Dog Friendly Hiking Trails in Glen Head, NY

There are 52 dog-friendly hiking trails within 20 miles of Glen Head. 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 Glen Head.

Sands Point Preserve

Sands Point, NY

Sands Point Preserve Bring Fido to walk along the Sand Point Castle or hike up the cliffs at Sands Point Preserve, overlooking the Long Island Sound in San Points, NY. Fido must be leashed at all times. Dogs are not permitted on the beach at any time. The Dog Run – also known as Charlie’s Run – offers two large spaces for pups to romp and socialize, one for small dogs and one for dogs of any size. See Details

Sagamore Hill National Historic Site

Oyster Bay, NY

Sagamore Hill National Historic Site Theodore Roosevelt loved animals, and dogs are as welcome at Sagamore Hill National Historic Site in Oyster Bay, NY, where he lived. Explore more than 80 dog-friendly acres of forests, salt marshes, and meadows on trails and boardwalks with your pup. Although your furry friend cannot enter any buildings, they are welcome throughout the grounds. There's even a nature trail to the beach, so your pup can dip his toes in the water. Just remember Fido must be leashed at all times. See Details

Sherwood Island State Park

Westport, CT

Sherwood Island State Park Sherwood Island State Park in Westport, CT welcomes leashed dogs in the off-season from October 1st to April 14th. This public recreation area can be found on the shore of Long Island Sound and offers swimming, fishing and dog-friendly trails. Pets are not allowed in the park during the summer season from April 15th through September 30th. See Details

Alley Pond Park

Oakland Gardens, NY

Alley Pond Park Alley Pond Park is a dog-friendly spot in the heart of Oakland Gardens, NY. A beautiful hidden secret of NYC, trade the hustle and bustle of the city for miles of well-maintained trails. This area also has an enclosed dog run to exercise Fido and several designated off-leash areas. Please note your furry friend can only be leash free from when the park opens until 9:00 AM and 9:00 PM until closing. See Details

Bailey Arboretum

Locust Valley, NY

Bailey Arboretum Bring Fido on a relaxing stroll through the dog-friendly Bailey Arboretum in Locust Valley, NY. The Arboretum features a charming 18th-century farmhouse and forty-two acres of rare and unique trees. Leashed dogs and their owners can explore marked trails for free. See their website for the current operating schedule. See Details

Mianus River State Park

Stamford, CT

Mianus River State Park Mianus River State Park, formerly the estate of singer and actress, Libby Holman, is a pet-friendly area in Stamford, CT. The river weaves through this 400-acre urban forest where visitors enjoy biking, fishing, hiking and horseback riding in the area. Leashed dogs are welcome as long as they're cleaned up after, but please note that commercial dog walking is not permitted. See Details

Saxon Woods Park Trail

Harrison, NY

Saxon Woods Park Trail Saxon Woods Park Trail is an easy 2.5-mile hike that will take about 1.25 hours to complete with Fido in Harrison, NY. The southern section of Saxon Woods offers hikers and their pups a gentle pet-friendly walk. Dogs are not allowed in picnic areas and must be leashed at all times. See Details

Piermont Pier

Piermont, NY

Piermont Pier This lovely spot was originally the eastern end of the Erie Railroad. Located in the Village of Piermont, NY, the Piermont Pier is open year-round and is popular with dog walkers, joggers, birders and fishermen. During WWII, it was known as "Last Stop USA" because it served as the embarkation point for troops destined for the European theater. Today the pier offers spectacular views of the Hudson River. See Details

Babcock Preserve

Greenwich, CT

Babcock Preserve The Babcock Preserve is a pet-friendly area in Greenwich, CT, that's open to the public during daylight hours for hiking, walking, jogging, cross-country skiing, nature study, picnicking and horseback riding on designated trails. The 4.1-mile loop features forested land filled with a wide variety of wildlife. Leashed dogs are welcome. See Details

Belmont Lake State Park

West Babylon, NY

Belmont Lake State Park Belmont Lake State Park is a pet-friendly spot in West Babloyn, NY. Carll's Creek and Belmont Lake bisect this 463-acre day-use park. Dogs are welcome on the paths that wind around this recreation area. Please note your furry friends aren't allowed in the picnic or playground areas during your visit. See Details

Cold Spring Harbor State Park

Cold Spring Harbor, NY

Cold Spring Harbor State Park Cold Spring Harbor State Park is a pet-friendly spot in New York. The park comprises 40 acres of hilly terrain that offer scenic vistas of the Cold Spring Harbor. Take your pooch for a walk through mixed hardwood forests on various trails. Leashed pups are welcome as long as they are cleaned up after. See Details

Dog Runs at Van Cortlandt Park

Bronx, NY

Dog Runs at Van Cortlandt Park Van Cortlandt Park in Bronx, NY, has three dog runs where Fido is welcome to explore, socialize and play off-leash. The Canine Court dog run is located on Broadway and 252nd St. Oneida Run is located in the East section between Oneida Ave and E 238th St. The Sackerah Woods Dog Run is located at Gun Hill Rd and Gates Pl. These fenced recreation areas include separate sections for small and large dogs. See Details

Bartlett Arboretum & Gardens

Stamford, CT

Bartlett Arboretum & Gardens Bartlett Arboretum & Gardens is pet-friendly. Bring your pooch along to explore 12 miles of garden trails and wander around the Bartlett, a living classroom for people and dogs to experience and enjoy nature. They offer an enchanting environment, where you can explore the grounds with your pup, research a particular variety of plant or attend an event. Their trails will take you through beautiful gardens, past champion trees, and into native Connecticut habitats, alongside colonial stonewalls and over pristine wetlands. Bartlett Arboretum & Gardens is open every day of the week from dawn until dusk. See Details

Rockefeller Preserve Trail

Tarrytown, NY

Rockefeller Preserve Trail Embark on a rewarding adventure with Fido along the captivating Rockefeller Preserve Trail, an 8.25-mile hike within the serene Rockefeller State Park Preserve in Tarrytown, NY. This dog-friendly picturesque path offers a delightful journey through unspoiled forests, meadows and wetlands. It's important to note that leash regulations apply, ensuring a safe and harmonious experience for all visitors and their furry companions. See Details

Hempstead Lake State Park

West Hempstead, NY

Hempstead Lake State Park Hempstead Lake State Park is a dog-friendly destination in West Hempstead, NY. You and your pup can explore the hiking trails and non-guarded beaches. Only two pets are allowed in the day-use areas unless prohibited by a sign or directive. Proof of rabies vaccination shall be produced if requested by staff. Pets aren't permitted in playgrounds, buildings, golf courses, boardwalks, pools and spray grounds. See Details

Sleepy Hollow Cemetery

Sleepy Hollow, NY

Sleepy Hollow Cemetery The Sleepy Hollow Cemetery is pet friendly. This cemetery in Sleepy Hollow, NY, is the final resting place of Washington Irving, the author of The Legend of Sleepy Hollow. Leashed dogs are welcome to join their owner here if they are cleaned up afterward. Unfortunately, dogs are not welcome on tours of the cemetery. See Details

Mill Pond Park & Preserve

Wantagh, NY

Mill Pond Park & Preserve Leashed dogs are welcome to explore trails at Mill Pond Park & Preserve in Wantagh, NY. Fido can accompany you along the 1.5 mile trail around the pond, and the side trails into the woods. Mill Pond Park & Preserve is a long and narrow 54-acre preserve with a large pond that draws numerous native waterfowl, along with nature trails that wind through a wet woodland with red maple, coast pepperbush and skunk cabbage. See Details

Walt Whitman Trail

Huntington, NY

Walt Whitman Trail The dog-friendly Walt Whitman Trail is a historic hike at West Hills County Park that will take about 2 hours to complete with Fido in Melville, NY. Aside from the moderate climb to the 400-foot Jaynes Hill, this hike is relatively flat. Horses also frequent this park; you should watch out for them as you hike. See Details

Eisenhower Park

East Meadow, NY

Eisenhower Park A 930-acre of open space and recreation in the heart of Nassau County, Eisenhower Park is one of the largest public spaces in the New York metropolitan area – larger, in fact, than Central Park. The park offers a full range of athletic and family activities, including swimming, a major golf facility, dozens of athletic fields and courts, picnic areas, summertime entertainment, playgrounds, fitness trails and more. Leashed dog walking is designated in the east side of Park Boulevard. See Details

Heckscher Park

Huntington, NY

Heckscher Park Bring Fido for a relaxing afternoon at the pet-friendly Heckscher Park in historic Huntington, NY. The charming park features lots of green space among the stone-lined Huntington Lake. Take a stroll with your pup on the paved walkways, relax at a bench by the water, or have a picnic on the lawn. Dogs are welcome as long as they're leashed. Convenient parking is nearby. See Details