- Wag!
- Dog Walking
- Chesterfield, MA
Best dog walkers in Chesterfield
Book on demand and scheduled walks with local dog walkers
On-demand, scheduled, and recurring walks
$10
$90
Best dog walkers in Chesterfield
Book on demand and scheduled walks with local dog walkers
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How to book dog walkers near me
Get matched
A top-rated local Caregiver will match with you; or you can choose to browse Caregivers near you.
Follow along
Receive live updates and photos. Track your pup's walk via GPS.
Get a report card
Once your pet is home, view details on how the walk went, complete with a photo!
Why find pet care through Wag!?
Wag! is the nation's fastest-growing network of vetted and background checked pet sitters, overnight boarding, dog walkers, dog trainers, and even virtual vet chat. Schedule ahead for pet care while you are away, or book on-demand pet care during the workday. In 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.
Why book a dog walker in Chesterfield?
Your pup wants to see the Chesterfield, MA sights just as much as you do, whether they're taking a quick spin around the block or frolicking in their favorite nearby park. Dog walkers on the Wag! platform are experienced with dogs of all shapes and sizes, ensuring your dog is safe and happy as they explore Chesterfield, MA. You can work, play, or run errands knowing you don't have to worry about pet care while you're out.
The best dog friendly neighborhoods in Chesterfield
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Chesterfield
This community has one gorgeous neighborhood referred to as Chesterfield. Chesterfield Gorge is a nature reserve of deep canyons with a wag-tastic half-mile trail along the cliff top that offers views of the gorge. The East Branch Trail at Gilbert Bliss State Forest is a 9-mile trail one way with rolling terrain and short climbs and descents. Krug Sugarbrush State Forest offers 15 miles of mixed use trails for pawsome walks with your pup. The Dead Branch State Forest also offers sniff-tastic walks among some of the unusual fauna and small wildlife. Fido is welcome in the parks and forests on leash.
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Goshen
This single neighborhood community in Goshen is the home of Hammond Pond Park and is just over two miles from Chesterfield. This beautiful park with gentle walking trails will have your pooch “waggin’ like he means it.” Rough it at Waterfront Camp which is available through Airbnb, and enjoy the beautiful, quiet and clean lake just perfect for a pawsome swim in the warm spring and summer water. Enjoy a walk around Damon Pond as the snow begins to melt as you and your leashed pup enjoy a trek across the small bridges to the sounds of babbling water as it runs over the rocks below.
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Middlefield
Glendale Waterfalls located in Middlefield just over 20 miles from Chesterfield. The Falls was once the site of a 19th century mill and antique remains can still be seen at the top. Further down the falls you can find the old grist wheel, once used for grinding grain and corn, laying on its side. A well-groomed trail is a great stroll to the bottom of the falls where you and your pup will find a beautiful swimming hole. You and your pooch can always find places to sit in the falls and let the water cascade over you during the warmer months.
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Westhampton
Fifteen miles from Chesterfield, is the small community of Westhampton. Located here is Springfield/Northampton KOA Campground, formerly called Windy Acres Family Campground, that has wooded and open grassy campsites with water and electricity. Your leashed pup will enjoy exploring the wide-open spaces and woods found within the campground. The fishing pond is a sniff-tastic exploration as the two of you wander the beach or wade in to enjoy the cool clear water. Plenty of picnic facilities are available to enjoy outdoor dining; check out the farmers market just around the corner. Your pup will enjoy some off-leash time in the Kamp K9 Off-Leash Dog Park.
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North Farms/ Leeds
Just under 25 minutes away in Northampton, Look Memorial Park is waiting for your pup. This 150-acre park is a great place to explore. The park has an array of shelters that can be reserved for group activities, and plenty of single picnic sites with grills and tables that can also be reserved. You and your pup will love the 1.2-mile walking path through covered bridges and along Willow Lake as you enjoy the scenic beauty of the park. Enjoy a rest on one of the benches along the way or check out the pedal boats at the lake. A steamer train, water spray park and a zoo will delight every member of your family.
Frequently asked questions
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Dog friendly neighborhoods near Chesterfield
