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Dog Friendly Activities in Rhinebeck, NY

There are 32 dog friendly activities within 20 miles of Rhinebeck. 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 Rhinebeck.

Pet Friendly Walkway Over the Hudson

Walkway Over the Hudson

Poughkeepsie, NY

Walkway Over the Hudson

The Walkway Over The Hudson in Poughkeepsie, NY, 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 dog-friendly "rail-trail" is now a great place to walk Fido in Poughkeepsie! The map below shows a parking area with convenient access to the Walkway Over The Hudson. 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.

Pet Friendly Robibero Winery

Robibero Winery

Robibero Winery

Robibero Winery is a dog-friendly, 42-acre property in New Paltz, NY that welcomes Fido to join you for wine tastings on their 90' deck. The boutique winery handcrafts its wines in small lots, producing unique vintages. You may bring your own food to picnic on the lawn, but no beverages are permitted, including water. All beverages must be purchased on site. They have pizza on weekends and sell various cheeses, meats and crackers.

Black Snake Brewing Company

Black Snake Brewing Company

Black Snake Brewing Company is a dog-friendly establishment on a 146-acre farm in Staatsburg, NY. Fido is welcome to join you outdoors at a table. They brew specialty batches of beer and provide a space for friends and neighbors to gather and enjoy an authentic ground-to-glass experience.

Wrights Farm

Wrights Farm is a pet-friendly attraction in Gardiner, NY, where leashed dogs can tag along. Pay a visit to this sixth-generation, family-owned, 450-acre apple farm with a farmstand of homemade pies, jams and jellies, cider donuts and much more. Pick your own apples from September through October with your furry friend by your side.

Town of Woodstock

Town of Woodstock

The Town of Woodstock in New York is pet friendly. Bring Fido for a day out of shopping and eating. Most shop owners provide water bowls outside, and some have their pets with them who may like to say hello.

Shaupeneak Ridge

Ulster Park, NY

Shaupeneak Ridge

Shaupeneak Ridge in Ulster Park, NY, is a pet-friendly destination. Bring Fido for a day out to explore the 936.5 acres. Partake in one of the hiking trails that will provide beautiful scenery from the Marlboro Mountains and the chance to see a wetland pond and waterfall. Leash regulations apply.

Olana State Historic Site

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.

Hudson Valley Rail Trail

Hudson Valley Rail Trail

The Hudson Valley Rail 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 Highland! The map below shows a trailhead where you can pick up the Hudson Valley Rail 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.

Mohonk Preserve

Mohonk Preserve

Mohonk Preserve is a pet-friendly destination in Gardiner, NY. Fido is welcome to join you on their five main trailheads to take you through the woods and see smaller waterfalls. Please note leash regulations apply, and the fall season is popular.

Kingston Point Dog Park

Kingston Point Dog Park

Fido is invited to play at the Kingston Point Dog Park in New York. You and your furry friend can find this off-leash facility adjacent to and behind the softball field. The park is well-managed and features two separate sections for small and large dogs.

Kaaterskill Falls

Haines Falls, NY

Kaaterskill Falls

Kaaterskill Falls has been one of the region's most popular attractions in Haines Falls, NY, for centuries. This pet-friendly hike welcomes dogs to join you to view the magnificent two-tier 260-foot waterfall. Plan an early morning weekday trip to avoid crowds and be prepared for muddy or slippery conditions after heavy rainfall. Visitors can also take Laurel House Road to reach a popular viewing platform looking down onto the waterfall.

Greig Farm

Greig Farm is a dog-friendly u-pick farm in Red Hook, NY, and Fido is welcome to join you while on a lead. Depending on the season, you can pick you own apples, berries, pumpkins, and more. A schedule is available on their website. The farm market offers lunch and apple cider donuts. Abandoned Cider has a taproom in the barn and serves hard cider. A trail on the property is perfect for a walk or run with Fido. Please note that dogs are not permitted in the store on the property.

Ulster County Dog Park

Ulster County Dog Park

BringFido to socialize and enjoy off-leash play at Ulster County Dog Park in New Paltz, NY. Open from dawn until dusk, this park is located across from the Ulster County Fairgrounds, at the end of Field of Dreams Park. Your best friend can utilize one of two fully enclosed spaces, one dedicated to dogs under 30lbs, and the other allocated to larger breeds. Ulster County Dog Park has benches, a water fountain, and convenient pet waste stations. Dogs must be at least four months old to enter the park.

Old Rhinebeck Aerodrome

Old Rhinebeck Aerodrome

Old Rhinebeck Aerodrome is a pet-friendly business in Red Hook, NY. Fido is welcome to join you on their summer and fall weekend air shows, visit the museum, talk to pilots and have lunch. Water is available for your furry friend next to the gift shop.

Overlook Mountain Wild Forest

Overlook Mountain Wild Forest

Overlook Mountain Wild Forest is a pet-friendly spot in Woodstock, NY. Bring Fido out for a day to explore. The area hosts a hiking trail with a unique combination of a historic fire tower, mountain house ruins and impressive views. The summit of Overlook Mountain is one of the top three most visited locations in the Catskill Forest Preserve. Please keep Fido on a leash and look out for the Timber Rattlesnake.

Kaaterskill Wild Forest

Kaaterskill Wild Forest

Take Fido on an outing through dog-friendly Kaaterskill Wild Forest in Saugerties, NY. Located within the Catskill Forest Preserve, this 7,620-acre area offers year-round activities for you and your canine companion. Enjoy taking one of the many hiking trails in warmer months or venture out to cross-country ski & snowshoe in winter. The 2.4 mile Huckleberry Point Trail offers view across the Hudson Valley, Overlook Mountain, and peaks emerging from the distant Indian Head Wilderness. The long and steep Kaaterskill High Peak Trail is a 6.5 mile route popular with hikers, mountain bikers, and horseback riders alike. Camping is permitted within Kaaterskill Wild Forest and one designated primitive campsite can be found along the Escarpment Trail.

Prospect Hill Orchards

Prospect Hill Orchards

Prospect Hill Orchards is a dog-friendly orchard and farm in Milton, NY. Your leashed, friendly dog is welcome to join you as you go apple-picking. These orchard isn't limited just to apples, however. They also harvest sweet and sour cherries, plums, apricots, peaches, nectarines, pears, and pumpkins! Please note that they are only open on weekends during harvest season.

Wilklow Orchards

Wilklow Orchards

Wilklow Orchards is a dog-friendly farm and orchard in Highland, NY. Your leashed dog is welcome to join you for berry picking, live music, food trucks, and relaxing in nature. They host Pick-Your-Own apples events every September and October, and have a year round farm stand and shop on-site.

El Paso Winery

Ulster Park, NY

El Paso Winery is a dog-friendly winery in Ulster Park, NY, where Fido is welcome to join you for a tasting on the beautiful deck. Sip on a bottle or glass of wine and enjoy some cheese, olives, and chips and salsa (available for purchase). Or bring your own picnic and a blanket to enjoy the grounds with Fido. Their wines include Cabernet Sauvignon, Cabernet Franc, Merlot, Syrah, Pinot Noir, Riesling, and Chardonnay, as well as sweet wines. There is also a gift shop on site.

Woodstock Dog Park

Woodstock Dog Park

Fido is invited to play at Woodstock Dog Park in New York. The park provides wooded areas and trails where dogs can interact with others and people without the restraint of being on a leash. To foster healthy, non-aggressive, and responsible canine social interaction, a safe off-leash area is provided that separately accommodates large dogs (over 30 pounds) and small dogs (under 30 pounds).

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Rhinebeck, NY, US