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Best dog walkers in Chester

Book on demand and scheduled walks with local dog walkers

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Dog Walking

On-demand, scheduled, and recurring walks

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$10

$90

1 mi30 mi
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Best dog walkers in Chester

Book on demand and scheduled walks with local dog walkers

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Promoted Caregiver
Niaja B avatar

1. Niaja B

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Los Angeles, CA, 90020

from$16

Five stars

4.9 (90)

Walk

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Sitting

Boarding

from$16

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Los Angeles, CA, 90020

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Melissa M avatar

2. Melissa M

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Greenwood Lake, NY, 10925

from$16

Five stars

4.9 (112)

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from$16

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Greenwood Lake, NY, 10925

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Kirstie V avatar

3. Kirstie V

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Mechanicstown, NY, 10940

from$16

Five stars

4.9 (118)

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Sitting

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from$16

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Mechanicstown, NY, 10940

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Rachel M avatar

4. Rachel M

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Chester, NY, 10918

from$33

Five stars

5 (0)

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Drop-In

Sitting

Boarding

from$33

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Chester, NY, 10918

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Thomas C avatar

5. Thomas C

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Wallkill, NY, 10941

from$16

Five stars

5 (2)

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from$16

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Wallkill, NY, 10941

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Gregory L avatar

6. Gregory L

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Middletown, NY, 10940

from$17

Five stars

5 (4)

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from$17

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Middletown, NY, 10940

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Joseph R avatar

7. Joseph R

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Middletown , NY, 10941

from$16

Five stars

4.9 (206)

Walk

Drop-In

Sitting

Boarding

from$16

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Middletown , NY, 10941

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Francesca M avatar

8. Francesca M

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Salisbury Mills, NY, 12577

from$16

Five stars

5 (52)

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Drop-In

Sitting

Boarding

from$16

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Salisbury Mills, NY, 12577

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How to book dog walkers near me

  • get matched icon

    Get matched

    A top-rated local Caregiver will match with you; or you can choose to browse Caregivers near you.

  • follow along icon

    Follow along

    Receive live updates and photos. Track your pup's walk via GPS.

  • report card icon

    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.

Customer Reviews

Read reviews of Chester, NY dog walkers

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2048 reviews

Wag! Pet care provider and dog

Why book a dog walker in Chester?

Booking a local dog walker in Chester, NY is easy with the Wag! app. Simply set your pup's preferences and location, then let the platform match you with the perfect dog walker near you. You can even track your dog's walk with the GPS map in the app and see a report card of your pup's playdate when they return home. Stress-free pet care is just a tap away, and dog walkers all over the Chester, NY are waiting to give your pooch the attention they deserve.

The best dog friendly neighborhoods in Chester

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48

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.
36

36

Monroe

Here, you'll find the Orange Heritage Trail, which聽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.

24

24

Central West Milford

Waiting for you just 20 miles away from Chester, in central West Milford, is a unique experience. The聽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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12

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聽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!

0

0

Montebello

Approximately聽27 miles away from Chester, in Montebello, you can find the聽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.

Frequently asked questions

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