Dog walking in Ashland
Book on-demand and scheduled walks with local dog walkers. Choose between a 20, 30, or 60-minute walk for your pup.


How Wag! works
Easily find and book trusted Pet Caregivers near you
Pick a service
Whether it's Walks, Drop-Ins, Sittings, or Boardings, choose the service that best fits your pet's needs.
Choose your Caregiver
Select from committed Caregivers who understand your requirements. Chat directly to ensure the perfect match!
Follow along in the app
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.
Why book dog walker in Ashland
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 Ashland, 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. Ashland, MA has "pawlenty" of parks and neighborhoods that your dog is itching to explore!

The best dog friendly neighborhoods
in Ashland
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.
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W Union Street
If you and your pooch are looking to get back to nature, there are few better places to do so than Ashland State Park! This park is very pawpular with local dog owners, though your pup will need to stay on their leash. You two will find miles of trails to sniff and explore, and most of them have only a moderate incline, so a trip here can include all ages and fitness levels. There’s even a small beach by the reservoir! If you can, visit in fall -- you’ll never forget the sight of all those trees ablaze with color. Just remember to bring your own water and bags!36

North Hopkinton
You’ll need to pay $15 for parking at Hopkinton State Park, but once you’re inside, you and your pooch might well decide that the fee was worth it! Like Ashland State Park, this preserve features miles of walking trails through wooded wonderland, but as an added bonus, there’s a large picnic area with benches, so you can take a load off if you feel like your buddy has been walking you! If you and your pup are looking for something different to do, consider renting a paddle boat. The rental service caters to canine customers, and even provides doggy life jackets.25

Callahan State Park
Of all the state parks in the area, Callaghan State Park is a real stand-out. It features its own off-leash area -- or rather, several of them! Furry friends can run free on many of the trails in this gorgeous woodland, as long as they don’t pass a road or private property. Of course, these trails aren’t fenced, so you might want to keep an eye on your little tearaway! There’s also a large green field ideal for spirited games of catch. After you’ve worked up an appetite, you two can chow down at CJ’s Northside Grill. This locally owned joint serves up a mean burger, and welcomes wagging tails outside.12

Medway
If you and your fur baby feel more secure in a fenced environment, the Medway Dog Park is a real mutts-visit. This, huge, well-maintained dog run has decent-sized, separate areas for large and small dogs, so your pooch can socialize and play be they big or little! Everything you need in terms of water, bags and toys is provided, so all you need to do is bring your pup and prepare to play. Medway has recently dropped the requirement for a permit to use the park, making this one of the few in the area that welcomes both locals and visitors.