not head to Arizona Pizza for a slice or a slurp in their dog-friendly outdoor picnic area?
Risingdale
There’s no bones about it -- Great Barrington has one of the best places to bring your precious pooch in the state of Massachusetts. Monument Mountain Reservation is a 503-acre open space that is renowned for its out-of-this-world views of Housatonic River Valley, the Taconic Mountains, the Berkshires, and the Catskill Mountains of New York. The site has inspired many writers throughout the years, and when you behold its beauty, you will understand why. Hickey Trail features a wonderful waterfall and is just one of many tremendous trails and walking paths to be found here. Pop a leash on Lassie and enjoy exploring this enchanting spot.
Dog friendly neighborhoods near Pittsfield
