Dog Friendly Hiking Trails in Westport, CT

There’s 1 dog-friendly hiking trail in Westport, and 34 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 Westport.

Pet Friendly Sherwood Island State Park
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
Pet Friendly Sagamore Hill National Historic Site
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
Lake Mohegan Open Space Lake Mohegan Open Space is a beautiful dog-friendly recreation area in Fairfield, CT. The scenic hiking trails take you around the lake, over a foot bridge, and through woodlands at this 170-acre property. Fido can enjoy some off-leash time on your hike after you reach the "100-foot" sign posted on the trail. Please make sure your pets are under voice control at all times and be sure to clean up after them. See Details
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 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
Mountain Lakes Park Trail Embark on a delightful adventure with Fido along the scenic Mountain Lakes Park Trail, a leisurely 5.15-mile hike within the picturesque Sal J. Prezioso Mountain Lakes Park in North Salem, NY. This hike should take approximately 3 hours of exploration and bonding time with your furry companion and allow you to hike around Westchester County's highest peak, which stands 982 feet tall. Explore forests and take a break in all the gorgeous four lakes. Dogs are not permitted in picnic areas and must be leashed. See Details
Ward Pound Ridge Reservation Trail Ward Pound Ridge Reservation Trail is a moderately easy, 7.5-mile hike in Pound Ridge, NY. You and your pup will enjoy this pet-friendly path with only a few moderate climbs. Your dog will delight in the stream crossings and hiking by your side on the wide road while you take in scenic vistas and historical points. Please note that dogs must be leashed and are not permitted in picnic areas. See Details
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
Collis P. Huntington State Park Leashed dogs are welcome at Collis P. Huntington State Park in Redding, CT. The park offers a tranquil setting in which you can enjoy dog-friendly hiking trails, canoeing, and pond fishing in five ponds with your pup. See Details
Tarrywile Park Bring Fido out for an afternoon of fun and exploration on the trails at pet-friendly Tarrywile Park in Danbury, CT. Leashed pups are welcome at this scenic park featuring plenty of parking, hiking trails, benches, picnic tables and a pond. See Details
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
Kings Park Bluff Kings Park Bluff is pet-friendly. Bring your leashed pooch to this iconic local hangout for unrivalled views across the serene river and sound. Dog owners are reminded to clean up any mess that is left behind. Kings Park Bluff can be accessed every day of the week from sunrise to sunset. See Details
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
Cranbury Park Located on 227 acres surrounding the historic Gallaher Mansion in Norwalk, CT, Cranbury Park offers some dog-friendly areas on the property for pups to run off leash. Dogs are also allowed on the trails and in the orchard, but they're not permitted on the Great Lawn or near the mansion, playground or pavilion. Please note a parking fee may apply when visiting. See Details
Pequonnock River Trail The Pequonnock River 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 parking area with convenient access to the Pequonnock River 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
Pequonnock River Trail The Pequonnock River 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 Trumbull! The map below shows a parking area with convenient access to the Pequonnock River 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
Makamah Nature Preserve Originally called Crab Meadow Park East Watershed, the Makamah Nature Preserve contains dry and wet woodlands, as well as marsh. The preserve is available for hiking, bird watching, dog walking (on leash). It has been reported that 94 species of birds have been recorded in and around the property and that the park is prime habitat for owls and woodpeckers. The park contains heavily wooded hills with one rising to 60 feet in its center and others rising to 100 feet. See Details
Putnam Memorial State Park Fido is welcome on the dog-friendly hiking trails and picnic areas of Putnam Memorial State Park in Redding, CT. This history-oriented public recreation area preserves the site that Major General Israel Putnam chose as the winter encampment for his men during the American Revolutionary War. Please note that Fido isn't permitted inside any buildings at the park. See Details
Paugussett State Forest Leashed dogs are welcome at Paugussett State Forest, a pet-friendly recreation area in Sandy Hook and Newtown, CT, that boasts boating, fishing, and hiking opportunities. Pups and their owners who are visiting the park between March and October may want to hit up the popular Zoar Trail, a 6.1-mile loop trail that takes in a number of the sights in the park, including a beautiful waterfall. See Details
Kettletown State Park Leashed dogs are welcome at Kettletown State Park, a pet-friendly natural area in Southbury, CT. Fido can join you in the shaded picnic areas and on the hiking trails throughout this 605-acre park. Please note that pets are not allowed on the beach or in the campground. See Details
Westport, CT, US