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    Dog Friendly Activities in Old Chatham, NY

    There are 45 dog friendly activities within 20 miles of Old Chatham. Use the links below to get an overview of each one, see pictures, print directions, and even read reviews from other dog owners. Coming from out of town? Get a discounted rate on pet friendly hotels in Old Chatham.

    Pet Friendly Hilltop Orchards

    Hilltop Orchards

    Richmond, MA
    Hilltop Orchards Leashed pups are allowed to join you at Hilltop Orchards, a pet-friendly, family-run orchard, cidery and winery in Richmond, MA. Home to 16 acres of prime apple trees, you can enjoy apple cider, artisanal craft ciders, wine tastings and incredible apple cider donuts made fresh daily. Then, explore the hiking trails throughout the property that offer excellent Berkshire views. See Details
    Pet Friendly Norman Rockwell Museum

    Norman Rockwell Museum

    Stockbridge, MA
    Norman Rockwell Museum Leashed dogs are welcome to join you as you explore the pet-friendly grounds of the Norman Rockwell Museum in Stockbridge, MA. The Museum houses the world’s largest and most significant collection of Rockwell’s work, and while Fido can not browse the artwork inside, the grounds offer 36-acres to explore that include sculptures, lovely landscaping, scenic views and picnic tables. See Details

    Pittsfield State Forest

    Pittsfield, MA
    Pittsfield State Forest Leashed dogs are welcome at Pittsfield State Forest, a pet-friendly natural area in Pittsfield, MA.There are 30 miles of trails to explore at this huge, 11,000-acre park, including the Taconic Crest Trail and the Tranquility. Berry Pond is also a popular spot in the park that offers swimming and fishing opportunities. See Details

    Balderdash Cellars

    Richmond, MA
    Balderdash Cellars Fido is welcome to join you inside or at an outdoor table at Balderdash Cellars, a pet-friendly winery in Richmond, MA. Enjoy a variety of wine options including white, red and rosé, which you can buy by the glass or try multiple by doing a tasting. You are welcome to bring your own food. See Details

    Art Omi

    Ghent, NY
    Art Omi Art Omi is a pet-friendly, not-for-profit arts center with a 120-acre facility in Ghent, NY. Fido is welcome to tag along to explore the grounds and sculptures but must register for their dog pass program in the visitor center. Your furry friend can be off-leash in the architecture fields from October 1 until April 30 before 8:30 AM on weekdays. See Details

    Dog Park at the Village of Ravena Park

    Ravena, NY
    Dog Park at the Village of Ravena Park Fido is invited to play at the dog park at The Village of Ravena Park in New York. This large, fenced-in area is great for your pup to make new friends. Amenities include water and a small pavilion to escape the heat. See Details

    Pittsfield Dog Park

    Pittsfield, MA
    Pittsfield Dog Park Fido is sure to enjoy a day spent with friends at Pittsfield Dog Park, located in Pittsfield, MA. The dog park is a fully-fenced in, off leash area with separate spaces for large and small dogs. Well-behaved dogs are welcomed to exercise and socialize in a clean, safe environment. A hydration station will provide relief for thirsty pets at play! Dogs visiting Pittsfield Dog Park must be at least six months old and be licensed, vaccinated and spayed or neutered. All dogs should be wearing their tags and remain within view of their owners. The dog park is open from dawn until dusk. See Details

    Olana State Historic Site

    Hudson, NY
    Olana State Historic Site Olana State Historic Site is a historic house museum and property in Greenport, New York, near the city of Hudson. The estate was home to Frederic Edwin Church, one of the major figures in the Hudson River School of landscape painting. Access to Olana’s dog-friendly, 250-acre landscape is free. The park is open every day from 8 AM to sunset. Bring Fido to explore Frederic Church’s designed landscape with five miles of carriage roads as a way to enjoy the outdoors. See Details

    Scenic Hudson’s Long View Park

    Coxsackie, NY
    Scenic Hudson’s Long View Park Walk your leashed dog at Scenic Hudson's Long View Park. The first thing that greets you upon entering the park is an old red barn, which attests to the land’s centuries-long incarnation as a farm. The park is open daily from dawn to dusk. See Details

    Hudson Ferry Co.

    Hudson, NY
    Hudson Ferry Co. Hudson Ferry Co. is a pet-friendly attraction in New York. Well-behaved dogs are welcome to hop aboard to take their daily commute between Hudson and Athens or join their one-hour sightseeing cruise throughout the day. You'll come across the Athens Hudson Lighthouse, under the Rip Van Winkle Bridge, and back to the Henry Hudson Riverfront Park, where you boarded. Snacks and drinks are also available for purchase. See Details

    French Park Dog Park

    Great Barrington, MA
    French Park Dog Park Fido can play off-leash at French Park Dog Park in Great Barrington, MA. This fenced dog park features two spacious, grassy areas and waste stations. Please bring water for Fido, and register on their website prior to enjoying the dog park. See Details

    Olde English Downtown Dog Park

    Albany, NY
    Olde English Downtown Dog Park Local and visiting dogs alike will feel right at home inside Albany's Olde English Downtown Dog Park. This grassy, urban space in New York offers Fidos of all sizes a fenced area to run and play off leash. Amenities include waste bags, benches, and large rocks where pooches can climb, as well as a beautiful mural featuring some of Albany's best four-legged friends. See Details

    Les Trois Emme Winery and Vineyard

    New Marlborough, MA
    Les Trois Emme Winery and Vineyard Fido can join you in outdoor spaces at Les Trois Emme Winery and Vineyard in New Marlborough, MA. This family-owned, dog-friendly winery offers wine tastings and lovely vineyard views. You and your leashed pup are welcome to explore the grounds. Please be sure to call the winery during inclement weather to confirm they are open prior to visiting. See Details

    Martin Van Buren National Historic Site

    Kinderhook, NY
    Martin Van Buren National Historic Site Martin Van Buren National Historic Site is pet-friendly. Tour the grounds surrounding the eighth president's house with your leashed pooch. Don't forget to clean up any mess left behind and to respect other visitors. Martin Van Buren National Historic Site is open every day of the week from 9:00am to 4:30pm. See Details

    Department of General Services Dog Park

    Albany, NY
    Department of General Services Dog Park Fido is invited to play at the Department of General Services Dog Park in Albany, NY.The fenced-in area sits just north of Huck Finns Warehouse and the I-90 bridge overpass. Dogs must be sociable, current on all vaccinations and under their owner's control at all times. See Details

    Normanskill Farm Dog Park

    Albany, NY
    Normanskill Farm Dog Park Fido is invited to play at the Normanskill Farm Dog Park in Albany, NY. This off-leash facility is located off the path, where you'll make your way past the farm. Dogs must be sociable, current on all vaccinations and under their owner's control. See Details

    Washington Park

    Albany, NY
    Washington Park Washington Park is a pet-friendly recreational spot in Albany, NY. Leashed dogs are welcome to explore this area designed by Calvert Vaux and Fredrick Olmsted, famous for New York City's Central Park. You and your pup will enjoy the paved pathways and views of the lake and gardens. Please clean up after your pet and note that leash laws are in effect throughout the entire park. See Details

    The Mount, Edith Wharton's Home

    Lenox, MA
    The Mount, Edith Wharton's Home The Mount, Edith Wharton's Home, is a dog-friendly venue in Lenox, MA. The famous novelist loved dogs, and as such, Fido is welcome to join you on the grounds as long as they remain leashed. Visit and see the home that Edith Wharton designed herself, right down to the sunken Italian garden. See Details

    Beartown State Forest

    Monterey, MA
    Beartown State Forest Leashed dogs are allowed at Beartown State Forest in Monterey, MA. Home to a 12,000-acre forest and Benedict Pond, you and Fido can take on the pet-friendly Benedict Pond Loop Trail, which circles the scenic pond. Although a nice location year round, one of the best times to visit is in autumn to enjoy the breathtaking fall foliage. See Details

    TurnPark Art Space

    West Stockbridge, MA
    TurnPark Art Space TurnPark Art Space in West Stockbridge, MA, invites leashed dogs to join you as you view a variety of contemporary architecture and sculptures. The former marble quarry features 16 acres of land with a diverse topography, including hills, meadows, and a lake. The park consists of two levels. The lower level is paved with marble chip and limestone and the upper level retains its natural appearance. See Details
    Old Chatham, NY, US