Ossining, NY

Dog walking in Ossining

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

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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

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

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.

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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.

Great report card and sensitive to my pups needs. She did a great job and excellent communication.

Jessica L.

Fantastic job, Greg! Highly recommended.

Gem P.

Thanks, Greg!!! You did awesome job

Gem P.

Thank you Greg for the patience and kindness you showed to Frankie.

Robin D.

Greg has so much patience with Frankie. Appreciate the care shown.

Robin D.

Wow! Frankie responded so well to Greg. Actually took his whole walk when he is usually so anxious we are lucky if he will go further than the time it takes him to do his business. Thanks Greg!

Robin D.

Dependable. Caring.

Alan J.

Ok thank you! My partner took him out this morning, he could have pooped then

Dylan C.

Prompt and so good with my dogs. New favorite walker.

Anne B.

Ibeth always takes great care of our guy!

Shannon B.

Why book dog walker in Ossining

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

The best dog friendly neighborhoods
in Ossining

Van Cortlandt Village

Van Cortlandt Park offers the local pup-ulation a great off-leash getaway only 35 minutes south of Ossining. Dogs love the open grassy expanses where they can run free and fetch safely in the fully-fenced recreation yard. The park is divided into two separate spaces for large and small breeds, both of which have ample seating for owners to enjoy the furry shenanigans. The large breed section boasts an impressive obstacle course where dogs can jump through hoops, dart through tunnels, and play king-of-the-mountain on climbing structures. This park is sure to win the affection of even the grumpiest pooches!

Mill Wood

The off-leash area at Gedney Park is definitely one to write home about. Pets are welcome to stroll off-leash on designated trails (as long as they are under the voice control of their owner). The trails are well-marked and moderately easy in difficulty. There are plenty of brooks and streams for your pup to splash in, so be sure to bring a towel! Visitors recommend that owners come early when there is less bike traffic -- this way your pet can get the full experience without distraction! The best part is that the park is less than 5 miles from Ossining!

Kingsland Point

Sleepy Hollow Dog Park at Kingsland Park makes for a scenic riverside romp, and it's only 5 miles from Ossining. Located right on the Hudson, this park has all the makings for a pawfect Saturday play date with your furry friend. This fully fenced park offers guests plenty of shade, seating, waste bag dispensers, and restrooms for the humans. After your pup works up an appetite, stop in at Horsefeathers, just a few streets away. This fur-iendly eatery offers bipeds (and quadpeds) outdoor seating where they can enjoy the eatery’s American-style fare. Horsefeathers offers selections such as sandwiches, seafood, pastas, and crepes. No matter what you order for Fido, it’s sure to be a treat!

Tarrytown

The Rockafeller Nature Preserve is a fantastic place to spend the day with your outdoorsy pup. Only 4.5 miles from Ossining, and 30 miles from the bustling Big Apple, this preserve offers city pups the chance to break away from the monotony of city life. This picturesque sanctuary offers visitors 1,400 acres of pristine forests, meadows, and wetlands through which miles of trails traverse. Your pooch will appreciate the 180 species of birds that reside here, but make sure he stays leashed (so he can appreciate them from afar)! A trip here is sure to earn you plenty of kisses from your furry adventurer!

Blue Mountain Reservation

Blue Mountain Reservation encompasses 1,500 acres where you and your pup can get in touch with nature. The park boasts over 20 miles of trails, which wind through some of the most beautiful terrain New York state has to offer. Pups especially adore the main trail, a 3.5-mile trek that loops around two ponds and features birds-eye views of the unspoiled countryside. Mountain biking is a very popular activity here, so leash up your pup for his own safety! Your fur-iend will be happy to know that the park is open 7 days a week year-round, from 8 AM to dark.

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Dog walking in Ossining

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