Every booking in August supports Best Friends Animal Society.

Dog Friendly Activities in Middletown, NY

There’s 1 dog friendly activity in Middletown, and 38 more nearby. 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 Middletown.

Pet Friendly Maple Hill Dog Park
Maple Hill Dog Park Maple Hill Dog Park in Middletown, NY is a pet-friendly enclosed space for Fido. Your canine companion can enjoy off-leash play in two separate areas for large and small dogs. Features also include play structures/obstacles, a water fountain, pet waste station, and a shaded seating space. See Details
Pet Friendly Minnewaska State Park Preserve
Minnewaska State Park Preserve Minnewaska State Park Preserve in Kerhonkson, NY, is dog-friendly! Leashed pets are welcome to join their owners as they explore the area, which is situated on the dramatic Shawangunk Mountain ridge, and features numerous waterfalls, crystalline sky lakes, dense forests, sheer cliffs, streams, and fifty miles of footpaths. Dogs are not allowed in buildings, camping, picnic or bathing areas or on walkways. They are not permitted on the cross-country ski trails when they are groomed and open for cross-country skiing only. Minnewaska State Park Preserve's hours vary seasonally, so dog owners should call ahead or check its website before planning their outing. See Details
Thomas Bull Memorial Dog Park Thomas Bull Memorial Dog Park is a dog-friendly park located in Thomas Bull Memorial Park in Campbell Hall, NY. This fenced-in off-leash area is approximately 1.5 acres and features a separate area for small dogs. The park also has water fountains, benches and shaded areas. See Details
Vernon Off-Leash Dog Park The Vernon off-leash dog park in Vernon, NJ occupies 2 acres of fenced grasslands. Visitors will find plenty of room for Fido to run and play, and shaded seating areas for pet owners. See Details
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 small boutique winery hand crafts their 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 also sell a variety cheeses, meats and crackers. See Details
Drowned Lands Brewery You are Fido are welcomed to dog-friendly Drowned Lands Brewery in the Warwick Valley, NY. Take a seat at an outdoor table in a picturesque setting while sampling beer inspired by the richest soil in the country. Leashed dogs can accompany you outdoors where there is ample space to stretch and roam. Sip a glass of White Terra India Pale Ale or sample a can of Mud Pie Stout. Weather permitting, visitors will find food trucks on the premises on Fridays, Saturdays and Sundays. See Details
Wantage Dog Park Eight acres of fenced in land, this is the only dog park in Sussex County. See Details
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
Island Pond Loop Trail Island Pond Loop Trail is a moderately easy, 3 mile hike that will take about 3.75 hours to complete with Fido. This easily accessible trail offers scenic views along with places for Fido to take a swim. Dogs must be on a leash no longer than 6 feet. See Details
Warwick Drive In Last of the drive in movies! Family owned and Pet friendly! 3 screens showing the latest flicks! See Details
Greenwood Lake Bark Park The Greenwood Lake Bark Park, a fenced in, off-leash venue purposed for the enjoyment of the family dog, is open to the public from dawn to dusk. The dog park has a pet water fountain, pet exercise equipment, pet waste station, and ample seating for pet owners. 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
Diva Dog Pet Boutique & Barkery Diva Dog Pet Boutique & Barkery is one of the best kept secrets of the Warwick Valley area. You can come in anytime for a new custom handmade collar, all USA made treats, an amazing doggie Barkery section, or just a fun stop in for your dog and great conversations with the ladies who work there. They care about every customer that walks through their door and is shows in the service they provide. You are a friend at Diva Dog not just another person. Stop in and shop you won't be disappointed. See Details
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. See Details
High Point State Park High Point State Park is dog-friendly. This stunning park encapsulates all the beauty that New Jersey has to offer. The view from High Point Monument, the main attraction of the park, is a spectacular panorama of rich farmland and forest. You and your pooch can enjoy the views of soft hills and lush valleys in three states. The blue line of the Delaware River divides the verdant ridges of New Jersey from those of Pennsylvania. High Point offers superb trails for hikers and skiers and quiet spots for campers and anglers. The park is open every day of the week, April 1 through October 31 from 8:00am to 8:00pm and November 1 through March 31 from 8:00am to 4:30pm. See Details
Warwick Town Park Dog Park Bring Fido to Warwick Town Park's Dog Park to play off-leash! The Dog Park features a small/senior dog area, as well as a large dog area. Dogs must be cleaned up after and leashed when entering and exiting the fenced space. Warwick Town Park Dog Park is open daily from 9am to 9pm. See Details
Orange Heritage Trail The Orange Heritage 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 Monroe! The map below shows a trailhead where you can pick up the Orange Heritage 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
Port Jervis Watershed Trails Leashed dogs are welcome to visit Port Jervis Watershed Trails in Port Jervis, NY. This pet-friendly natural area offers access to many trails with beautiful views. There is also a fenced dog park with agility equipment available for friendly and vaccinated dogs to play in. See Details
Smith's Clove Dog Park Pets love to run and play off-leash at this fenced dog park, which also includes a separate area for smaller dogs. Registration required. See Details
Maple Grange Community Park There are miles of trails for you to explore with your on-leash pet at this community park. They are not permitted on the fields made of synthetic grass. See Details
Appalachian Trail (Dutch Hollow & Harriman State Park) The Appalachian Trail in Dutch Hollow & Harriman State Park is a difficult, 11.15 mile hike that will take about 8.5 hours or overnight to complete with Fido. This is possibly one of the most challenging hikes on the Appalachian Trail, but also the most beautiful. Dogs must remain on a leash, and if you choose to camp you can setup at the Wildcat Shelter, which is 2.1 miles into the hike. See Details
Rainbow Falls Trail Rainbow Falls Trail is a somewhat difficult, 7 mile hike in Minnewaska State Park Preserve that will take about 5 hours to complete with Fido. This stunning hike is one of the best in Minnewaska State Park Preserve and offers some tricky terrain and views of a 100-foot waterfall. Leash regulations do apply. See Details
Indian Head Canoeing Enjoy a day on the Delaware River with your pup on an Indian Head Canoeing rental. Dogs are welcome on the boats, but must be leashed and attended to at all times. Certain breed restrictions apply. See Details
Shawangunk, Walden and Wallkill Rail Trail The Shawangunk, Walden, and Wallkill 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 Walden! The map below shows a parking area with convenient access to the Shawangunk, Walden, and Wallkill 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