Dog Friendly Hiking Trails in New Canaan, CT

There are 23 dog friendly hiking trails within 20 miles of New Canaan. 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 New Canaan.

Pet Friendly The Cascades at Lake Mohegan
The Cascades at Lake Mohegan This is a beautiful dog-friendly recreation area in Fairfield, Connecticut. The trails surround a lake and waterfall/creek called the cascades on acreage donated by the G.E. corporation. There are waste bins for doggie cleanups, so bring your baggies. See Details
Pet Friendly Sands Point Preserve
Sands Point Preserve Bring Fido to hike up the cliffs that overlook Long Island Sound or walk along the Sand Point Castle. Dog owners are welcome to bring their four-legged friends to the Sands Point Preserve, provided the dogs are kept on a leash at all times. There are no exceptions to this rule as the safety and well-being of all visitors including adults, children, and all animals, are of paramount importance. Dogs are not permitted on the beach at any time. See Details
Housatonic Rail-Trail - Trumbull (Pequannock Valley Greenway) The Housatonic Rail-Trail - Trumbull (Pequannock Valley Greenway) 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 Housatonic Rail-Trail - Trumbull (Pequannock Valley Greenway). 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
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. The southern section of Saxon Woods offers hikers and their pups a gentle hike. Dogs are not allowed in picnic areas and must be leashed at all times. See Details
Sagamore Hill National Historic Site Theodore Roosevelt loved animals, and dogs are as welcome at Sagamore Hill now as they were when he lived there. Explore more than 80 acres of forests, salt marshes, and meadows on trails and boardwalks with your pup. Although dogs 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 that dogs must be leashed at all times. See Details
Mountain Lakes Park Trail Mountain Lakes Park Trail is an easy, 5.15 mile hike in Mountain Lakes Park that will take about 3 hours to complete with Fido. This gentle trail will give you the opportunity to hike around Westchester County?s highest peak, that stands 982 feet tall. Explore forests and take a break in any or all of 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 Ward Pound Ridge Reservation that will take about 2.5 to 4 hours to complete with Fido. You and your pup will enjoy this easy trail with only a couple of moderate climbs. Your dog will delight in the stream crossings and hiking by your side on the wide road, while you take in the scenic vistas and historical points. Please note that dogs must be leashed; dogs not permitted in picnic areas. See Details
Kettletown State Park Pets on a leash are permitted in the picnic areas and hiking trails at this 605 acre state park. Pets are not allowed on the beach or in the campground. See Details
Cranbury Park Large Estate (Gallaher Estate) that has an open area in the back of the property for dogs to run off-leash. No fee for residents otherwise $5, which is unusual as most of the parks in NY/CT require you to be a resident and/or pay a fee to enter. Dogs are welcome on the trails that run throughout the property either on or off-leash at the dog owners discretion and ability to control the dog. There are areas of the estate, Great Lawn or near the mansion, playground or pavilion, that are not permitted to have your dog on so be diligent about knowing that as the rules are very strict. There is a park attendant that drives around to make sure you are compliant and he is no-nonsense!. Overall it is a very pleasant place to take your doggie. See Details
Housatonic Valley Rail-Trail - Monroe The Housatonic Valley Rail-Trail - Monroe 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 Housatonic Valley Rail-Trail - Monroe. 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
Kitchawan Preserve Trail Kitchawan Preserve Trail is a moderately easy, 4 mile hike that will take about 3 hours to complete with Fido. This hike is popular amongst dog owners and the wide trail allows you to hike side by side with your pup through the mature forests. Dogs must be on a leash no longer than 6 feet. See Details
Babcock Preserve The Babcock Preserve is 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
Hunter Island Trail Hunter Island Trail is an easy, 2.25-mile hike that will take about 1 hour to complete with Fido. Keep an eye out for rising tides as you meander through the salt marshes, forest, meadows, and shorelines of Hunter Island. Your dog must be on a leash no longer than 6 feet and you may also want to pack some mosquito repellent. See Details
Collis P. Huntington State Park Collis P. Huntington State Park is a perfectly tranquil setting in which you can enjoy hiking, canoeing, and pond fishing in five ponds with your pup. Just keep your dog on a leash at all times. See Details
North County Trail The North County 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 Yorktown Heights! The map below shows a parking area with convenient access to the North County 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
Bronx River Pathway The Bronx River Pathway is a multi-use trail that's a great place to walk Fido in White Plains! The map below shows a parking area with convenient access to the Bronx River Pathway. 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
Bennett's Pond State Park With more than 450 acres to explore, you and your pup will find plenty of hiking possibilities at Bennett's Pond State Park. Just keep Fido on a leash at all times. See Details
Putnam Trailway The Putnam Trailway 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 Carmel! The map below shows a parking area with convenient access to the Putnam Trailway. 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
Bailey Arboretum Bring Fido on a relaxing stroll through Bailey Arboretum. 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. Bailey Arboretum is open to the public, daily, year-round from 9am to 4pm. See Details
Bronx River Pathway The Bronx River Pathway is a multi-use trail that's a great place to walk Fido in Valhalla! The map below shows a parking area with convenient access to the Bronx River Pathway. 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
Putnam Trailway The Putnam Trailway 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 Mahopac! The map below shows a parking area with convenient access to the Putnam Trailway. 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
Paugussett State Forest Paugussett State Forest is a dog-friendly recreation area that boasts boating, fishing, and hiking opportunities. Dogs 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
Cold Spring Harbor State Park Cold Spring Harbor State Park is pet-friendly. The park is comprised of 40 acres of hilly terrain that offer scenic vistas of the Cold Spring Harbor. Take your pooch for a walk through mixed hardwood forest on a variety of trails. Leashed pups are welcome, as long as they are cleaned up after. See Details