Dog Walkers in Ossining

Find trusted dog walkers near you.

How Wag! Works

Book a Dog Walk with One of our Trusted Wag! Walkers
Track your Dog's Walk with our Live GPS Tracker
Receive Custom Reports Detailing your Dog's Activity

Vetted Walker Trust & Safety

Thoroughly Vetted
Wag! Guaranteed

Dog Areas in Ossining

1 Park
1 Trail
5 Groomers

The town of Ossining rests alongside the Hudson River in Westchester County, New York. This beautiful suburb serves as a wonderful place for local and visiting pups to have some down time, and is home to a great park system and gorgeous nature preserve. Ossining is nearly unmatched in terms of pet-friendly convenience, with 7 trails, 20 Fido-approved restaurants, and 3 off-leash areas in just 5-miles! 

Ossining’s own Cedar Lane Dog Park is one of the best around, offering pets a beautiful secluded space to blow off some steam. This fun-filled park has a pawtastic puppy playground with equipment such as tunnels, climbing structures, hoops, and more! All the necessities are covered for the owners as well, including abundant seating, a fire pit, a portable restroom, and poo bags. You and your mutt will go wild for this charming forest park! 

The Kitchawan Preserve offers leashed pups a chance to see and sniff some of the most beautiful forest landscapes in New York State. This 208-acre conservation area is home to countless species, and makes a great place to watch the migrations of butterflies and native birds. The park has many scenic hiking trails which are very popular with the local pup-ulation. The main path is considered an easy to moderate 4-mile hike, which will take you and your friend ruff-ly 3 hours to complete. Your mutt won’t want to miss this pristine paw path! 

Best Dog Neighborhoods in Ossining

  1. Dog Parks 1
    Population Density 22,000/sq mi

    #1 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! 

    Dog neighborhood?
  2. Dog Parks 1
    Population Density 2,600/sq mi

    #2 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!

    Dog neighborhood?
  3. Dog Parks 1
    Population Density 1,900/sq mi

    #3 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!

    Dog neighborhood?
  4. Dog Parks 0
    Population Density 2,000/sq mi

    #4 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!

    Dog neighborhood?
  5. Dog Parks None
    Population Density 5,466/sq mi

    #5 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.

    Dog neighborhood?
Book me a walkiee?
Sketch of smiling australian shepherd