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    Dog Friendly Activities in Middletown, NY

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    There are 2 dog friendly activities in Middletown, and 41 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 Dog Park at Smith's Clove Park

    Dog Park at Smith's Clove Park

    Monroe, NY
    Dog Park at Smith's Clove Park Pets love to run and play off-leash at the fenced dog park in Smith's Clove Park. This community recreation area features separate spaces for small and large dogs to play without restraints. Note that registration is required for this Monroe, NY, park, and dogs must be on a leash when entering/exiting the area. See Details
    Pet Friendly Appalachian Trail (Harriman State Park)

    Appalachian Trail (Harriman State Park)

    Monroe, NY
    Appalachian Trail (Harriman State Park) The Appalachian Trail in Harriman State Park in Monroe, NY, is a difficult 11.15-mile hike that will take about 8.5 hours or overnight to complete with Fido. This pet-friendly path 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 set up at the Wildcat Shelter, which is 2.1 miles into the hike. See Details

    Rainbow Falls Trail via Jenny Lane

    Accord, NY
    Rainbow Falls Trail via Jenny Lane Rainbow Falls Trail via Jenny Lane is a somewhat difficult pet-friendly hike in Minnewaska State Park Preserve in Accord, NY. Bring Fido to join you on this 7-mile trek to see views of a waterfall. Leash regulations do apply. See Details

    Walden-Wallkill Rail Trail

    Walden, NY
    Walden-Wallkill Rail Trail Walden-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 Walden-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

    Masker Orchards

    Warwick, NY
    Masker Orchards You and Fido are invited to pick apples at the pet-friendly Masker Orchards in Warwick, NY. All pets must be controlled by their owner, on a leash, and comfortable with human and pet companions at all times during their visit. This seasonal fruit orchard also has a country store that humans may visit while Fido waits outside. See Details

    Whitecliff Vineyard & Winery

    Gardiner, NY
    Whitecliff Vineyard & Winery Whitecliff Vineyard & Winery is a pet-friendly activity in Gardiner, NY. Leashed and well-behaved dogs can join you inside or outdoors to taste high-quality wines. They have one of the largest wine selections and the most international awards in the Huson Valley. See Details

    Sterling Ridge to Lake Trail Loop

    Tuxedo Park, NY
    Sterling Ridge to Lake Trail Loop The Sterling Ridge to Lake Trail Loop is located in Tuxedo Park, NY. This pet-friendly path 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

    Chester, NY
    Goose Pond Mountain Trail Goose Pond Mountain Trail is a dog-friendly path in Chester, NY. This trail is 5.15 miles long and considered easy in difficulty. Leashed dogs are welcome to join you in exploring the courses in this recreation area, but note that bringing a compass or GPS unit might be wise as some of the trails in this park are unmarked. See Details

    Tractor Supply Co.

    Pine Bush, NY
    Tractor Supply Co. Tractor Supply Co. is a dog-friendly store in Pine Bush, NY. Leashed dogs are welcome to join you inside as you browse their aisles. They offer pet supplies, livestock feed, power equipment, workwear and more. See Details

    TA Maybrook

    Montgomery, NY
    TA Maybrook TA Maybrook is a pet-friendly road trip stop in Montgomery, NY. This location also has a dedicated area for pets stretching their legs. Waste bags and trash receptacles are also available for easy cleanup. TA and Petro Travel Stores also carry a variety of pet care products. See Details

    Wallkill Valley Rail Trail

    Gardiner, NY
    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

    Heritage Trail

    Goshen, NY
    Heritage Trail The 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 Goshen! The map below shows a parking area with convenient access to the 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

    Heritage Trail

    Chester, NY
    Heritage Trail The 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 Chester! The map below shows a trailhead where you can pick up the 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

    Apex Brewery

    Monroe, NY
    Apex Brewery Apex Brewery is dog friendly. Dogs are welcome to join you at outdoor areas at this taproom. Apex Brewery is open Thursday - Sunday. See Details

    Abram S. Hewitt State Forest

    West Milford, NJ
    Abram S. Hewitt State Forest Bring Fido to explore the pet-friendly Abram S. Hewitt State Forest in West Milford, NJ. This hiker's haven is not for the faint-hearted. The relatively untouched hemlock and oak forested area has some trails scattered around that can be a little difficult to scramble at times. If your pup is light and doesn't mind being carried for some sections, the view at the top is well worth the effort. A section of the Appalachian Trail also runs through the park. See Details

    Cedar Swamp Trail

    Sussex, NJ
    Cedar Swamp Trail Bring Fido to walk the pet-friendly Cedar Swamp Trail located in the High Point State Park in Sussex, NJ. You can enjoy this one-and-a-half-mile loop around a bog, which offers interesting and unique swamp views. You can also jump on a section of the AT while you're there. Dog owners are reminded to clean up any mess that their pooches leave behind to preserve the cleanliness of the park. See Details

    Port Jervis Watershed Trails

    Port Jervis, NY
    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 Park

    Monroe, NY
    Smith's Clove Park Leashed dogs may join their owners at the pet-friendly Smith's Clove Park in Monroe, NY. This recreation area includes amenities for many parkgoers, including a dog park, playground, picnic pavilion, athletic fields and more. Fido must be leashed in the park unless in the designated gated off-leash area. See Details

    Warwick Town Park

    Warwick, NY
    Warwick Town Park Warwick Town Park is a pet-friendly community recreation space in Warwick, NY. This public park features many amenities for its visitors, including a dog park, athletic fields, pavilions, a disc golf course, a playground and walking trails. Fido may join you at this park if he is leashed unless in the designated off-leash dog park area. See Details

    Glenmere Brewing Company

    Florida, NY
    Glenmere Brewing Company Glenmere Brewing Company in Florida, NY, welcomes leashed dogs in their tasting room and at a table on their outdoor patio. Enjoy their selection of handcrafted beers and shop their merchandise. Be sure to check their social media page for live music and food truck announcements. See Details
    Middletown, NY, US