There’s 1 dog friendly activity in Montgomery, and 54 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 Montgomery.
Breakneck Mountain Trailhead
Breakneck Mountain Trailhead is pet-friendly. Located in the Hudson Highlands State Park, this fabulous trail leads through woodland over a rocky path to exceptional Hudson River lookouts at viewing points along the trail. The trail is rated as difficult as scrambling might be involved and is just over 2.5 miles in length. This part of New York can be accessed via public transport from the Big Apple.
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Manitou Point Preserve Trail
Garrison, NY, is home to the dog-friendly Manitou Point Preserve Trail. This path is an easy, 3-mile hike in Scenic Hudson that will take about 1.75 hours to complete with Fido. You and your leashed dog will get to see some of the best views of the Hudson Valley on this walk.
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Black Mountain Via Silver Mine Lake Loop
Black Mountain Via Silver Mine Lake Loop is a moderately easy, 4.1-mile dog-friendly hike. Located in Stony Point, NY, this trail will have you exploring Silvermine Lake and the peaks of Black Mountain. Dogs must be on a leash no longer than 6 feet.
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Dog Park at Maple Hill Park
The dog park at Maple Hill Park in Middletown, NY, is an enclosed space for Fido to play and explore with his furry friends. Your canine companion can enjoy off-leash play for large and small dogs in two separate areas. Features also include play structures/obstacles, a water fountain, a waste station and a shaded seating space. Dogs must be leashed when entering/exiting the off-leash park area.
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Dog Park at Warwick Town Park
Bring Fido to the dog park at Warwick Town Parkin Warwick, NY. This off-leash dog park features a small/senior dog area and a large dog area. Dogs must be cleaned up after and leashed when entering and exiting the fenced space.
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Anthony's Nose
Anthony's Nose is a pet-friendly hike in New York. If your dog isn’t used to climbing stairs, you may not want to pick this nose. This rocky ramble in the Hudson Highlands has a “pawfect” payoff at the top, offering epic views of the Hudson River. Start your journey on a stretch of the A.T., before veering off to the much talked-about snout. When your sniffer reaches the big sniffer, snap a picture next to the Star-Spangled Banner with Bear Mountain Bridge in the background. This moderate 2.6 mile hike takes around 2.5 hours to complete.
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Cornwall Bark Park
Cornwall Bark Park is a beautiful fenced-in facility with a separate fenced section for small dogs in New York. Amenities include chairs and benches to watch your furry friend play. There is also a covered picnic pavilion adjacent to the dog park.
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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 Monroe! 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.
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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.
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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.
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Vanderbilt Mansion National Historic Site
Vanderbilt Mansion National Historic Site features beautiful grounds, gardens, and paved and wooded trails in Hyde Park, NY. Dogs are welcome to explore the property with you on a six-foot leash. Fido can enjoy the developed areas, the waterfront, the gardens and trails, but pets aren't permitted inside park facilities. Dog waste bags are provided on site for easy cleanup during your visit.
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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.
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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.
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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.
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Harriman Lakes and Mountains Loop Trail
The pet-friendly Harriman Lakes and Mountains Loop Trail in Southfields, NY, is a moderately easy 5.25-mile hike that will take about 3 hours to complete with Fido. This trail starts at Lake Skannatati before heading over Hogencamp and Pine Swamp Mountains. Fido must be on a leash no longer than 6 feet on this lightly traveled path.
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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.
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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.
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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.
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Camp Smith Trail
Camp Smith Trail is a somewhat difficult 3.5-mile hike in Hudson Highlands State Park in Cortlandt, NY. This pet-friendly trail in the southern part of the park borders the Camp Smith Military Reservation and will take about 3 hours to complete with Fido. Dogs are not allowed in public use areas and must remain on a leash no longer than 10 feet.
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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.
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