Dog-Friendly Activities in Ossining, NY

Bring Fido to explore, socialize, and play off-leash at the dog run at Cedar Lane Park in Ossining, NY. This fenced-in recreation space welcomes pups to romp without any restraints. Ensure Fido is leashed until inside the designated play area and while re-entering the larger community park.

Kitchawan Preserve Trail is a moderately easy, pet-friendly, 4-mile hike in Ossining, NY. This trail is popular amongst dog owners as the wide path allows you to hike side by side with your pup through the mature forests. Dogs must be on a leash no longer than 6 feet throughout your visit.

Sing Sing Kill Brewery is a pet-friendly taproom located in Ossining, NY. Well-behaved dogs can join you for a cold beer in their outdoor seating area. This eco-conscious establishment is committed to using locally-sourced ingredients, energy and equipment. Although Sing Sing Kill Brewery has no kitchen, they offer small snacks like nuts, chips and soft pretzels.

Cedar Lane Park is a pet-friendly recreation area where leased pups can join their owners for some fun! This park is located in Ossining, NY, and features many amenities, including an off-leash dog run, community garden, ball field, art center, pond and more. Fido may only enjoy leash-free exercise when inside the designated dog run.

Playland Beach is a dog-friendly beach located on the grounds of Playland Park Amusement Park in Rye, NY. Dogs are welcome to join their owners on the beach from October 1st until May 4th, before the park is open for the season. There is a limit of 3 dogs for each owner, and dog walking services are prohibited all year round. Make sure you keep Fido on a leash under six feet.

Fido is welcome at the dog-friendly Harriman State Park in Ramapo, NY. Your furry hiking partner must always be on a leash no longer than 6 feet and display their rabies vaccination tag. Dogs are prohibited in buildings, beach/bathing areas, Beaver Pond Campground, Welch Beach or Sebago Cabins.

Blue Mountain Reservation is a 1,500-acre park in the northwest section of Westchester County in Peekskill, NY. This recreation area offers more than 20 miles of hiking and mountain biking trails. One of their easy, dog-friendly paths will lead you to two ponds and sweeping views of the surrounding countryside. Due to the heavy population of mountain bikers, Fido must be leashed.

Storm King State Park has a somewhat difficult 3.5-mile hike that will take about 3 hours to complete with Fido in Cornwall, NY. Although the pet-friendly trail skips Butter Hill and Storm King Mountain, it does offer beautiful views of the Hudson River, Bannerman Island, Cold Spring, and Constitution Marsh and is also more lightly traveled. Dogs are not permitted in picnic areas and must be leashed.

Kingsland Point Park is a large riverside recreation area in Sleepy Hollow, NY. This pet-friendly park features a playground, athletic fields, a historic lighthouse and a dog park. Leashed dogs can visit this park with their owners if they remain leashed unless in the designated leash-free space. Note that an entry fee into the park does apply.

Leashed dogs are allowed to visit the pet-friendly Little Stony Point Park in Cold Spring, NY, any day of the year, especially on event days. Events may include "Spring Cleanup Days," "Maple Syrup Day," and an annual musical, "Hoot on the Hudson". Little Stony Point Park is open to visitors from dawn to dusk daily. Leashed dogs are welcome on the trails.

Bring Fido on a relaxing stroll through the dog-friendly Bailey Arboretum in Locust Valley, NY. The Arboretum features a charming 18th-century farmhouse and forty-two acres of rare and unique trees. Leashed dogs and their owners can explore marked trails for free. See their website for the current operating schedule.

Ward Pound Ridge Reservation Trail is a moderately easy, 7.5-mile hike in Pound Ridge, NY. You and your pup will enjoy this pet-friendly path with only a few moderate climbs. Your dog will delight in the stream crossings and hiking by your side on the wide road while you take in scenic vistas and historical points. Please note that dogs must be leashed and are not permitted in picnic areas.

Stone Barns Center for Food and Agriculture in Pocantico Hills, NY, is great for bringing kids and dogs. When you tour this farm, you can see barnyard animals or enjoy a yummy snack at the Cafe, with dog-friendly outdoor seating. Leashed dogs are welcome on the farm, but their owners must keep them away from the pastures, gardens, growing fields and greenhouses.

The Babcock Preserve is a pet-friendly area in Greenwich, CT, that's open to the public during daylight hours for hiking, walking, jogging, cross-country skiing, nature study, picnicking and horseback riding on designated trails. The 4.1-mile loop features forested land filled with a wide variety of wildlife. Leashed dogs are welcome.

Black Rock Forest is a pet-friendly destination in Cornwall, NY. Bring Fido for a day out exploring the forest that is run by a non-profit with a mission of advancing scientific understanding of the natural world. This area offers hiking trails where your furry friend will enjoy splashing in the water.

Mianus River State Park, formerly the estate of singer and actress, Libby Holman, is a pet-friendly area in Stamford, CT. The river weaves through this 400-acre urban forest where visitors enjoy biking, fishing, hiking and horseback riding in the area. Leashed dogs are welcome as long as they're cleaned up after, but please note that commercial dog walking is not permitted.

Bark ‘n Brews in Nanuet, NY, is a dog bar and cafe featuring local beers, NY wines, hand-crafted coffee, and non-alcoholic drinks. Guests can enjoy small plates, tacos, paninis and pet-friendly treats. Dogs can romp off-leash in supervised, temperature-controlled play areas or relax on the leashed front enclosed patio with their humans. Please note that proof of vaccinations is required.

The North County Trail is one of 1600 rail-trails supported by Rails-to-Trails Conservancy, a nonprofit organization that is working to create a nationwide network of trails from former rail lines and connecting corridors. Previously an unused railroad corridor, this "rail-trail" is now a great place to walk Fido in Yorktown Heights! The map below shows a parking area with convenient access to the North County Trail. Rails-to-Trails Conservancy has generously provided map data for this trail to Bring Fido for informational purposes only. For more detailed trail information, please visit TrailLink.com.

Castle Rock and Sugarloaf Hill Trail is a 6.65-mile hike in Hudson Highlands State Park. This moderately easy pet-friendly path in Garrison, NY, may take about 3 hours to complete with Fido. Let your mind travel back to the late 1800s as you marvel at the private mansion with over 34 rooms and four interior chimneys. The area around the mansion is private, so stick to the trail. Dogs must remain on a leash no longer than 10 feet.

The Sleepy Hollow Cemetery is pet friendly. This cemetery in Sleepy Hollow, NY, is the final resting place of Washington Irving, the author of The Legend of Sleepy Hollow. Leashed dogs are welcome to join their owner here if they are cleaned up afterward. Unfortunately, dogs are not welcome on tours of the cemetery.