Dog walking in Chester

Book on demand and scheduled walks with local dog walkers

How it works

Flexible scheduling

Select the date and time that best suit your needs. Want a walk ASAP? We’ve got you covered.

Customized for your pup

Choose between a 20-minute, 30-minute, or 60-minute stroll for your dog.

Follow along

Track your walk with our live GPS tracker, then view your detailed report card after the walk.

What is Wag!?

Wag! is the nation's fastest-growing network of pre-screened and insured pet sitters and dog walkers. In less than 15 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.

Book walkers near you

Rachel RChester, NY 10918

5.0

(27)

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“Live. Laugh. Bark.”

Hello! My name is Rachel and I am a 19 year old college student. I am a landscaper and do Wag! on the side. I am studying Geology and Horticulture at Sussex County Community College. I have lots of experience with animals as I take care of my dog, hedgehog, koi fish and ducks. I love spending time outside and taking my dog Gunner for walks!

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Top Pet Caregiver

Socially Distanced Pet Care

Specialties

Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Dogs who pull, Fast walker

Eddie HChester, NY 10918

4.9

(537)

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Hi my name is Eddie .l would like very much to walk and care for your pup! I have owned and cared for many different breeds. I will care for your dog as if it were my own.

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High Demand

Top Pet Caregiver

Specialties

Can run with dogs, Oral medicine administration, Senior dog care, High energy dogs, Dogs who pull, Puppy care, Fast walker

Raymond SChester, NY 10918

4.9

(473)

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When I was young I always hanged around dogs I didn't know. I was short in height and the dogs were bigger than me but they all walked around with me with no leash even though I didn't know them they were my furry friends. If the dog wants to walk left I go left if the dog wants to make a right turn I will go right. I'm not here to discipline the dogs I'm here to let the dog have as much fun as possible and be as safe as possible. If the dog is lonely I will take away that loneliness but giving the dog plenty attention.

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Tom EChester, NY 10918

4.9

(494)

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My name is Tom, and I am a lifelong dog and cat owner and animal enthusiast. I have over a dozen years of experience in house/dog/pet/baby-sitting. Currently, I have 2 dogs, a miniature schnauzer and a cockapoo, who are 12 and 13. I do everything from grooming, vet trips, walks, feeding, and overall just making sure they are as healthy and content as can be !

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High Demand

Joseph RChester, NY 10918

4.9

(200)

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“Dogs are family! :)”

Hi, Wonderful Dog Parents! My name is Joseph, a current college student in Chicago and I have been passionate about pet care ever since I got my own dog. This began not only a great love for dogs, but a hobby to take care of others! My dog care experience has played a major role in my life, specifically working with a variety of dogs and places like New York and Chicago for six years. This involves running, long cold walks, and lots of play time! I hope to be the best pet care provider for you!

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High Demand

Specialties

Can run with dogs, Oral medicine administration, Senior dog care, High energy dogs, Dogs who pull, Puppy care, Fast walker

Vanessa FChester, NY 10918

4.9

(192)

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Hello! I am originally from New York and I have worked with animals for over 10 years. I have experience working in a veterinary hospital, a doggie daycare/hotel and am currently working as a dog groomer! I love dogs of all sizes and breeds.

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High Demand

Top Pet Caregiver

Specialties

Oral medicine administration, Fast walker

Olivia RChester, NY 10918

4.9

(59)

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Hello! My name is Olivia, and I have been part of the Wag team since 2017. I have been walking and caring for dogs my whole life, and I worked in an animal hospital for 4 years as well. I love animals of all kinds, and I try to keep my schedule fairly flexible so I can walk or sit dogs when I’m needed! I look forward to caring for your pup!

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Specialties

Can run with dogs, Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, High energy dogs, Dogs who pull, Puppy care, Fast walker

Ariel SChester, NY 10918

4.9

(55)

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“Made you look!”

Hello All! I had my Doxie Suzie until she was 17, but sadly I had to say good by last year. I nursed her through many surgeries. I used to have a cat that I administered meds and IV fluids to. I have experience with puppies and large dogs. I love to walk by the Ramapo Nature Reserve. I promise your pet will not want for ear scratches and belly rubs. You will not have anything to worry about while your pet is in my care. I will treat he/she like they are one of my own. Hope to hear from you soon.

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Specialties

Can run with dogs, Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, Dogs who pull, Puppy care

Brittany GChester, NY 10918

4.9

(31)

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Hi there! My name is Brittany and I am a recent college graduate, home for now, from the University of South Florida. I grew up caring for cats and dogs and have gained experience caring for various animals such as fish, reptiles, and amphibians. I am a former paid zookeeper intern with a passion for animals! I generally have a flexible schedule, so please feel free to reach out!

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Specialties

Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, High energy dogs, Training experience, Dogs who pull, Puppy care, Fast walker

Katie TChester, NY 10918

4.9

(28)

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“Looking forward to walking with you!”

I love dogs and I can’t wait to meet yours! I’ve been around dogs my whole life and I’m happy to meet every one of them. I’ve spent many hours training and working with my own dog on her manners both on and off leash and I’m looking forward to using those skills with your pupper, too!

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Specialties

Can run with dogs, Oral medicine administration, Senior dog care, Dogs who pull, Puppy care

Dog Walking in Chester

Chester is a quaint little town in Orange County, New York. Though there aren't many dog-friendly amenities here, Chester is a pawesome place to stay if you're travelling with your furry friend.

If you need a place to stay in Chester, check out the city's AirBnB options. Most AirBnB hosts don't charge extra fees for canine tenants, although pet policies will vary based on the host.

While you are in Chester, you have to visit the Rushing Duck Brewing Company. This brewery is a small family owned and operated business. The Rushing Duck Brewing Company is situated in the Historic District of Chester. They started selling beer in August of 2012. The great thing about this brewery is that they are so dog-friendly that they even allow dogs in the tasting room! Yep, that's right! Beer and dogs -- sounds like heaven to us!

The only rules that you have to follow if you want to bring your four-legged friend here are that your dog is well-behaved and on-leash at all times. Also, you have to know that the brewery has its own pet: a cat named James that often visits the tasting room! If your dog doesn't play well with kitties, you might want to skip this experience.

Best Dog Neighborhoods in Chester

Goosepond Park

48
Population Density
372 per sq. mi.

Goosepond Park

48

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.

Monroe

36
Population Density
2,498 per sq. mi.

Monroe

36

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.

Central West Milford

24
Dog Parks
1 park

Population Density
344 per sq. mi.

Central West Milford

24

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.

Eastern Cornwall

12
Population Density
458 per sq. mi.

Eastern Cornwall

12

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

0
Dog Parks
1 park

Population Density
270 per sq. mi.

Montebello

0

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.