Dog Friendly Activities in Middletown, NY

There’s 1 dog friendly activity in Middletown, and 33 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 Bring your pet to play off-leash at this fenced dog park in Middleton. Dog park permit required. See Details
Pet Friendly Wantage Dog Park
Wantage Dog Park Eight acres of fenced in land, this is the only dog park in Sussex County. See Details
Thomas Bull Memorial Dog Park Pets will love to play off-leash in this 1.5 acre, fenced dog park with benches, drinking fountains, and shade areas. 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
Robibero Family Vineyards 42 acre property wine tastings picnic benches fire pit 90ft deck lawn games See Details
Minnewaska State Park Preserve Minnewaska State Park Preserve 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. Admission to the park is $10 per vehicle; however, permit and activity fees may apply as well. See Details
Thruway Sporting Goods Thruway Sporting Goods is pet-friendly. This store contains clothing, footwear, fishing, boating, hunting, shooting, camping, and more. Dogs are welcome on a leash, as long as they are well-behaved. The store is open Monday through Friday from 9am to 8pm, Saturday from 8am to 8pm, and Sunday from 9am to 6pm. See Details
Warwick Drive In Last of the drive in movies! Family owned and Pet friendly! 3 screens showing the latest flicks! See Details
Vernon Off-Leash Dog Park The Vernon off-leash dog park just opened this month on 2 acres of fenced in grasslands. Plenty of room for dogs to run and play. Sitting areas for humans and shade. Open to the public, no fees but donations are gladly accepted. 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
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
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
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
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
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
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
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
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
Sterling Ridge to Lake Trail Loop Sterling Ridge to Lake Trail Loop is a moderately easy, 8.25 mile hike that will take about 5.25 hours to complete with Fido. This loop trail climbs to an active fire tower before traversing Sterling Ridge. After taking in the views from the ridge you and Fido can descend to Sterling Lake. Dogs must be on a leash no longer than 6 feet. See Details
Goose Pond Mountain Trail Goose Pond Mountain Trail is an easy, 5.15 mile hike that will take about 3 hours to complete with Fido. The trails in this park are unmarked and a compass or GPS unit is a wise thing to bring along. Dogs must be kept on a leash no longer than 6 feet. 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
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
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
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