Dog walking in Pleasantville

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

Alexa KPleasantville, NY 10570

5.0

(1057)

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Hello! My name is Alexa. I am an animal lover from birth, I had a Maltese-Pomeranian growing up. As I grew, my love for dogs grew with me, I now have experience with pit bulls, wheaten terriers, chiuhuas, puggles, etc! Rescue, no rescue, dogs who are not keen on other dogs, dogs who are shy or have been abused in the past. I am up for it all and would love to meet your favorite member of the family!

Background Checked

High Demand

Top Pet Caregiver

Specialties

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

Elizabeth SPleasantville, NY 10570

4.9

(1168)

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I love dogs and they love me. I have been a loving and doting pet mom since I was 8. I have been pet sitting and dog walking for the past 5 years. I have walked dogs as large as Great Danes and as small as yorkies I have 2 English bulldogs and am very familiar with short nose dog breathing issues in the heat.

Background Checked

High Demand

Top Pet Caregiver

Specialties

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

Keilynn CPleasantville, NY 10570

4.9

(1152)

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Hi, I’m Keilynn from White Plains, New York. Because I grew up around animals, I’ve always felt comfortable around them. But I also have developed a special attachment to them. That's why I want to work as a dog walker. I get a great deal of satisfaction from knowing I can help both dogs and their owners.

Background Checked

High Demand

Specialties

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

Chris OPleasantville, NY 10570

4.9

(996)

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HI, I'm Chris and live in the Bronx area with my two fur-children, Walker, a rescue Pit, and Jazzy, an English Labrador Retriever. I serve the Westchester, Bronx and northern Manhattan areas. I am certified in Pet First Aid and CPR, and have walked many dogs from puppies to 20-yr olds, tea cup to 135 lbs, and even those who are leash reactive. If your fur-baby is leash reactive, please leave a bag of treats with their leash. I am looking forward to meeting your fur-baby.

Background Checked

High Demand

Top Pet Caregiver

Specialties

Dog first aid and/or CPR, Oral medicine administration, Senior dog care, Special needs dog care, Training experience, Dogs who pull, Puppy care, Fast walker

Laura MPleasantville, NY 10570

4.9

(988)

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My name is Laura. I am currently employed as a veterinary technician. I have been working with animals over the past 20 years. I have experience working in animal shelters, rescue facilities, animal hospitals and of course dog walking as well as dog sitting and cat sitting. I currently own two cats and a bunny.

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High Demand

Juan DPleasantville, NY 10570

4.9

(719)

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Dog trainer/walker by day, cat socializer by night, and a lifetime spent on loving animals. As an ex police officer I have extensive training in dealing with any kind of dog. Please consider me for your pet’s needs. Hope to meet your pups soon!!!

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High Demand

Training Provider

Training Exam Complete

Rob CPleasantville, NY 10570

4.9

(653)

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I've been an animal lover since I was a child and have been caring for my own dogs for over 25 years now. I'm recently retired from a job that required a lot of walking and have been taking my border collie on hikes, but she can't keep up with me anymore so here I am ready to give your dog the same love and great exercise as mine!

Background Checked

High Demand

Top Pet Caregiver

Specialties

Senior dog care, Dogs who pull, Puppy care, Fast walker

Ferry VPleasantville, NY 10570

4.9

(582)

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I am a very enthusiastic dog lover, originally from the Netherlands and have been living in New York City since 2007. My family always had dogs and I dog sit for friends and family. I love to be outside and what is better than enjoying the outdoors walking with dogs? I am very well liked and dogs get along with me. We quickly share a connection!

Background Checked

High Demand

Top Pet Caregiver

Socially Distanced Pet Care

Specialties

Senior dog care, High energy dogs, Dogs who pull, Puppy care, Fast walker

Eddie HPleasantville, NY 10570

4.9

(536)

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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.

Background Checked

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

Elizabeth DPleasantville, NY 10570

4.8

(750)

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“Furries are my fans!”

Hi! I'm Elizabeth, I love dogs and spending time with them playing, walking, cuddling, and everything in between! I have experience in grooming, doggie daycare, as a veterinary assistant, pet sitting, administering subcutaneous injections, animal CPR, and dog walking (I also love and care for cats, and will care for any type of companion animal besides venomous spiders or snakes).

Background Checked

High Demand

Specialties

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

Dog Walking in Pleasantville

Could any place be more pawfectly pleasant than Pleasantville, New York? With its lush woods, pawdorable shops and restaurants, charming historical buildings, and pawsome parks, Pleasantville has a little something fur everyone. Pleasantville is also home to Pace University, whose mascot is the Pace Setter, a loveable basketball-Jersey wearing dog. There are also 3 veterinarians right in town to keep your pup healthy.

If your dog is just begging for a walk, the North County Trail offers a puptastic path. This converted retired railway offers 22 miles of wooded views. As long as you’re using a leash, you and your dog can enjoy a woofderful walk here. Find the trailhead at the Eastview Bark and Ride Lot, where you can also park your car. Bring some water and waste bags for your dog.

Terrier-ble sweet tooths can be satisfied at Flour and Sun Bakery on Washington Avenue. They’ll serve you something to drool over. Try out one of their homemade cupcakes in flavors like red velvet, PB&J, vanilla salted caramel, or tiramisu, or simple on some bubble tea. Your dog won’t be able to resist begging for a bite at one of their outdoor tables.

Whether you want idyllic meadows, mom-and-pop shops, wooded trails, or quaint restaurants, puptastic Pleasantville is the place to go!

Best Dog Neighborhoods in Pleasantville

Pleasantville Town Center

48
Dog Parks
1 park

Population Density
4,206 per sq. mi.

Pleasantville Town Center

48

Every pups’ favfurite part of Pleasantville is the Pleasantville Dog Park. Nestled in the heart of the Village Center on Castleton Street, it’s the one place in town where dogs of all size can roam free off-leash and socialize. The park has water fountains and waste bags for pups, too. If you’re feeling more like whining and dining, check out the Ironhorse Grill. When the weather is nice, it’s a grrreat place to grab a meal or a cocktail. Their specialty is seafood, but they also have delicious salads and desserts (for humans only). Just ask the host for a dog friendly outdoor table.

Mount Pleasant

36
Population Density
1,608 per sq. mi.

Mount Pleasant

36

Mount Pleasant is a flufftastic area to check out if your dog likes long walks and lots of smells thanks to its two large parks. Graham Hills Park is a pawsome place to spend time with your four-legged friend. You’ll need to keep your dog leashed, but there is plenty of space to explore, over 430 acres. The park even has doggy waste stations! Aside from the open fields, the Graham Hills Park Trail offers a 3.6 mile paved path. The trail meanders mostly through the woods, meaning there’s plenty of shade. The Rockfeller State Park Preserve is also a real treat. It features views that will leave you panting, including the lovely 22-acre Swan Lake. To really take it all in, you can walk one of the three carriage roads that meander through the rolling hills and lush greenery. You could also try the 13 Bridges Loop Trail, a 1.9 mile hike that leads you over 13 bridges along the Gory Brook.

East Briarcliff Manor

24
Population Density
1,200 per sq. mi.

East Briarcliff Manor

24

The town of Briarcliff Manor is woodsy and woofderful, and it’s right next to Pleasantville. Grab the trailhead to Hardscrabble Wilderness Trail on Dogwood Lane, and then venture out for a tail waggin’ good time. The 3.5 mile trail features a pond where your pup can do a little doggy paddling, rocks to climb, and flat terrain for walking and jogging-- all on-leash. The path itself is mostly made up of dirt, gravel, and crushed leaves, so unless you trust your dog to mark a path, you’ll want to keep an eye on the trail. Waste bags, water, and tick treatments are also all good ideas. Briarcliff has some furrific food, too. If you’re looking for the best pupperoni pizza in town, look no further than North State Pizza. Dogs and their humans are welcome to sit at any of the tables outside while they chow down.

Sleepy Hollow Village Center

12
Dog Parks
1 park

Population Density
4,600 per sq. mi.

Sleepy Hollow Village Center

12

While Sleepy Hollow is probably best known for its headless horseman, this town's Village Center neighborhood is also a splendi-fur-ous place to stretch your legs. Kingsland Point Park is one of the most pawmazing places to spend a day. First of all, within Kinglsand Park is the Sleepy Hollow Dog Run, an off-leash dog area where dogs can run, bark, and dig to their delight. Perk up your ears, though, because you’ll want to remember this: to enjoy the park, you MUST pay a small fee for an annual permit. The 18-acre park is also full of fields and beautiful views of the Hudson River that can be enjoyed by leashed dogs and their humans. There’s a playground for kids, and you won’t want to miss seeing the historic Tarrytown Lighthouse. When you’re feeling like it’s time to fill your bowl, you and your pup can enjoy Greek food at any of Santorini Greek Restaurant’s outdoor tables. Nothing better for the humans than ending the day with a bark-lava.

Chappaqua Town Center

0
Dog Parks
1 park

Population Density
2,759 per sq. mi.

Chappaqua Town Center

0

Pleasantville’s neighboring towns are just a pleasant for pups. The Town Center area of nearby Chappaqua is quite fur-riendly. The best part of town is undoubtedly the Gednery Park Off-Leash Dog Area, located in Gedney Park. With the exception of the playground area, well-behaved dogs are allowed to roam free throughout the 126-acre park. There are trails, education stations, and wide open fields. We recommend trying the 2.1-mile Red Trail. You’ll find a trailhead right near the ballpark barking lot. If you don’t mind an on-leash experience, you’ll also find beautiful wooded trails at the Pruyn Sanctuary. This 92-acre park has 1.9 miles of walking trails that go through swamps and streams, and include educational plaques. When you’re starting to feel like you might gnaw on a bone, try Le Jardin du Roi instead. This French bistro and barbeque has a great menu for breakfast, lunch, and dinner. They’ll also provide your pup with water, and if you ask nicely, they’ll serve him up some chicken too!