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HomeDog Walking

Chester, NY

Dog walking in Chester

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

Looking for other services? Book Sitting or Boarding with Wag!

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How Wag! works

Easily find and book trusted Pet Caregivers near you

Pick a service

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

Choose your Caregiver

Select from committed Caregivers who understand your requirements. Chat directly to ensure the perfect match!

Follow along in the app

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.

Rate and review

Rate and review

Share feedback to help other Pet Parents find their perfect Caregiver.

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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.

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Victoria has done an excellent job taking care of my fur babies while I'm on vacation. She has great communication skills and always keeps me updated with pictures to assure me that my babies are okay.

Kyana S.

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Victoria is truly amazing! She cares for my fur babies as if they were her own, always noticing when they might need a little extra love or attention. It gives me so much peace of mind knowing they re not only safe but also happy and comfortable with her. She keeps me updated and communicates so well, which I really appreciate. I honestly couldn t imagine anyone better to trust with my pets.

Kyana S.

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Victoria is doing an excellent job looking after my 2 Fur babies. She gives me very detailed information about their well-being and I'm happy to have her as a dog Walker.

Kyana S.

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Niaja was able to make my super anxious dog trust her enough to enjoy his walk. After I got him back, he was in great spirits and definitely got to burn some energy. He s so happy. I can t recommend her enough!

Nikki A.

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Thank you!

Jon S.

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Thank you for taking good care of her

Michael G.

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This is the one!

David B.

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Francesca was punctual. She took an awesome pic of my Birthday boy as well as a quick video clip. Thanks for the walk Max enjoyed it very much. And thanks for making his bday. Lol

Damaris F.

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Thank you Francesca! Max liked you and he had a great walk.

Damaris F.

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Francesca is awesome always on time and always to give my pups an extended walk. She’s a life saver!

tiffany O.

Why book dog walker in Chester

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 Chester, NY 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. Chester, NY has "pawlenty" of parks and neighborhoods that your dog is itching to explore!

Why book with Wag!

The best dog friendly neighborhoods
in Chester

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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Goosepond Park

Goosepond Park

The Goosepond Mountain State Park is a 1,706-acre undeveloped park in Chester where you can find a very nice dog-friendly trail called Goose Pond Mountain Trail. The trail is 5.15 miles long, and you can reach the end of the trail in approximately 3 hours. The only problem with this trail is that the territory is unmarked and it is very easy to get lost. Take a map or a use GPS for safety reasons. Even though you can take your fur baby with you, he must be on-leash at all times, and the leash has to be no longer than 6 feet. You should bring lots of water for you and your pup and waste bags to clean up after your dog.
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Monroe

Monroe

Here, you'll find the Orange Heritage Trail, which starts in Monroe and finishes all the way over in Middletown, NY. This lengthy trail is 12 miles long and 10 feet wide. The trail is multipurpose; people hike, ride bicycles, and rollerblade here, so keep that in mind. You can bring your dog along, but he has to be on-leash at all times. The trail passes through wildlife sanctuaries, historic landmarks, streams, communities, and meadows. It's a unique experience for you and your pup! You should be prepared if you're planning on finishing the whole trail, though. Bring lots of water, snacks for your pup and yourself, and of course waste bags so you can clean up after your doggo.
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Central West Milford

Central West Milford

Waiting for you just 20 miles away from Chester, in central West Milford, is a unique experience. The Pequannock Feed and Pet Supply store has its own dog park: the West Milford Dog Park. This fenced, off-leash park spans one acre and is open during the store's normal operating hours. It has separate areas for small and large dogs and separate entrances as well. There is a parking lot and water available. Moreover, the park offers some agility equipment so your pup can have extra fun. The fence is approximately 6 feet tall and is very secure. The park is free, but the store owner accepts donations to help maintain the park.

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Eastern Cornwall

Eastern Cornwall

Around 18 miles east of Chester is the Storm King State Park. The hiking trail here is pretty difficult to complete, even though it's just 3.5 miles long. It would take you around three hours to complete it along with your pup. Your dog must be on-leash and is not allowed in the picnic areas. The hike offers incredible views of the Hudson River, Bannerman Island, Cold Spring, and Constitution Marsh. Make sure you bring plenty of water and snacks for your four-legged baby. You should also bring a camera for an awesome photoshoot with your best fur-iend!
Montebello

Montebello

Approximately 27 miles away from Chester, in Montebello, you can find the Suffern Kakiat Park, which includes an enclosed dog park. You can let your pup run free there, since it's an off-leash park. There is a parking nearby as well as plenty of shade trees for your convenience. Benches are also available for the humans. The park has plenty of toys and water bowls for your pooch. Aggressive dogs are not allowed in the park. The park is properly fenced and has waste stations to dispose of those poo bags. There are restrooms and picnic tables in the park, as well as hiking trails outside of the fenced area.

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