Dog Friendly Activities in Rhinebeck, NY

There are 23 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 Wrights Farm
Wrights Farm Are you looking for a fun-filled day of apple picking in the beautiful Hudson Valley? Pay a visit to Wrights Farm, a sixth-generation family-owned, 450-acre apple farm complete with farmstand of homemade pies, jams and jellies, cider donuts, and much more! Bring the kids and dog and enjoy a beautiful day in the orchards. See Details
Pet Friendly Walkway Over the Hudson
Walkway Over the Hudson The Walkway Over the Hudson 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 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. See Details
Robibero Family Vineyards 42 acre property wine tastings picnic benches fire pit 90ft deck lawn games See Details
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. See Details
Shaupeneak Ridge Trail Shaupeneak Ridge Trail is a moderately easy, 5 mile hike in Scenic Hudson that will take about 2.5 hours to complete with Fido. This hike will provide you with beautiful scenery from the Marlboro Mountains, and the chance to hike by a wetland pond and waterfall. Leash regulations apply. See Details
Snowshoeing the Catskills in New York 'Snowshoeing the Catskills in New York' is a pet-friendly Airbnb Experience hosted by Gauthier. Crunch the pristine snow under your feet through forests of oak, beech and maple, and pass many stunning landmarks along the way, including frozen waterfalls. Dogs are welcome if they have prior snow experience. The experience lasts 8 hours and can accommodate up to 10 guests ages 10 and up. Rates start at $210 per person. See Details
Town of Woodstock New York The entire town is VERY dog friendly. Shop owners often have their own pets in the store. Water bowls and doggie treats are everywhere. See Details
Woodstock Dog Park Our Mission To establish a park that is in keeping with the wooded areas and trails of Woodstock in which dogs can interact with other dogs and people without the restraint of being on a leash. To provide a meaningful and positive experience for all. To foster healthy, non aggressive and responsible canine social interaction in a safe off-leash area that separately accommodates large dogs (over 30 pounds) and small dogs (under 30 pounds). See Details
Mohonk Preserve Trail Mohonk Preserve Trail is a somewhat difficult 7.5-mile hike in Mohonk Preserve that will take about 4.5 hours to complete with Fido. This lovely nature reserve is a private not-for-profit haven for tourists, rock climbers, and hikers to enjoy. Leash regulations apply. Membership is required. See Details
Black Creek Forest Trail Black Creek Forest Trail is a somewhat easy, 1.5 mile hike in Scenic Hudson that will take about 1.25 hours to complete with Fido. Black Creek gets its unique color from the tannic acids in the many hemlock trees in the preserve. While exploring this trail you will need to keep your dog leashed. See Details
Kingston Point Dog Park The Kingston Point Dog Park in Kingston, New York is a safe, responsibly designed, well managed recreation facility. See Details
Make Perfume in Woodstock Ny with Oils 'Make Perfume in Woodstock Ny with Oils' is a pet-friendly Airbnb Experience hosted by Elena. With advance notice, your hosts can come to your location or find one that is dog friendly. You will learn what essential oils are and explore which scent would be perfect for you. You will get to take home your own signature blend! The experience lasts 1.5 hours and can accommodate up to 4 guests ages 18 and up. Parents may also bring children under 2 years of age. Rates start at $239 per person. See Details
Whitecliff Vineyard & Winery Whitecliff Vineyard & Winery offers a beautiful and relaxing setting for delicious tastings of high-quality wines. Tours are also available. See Details
Old Rhinebeck Aerodrome Old Rhinebeck Aerodrome is a living museum giving you and Fido the opportunity to explore aeroplanes, automobiles, early engines and memorabilia from 1900-1935. Work your way through the four museum buildings to discover beautifully restored aircraft from the Pioneer Era, to World War I and the Lindberg / Barnstorming era. You might just find that while learning about these golden years of aviation on leash, Fido wants to take to the sky. Fido could watch you from the green pastures while you take a bi-plane ride. Old Rhinebeck Aerodrome cares for Fido and due to loud noises of weekend shows, it?s not recommended that you bring your furry friend. Old Rhinebeck Aerodrome is open seasonally and is a non-for-profit volunteer operation, charging admissions at the weekend. See Details
Wallkill Valley Rail Trail The Wallkill 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 Gardiner! The map below shows a parking area with convenient access to the Wallkill 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. See Details
Equis Art Gallery The Equis Art Gallery features, for sale,some of the finest contemporary horse focused fine art in the world today. Come visit the hidden gem of the Hudson Valley. See Details
Overlook Mountain Overlook Mountain is a pet-friendly hiking trail that leads to stunning views of Woodstock and the surrounding area. You and your pooch are welcome to explore this 4.6 mile out and back trail to the summit of the mountain. The best time to visit for trail safety for pups is March until November. Dogs are welcome on a leash, as long as all mess is cleaned up after them. See Details
Kaaterskill Falls Trail Head Kaaterskill Falls Trail Head is pet-friendly. This trail is 2.6-mile in length and is best used from April until October. Leashed dogs are welcome on the trail, as long as they are well-behaved. See Details
Black Snake Brewing Company Black Snake Brewing Company is pet-friendly. This local NYS Farm brewery is located on a 146 acre farm in Staatsburg, brewing specialty batches of beer and providing a space for friends and neighbors to gather and enjoy a true ground to glass experience. They are open Wednesday to Thursday from 5pm to 8pm, Friday from 3pm to 8pm, Saturday from 12pm to 7pm and Sunday from 12pm to 6pm. See Details
Complete a Beautiful Painting 'Complete a Beautiful Painting' is a pet-friendly Airbnb Experience hosted by Mernie. Your host will show you how to paint an acryllic painting even if you have no previous experience. During the class, introduce your pooch to a friendly chihuahua and perhaps another small dog or two. The experience lasts 2.5 hours and can accommodate up to 6 guests ages 17 and up. Rates start at $45 per person. See Details
A Unique Lifecasting Experience 'A Unique Lifecasting Experience' is a pet-friendly Airbnb Experience hosted by Wendy and Brent. With prior approval, your well-behaved pooch is welcome to come along with you to this experience where you will have a three-dimensional Plaster of Paris mask of your face created. Your host promises a comfortable, peaceful environment while casting your face. Once the mold is removed, you will get to choose how you would like your life mask finished. Completion of drying and finishing can take at least 1 week. You can pick it up when it's finished, or your host can ship it to you for an additional charge. The experience lasts 2 hours and can accommodate up to 2 guests ages 18 and up. No prior experience necessary. Rates start at $250 per person. See Details
Home of Franklin D. Roosevelt Home of Franklin D. Roosevelt is pet-friendly. Franklin, Eleanor, Frederick and Louise shared their homes with various dogs over the years. You can help continue the tradition by bringing yours to the grounds on a leash. This site preserves the Springwood estate in Hyde Park, which was the birthplace, lifelong home, and burial place of the 32nd President of the United States, Franklin D. Roosevelt. See Details
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