Dog walking in Pleasantville
Book on-demand and scheduled walks with local dog walkers - choose between a 20-minute, 30-minute, or 60-minute walk for your pup- Wag!
- Dog Walking
- Pleasantville, NY
Best dog walkers in Pleasantville
Book on demand and scheduled walks with local dog walkers
On-demand, scheduled, and recurring walks
$10
$90
Best dog walkers in Pleasantville
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.
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.
Tanya,
Pleasantville
Tamara was great with my two Poms!
Shannon,
Pleasantville
Ibeth always takes great care of our guy!
Kevin,
Pleasantville
Sarah is great with Rover. She is calm and Rover feels comfortable when he sees her. She talks to him calmly and he knows he s going for a walk when she has the leash so he s totally onboard!
Montse,
Pleasantville
Greta was amazing, the need for a sitter was last minute and unexpected. She was with my babies longer than she needed to which is so appreciated and kind. Would definitely recommend her!
Laura,
Pleasantville
Thank you so much he was probably soooooo happy to see you!!!!
Omar,
Pleasantville
Awesome job!
Laura,
Pleasantville
Thank you!!!
Laura,
Pleasantville
Sarah is the best! Thank you so much Scooby had the best time!
Laura,
Pleasantville
Amazing g walker thank you so much for walking Scooby again!
Laura,
Pleasantville
Thank you so much!
Why book a dog walker in Pleasantville?
To book a walk for your dog in Pleasantville, NY, choose between a 20-minute, 30-minute or 60-minute walk for your pup. Then, let the Wag! platform match you with a top-rated dog walker near you. Or, you can browse Caregiver profiles to find the best dog walker for you and your pup's preferences. You can even save the Caregivers your dog liked best so you can easily book them again! When you're away or unable to walk your dog, let a Pleasantville, NY dog walker do it for you.
The best dog friendly neighborhoods in Pleasantville
48
Pleasantville Town Center
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.
36
Mount Pleasant
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.
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East Briarcliff Manor
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.
12
Sleepy Hollow Village Center
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.
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Chappaqua Town Center
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!
Frequently asked questions
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