Dog Friendly Hiking Trails in Southold, NY

There are 12 dog friendly hiking trail within 20 miles of Southold. 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 Southold.

Pet Friendly Timberlands
Timberlands A wonderful place to enjoy a hike, rock cropings, Mountain Laurel, ferns, pine groves, and some peace and quiet. The trails are mostly level with a few steep grades. There is also a wonderful stream and a lake for the dogs to swim in. See Details
Pet Friendly Cedar Point County Park
Cedar Point County Park BringFido to Cedar Point County Park for some outdoor fun. Explore the more than 600 acres that makee up this delightful East Hampton Park. Take him on a hike along the Cedar Point Lighthouse Loop Trail, an easy 5.65 mile hike that will take about 2.5 hours to complete. This loop will take you by an old lighthouse, originally constructed in 1838. Dogs are not allowed in the picnic areas and must be leashed. *** Call ahead to find out about any temporary restrictions due to COVID-19. *** See Details
Hubbard County Park Trail Hubbard County Park has an easy, 5.75 mile hike that will take about 3 hours to complete with Fido. This trail will take you on a tour of a park that has salt flats, marshes, beach, and woods where you can enjoy the local flowers and birds. Leash regulations apply. See Details
Mountain Laurel Loop Trail Mountain Laurel Loop Trail is an easy, 2.75 mile hike that will take about 1.5 hours to complete with Fido. Hike this trail in mid-June to see the mountain laurel in full bloom. This park is also beautiful throughout the year with its kettle pools and dense vegetation. Dogs must be leashed and a trail map available at the Southampton Trails Preservation Society is also a good idea. See Details
Long Pond Greenbelt Trail Long Pond Greenbelt Trail is a moderately easy, 3.5 mile hike that will take about 2 hours to complete with Fido. Your dog will love this trail that takes you by fresh ponds, marshes, swamps, and brooks. The map available for purchase from the Southampton Trails Preservation Society is a necessity for this unmarked trail. Leash regulations do apply. See Details
Rocky Neck State Park Rocky Neck State Park is pet-friendly. Feel free to go on a hike with Fido or eat some lunch in the picnic areas north of the train tracks. Rocky Neck State Park has a tidal river that is home to a variety of different types of fish. You'll also spot herons, cranes, and lots of other wildlife in the air and on the ground around the park too. Unfortunately, dogs are not allowed in campgrounds, south of the train tracks, on the beach, or on the boardwalk. The park is open every day of the week from 8am until sunset. See Details
Inlet Pond County Park Inlet Pond County Park offers a well marked trail system (about 1.5 miles) through woodlands, open areas of shrubs and vines, and mature oak forest. Leashed dogs are welcome on these easy to follow trails. The trail leads to freshwater Inlet Pond that has an observation platform with seats. In late summer, hundreds of Bull Frog tadpoles inhabit the freshwater pond. Herons and egrets forage around the edge. The pond also hosts a pair of Mute Swans each spring for nesting and raising their cygnets. Tree Swallows and Red-winged Blackbirds nest around the pond. Beyond is a Long Island Sound. See Details
Good Ground Park Good Ground Park in Hampton Bays, NY, is a recreational park complete with amphitheater, located adjacent to Hampton Bays Main Street. Leashed dogs are welcome on the 1-mile wooded walking trail that connects the east end of the park to the west end. See Details
Squiretown Park Squiretown Park borders the Great Peconic Bay with a dog friendly hiking trail that loops around as well as a scenic viewing spot overlooking the Bluffs. See Details
Cranberry Bog Nature Preserve Cranberry Bog Nature Preserve is a 165-acre site set in the wetlands of Riverhead. The park is what remains of an abandoned cranberry-growing operation. Leashed dogs are welcome on the hiking trails where you will experience sights of the Little Peconic River, various plant life, birds species, reptiles and other local wildlife in all seasons. About 3/4 of the way around the trail, you'll come across what's left of an old pump house from when the Woodhull family farmed cranberries at the bog. The focal point of the 1.1 mile loop is the wooden bridge over the bog. Look for a sign that marks the entrance to the preserve. There's a small off-road parking area. See Details
Red Creek Park Dogs are welcome on the 3.8-mile loop trail at Red Creek Park. You may see blue heron, deer, red tailed hawks, or kettle holes along the way. See Details
Sears Bellow County Park Nestled within the Long Island Pine Barrens, Sears Bellows offers a broad range of recreational opportunities to Suffolk County residents and tourists. Sears Bellows' extensive trail system attracts hikers and their dogs along Bellows Pond. This park is closed to certain activities during waterfowl hunting season. See Details