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    Dog Friendly Activities in Cheshire, CT

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    There are 3 dog friendly activities in Cheshire, and 95 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 Cheshire.

    Pet Friendly Middlebury Greenway

    Middlebury Greenway

    Middlebury, CT
    Middlebury Greenway The Middlebury 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 Middlebury! The map below shows a parking area with convenient access to the Middlebury 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
    Pet Friendly Eisenhower Dog Park

    Eisenhower Dog Park

    Milford, CT
    Eisenhower Dog Park Eisenhower Dog Park is a large, grassy recreation area in Milford. Bring your pooch along to play off-leash with local pups at this dog run that is also known as Milford Dog Park. Outside the park's fence are a network of pretty trails you can explore with your leashed pooch. Dog owners are asked to clean up after pups and to make sure their dogs are playing nicely in the park. See Details

    Millers Pond State Park Reserve

    Haddam, CT
    Millers Pond State Park Reserve Leashed dogs are welcome at Millers Pond State Park Reserve, a pet-friendly natural area in Haddam, CT, where you and Fido can discover wooded trails that lead to a spring-fed lake. Fishing, hiking and mountain biking are all popular activities in the reserve. Please note that pets must be kept off the beach and out of the water. See Details

    Quinnipiac River State Park

    North Haven, CT
    Quinnipiac River State Park Leashed dogs are allowed at Quinnipiac River State Park, a pet-friendly natural space in North Haven, CT. You can bring your pooch with you to enjoy nearly six miles of river, 323 acres of floodplain and a hike along the four-mile Banton Quinnipiac Trail. See Details

    Kinsmen Brewing Company

    Southington, CT
    Kinsmen Brewing Company Fido is welcome to join you for a beer at dog-friendly Kinsmen Brewing Company, located in Southington, CT. Dogs can accompany you beside an umbrella-shaded picnic table on the spacious outside patio. Overlooking the Farmington Canal Heritage Trail, patrons can sit, relax and sample artisan craft beer such as Homeward Bound IPA or Yup/Nope Double IPA. Menu options include a wide variety of house-made pizza which can be prepared with a gluten-free crust, signature sandwiches, salads, and shareable appetizers. See Details

    River Highlands State Park

    Cromwell, CT
    River Highlands State Park River Highlands State Park in Cromwell, CT is a pet-friendly recreation area that overlooks the Connecticut River. You and Fido can use one of the dog-friendly trails to get to an overlook and bluff that is 150 feet above the river below, check out the noises made by the interesting blowhole, and cross over the numerous wooden bridges. See Details

    Osbornedale State Park

    Derby, CT
    Osbornedale State Park Dogs are welcome at pet-friendly Osbornedale State Park in Derby, CT, where hiking, fishing, and picnicking are the most popular activities. This 417-acre park contains twisting trails that take in the wooded areas and lead to the picturesque Pickett's Pond that attracts keen anglers. When the water freezes over, you can pull on Fido's skates and re-enact some scenes from the Mighty Ducks together on the ice. See Details

    East Shore Park

    New Haven, CT
    East Shore Park Leashed dogs are welcome at East Shore Park, a pet-friendly recreation space in New Haven, CT. You and Fido can enjoy the meandering walking trail along New Haven harbor. There is also a beach and two fenced areas for dogs to enjoy some off-leash exercise. See Details

    Southington Dog Park

    Southington, CT
    Southington Dog Park Bring Fido for some off-leash fun at Southington Dog Park in Southington, CT. This clean, friendly off-leash dog park is a great place for your pet to play. The park is fully fenced, has benches and a separate small dog area. Please note that all dogs must be licensed and current on vaccinations. Children under 12 are not allowed inside the dog park. See Details

    Clatter Valley Park

    New Milford, CT
    Clatter Valley Park Leashed pets are welcome to join you at Clatter Valley Park in New Milford, CT. This dog-friendly park offers over 100 acres of open space with a hiking trail and a pond. There is also a large pavilion with picnic tables and a grill. See Details

    Silver Sands State Park

    Milford, CT
    Silver Sands State Park Leashed dogs are allowed in the pet-friendly picnic areas near the parking lot of Silver Sands State Park in Milford, CT. While the park's biggest draw is the shoreline, unfortunately pets are not permitted on the beach or the boardwalks that lead to the sand. See Details

    Middlefield Dog Park

    Middlefield, CT
    Middlefield Dog Park Bring Fido for some off-leash fun at Middlefield Dog Park in Middlefield, CT. This 1-acre wooded dog park offers separate fenced sections for small and large dogs and offers plenty of shaded due to the forested location. See Details

    Black Rock State Park

    Watertown, CT
    Black Rock State Park Set amongst the scenic rolling hills of the Western Highlands is dog-friendly Black Rock State Park in Watertown, CT. Fido is welcome to join you in the park, but pets must be leashed at all times. Enjoy scenic views, fishing, hiking and picnicking with your best friend by your side. Please note that pets aren't allowed on the beach or in the campground. See Details

    Sessions Woods WMA

    Burlington, CT
    Sessions Woods WMA Sessions Woods WMA is a pet-friendly recreational area in Burlington, CT. There are 5 different trails to hike while enjoying the scenery and wildlife. Fido is welcome to join you on the trails as long as he is leashed and cleaned up after. Dog owners are advised to be mindful of bears and ticks in the area. See Details

    Anchor Beach

    Milford, CT
    Anchor Beach Anchor Beach in Milford has a dog-friendly shoreline walk with gorgeous views and breezes. Please note that Fido isn't allowed on the actual beach, but is permitted on the walk. See Details

    Timberlands

    Guilford, CT
    Timberlands Timberlands, also known as Timberland Preserve, is a dog-friendly hiking area in Guilford, CT. Immerse yourself in a peaceful oasis while you hike through this scenic 588-acre natural area. The trails are mostly level with a few steep grades, and you'll find a stream and lake for Fido to swim in. This area is open for hiking, biking, equestrian use & cross-country skiing. See Details

    Shelton Dog Park

    Shelton, CT
    Shelton Dog Park Bring Fido for some off-leash exercise at Shelton Dog Park in Shelton, CT. This fenced dog park features a separate section for small pups, benches and shade from mature trees. Male dogs must be neutered, and all pets must be cleaned up after. If you and Fido are still up for an adventure, the dog park is adjacent to an 11-mile network of hiking trails, including the multi-use Shelton Lakes Recreation Path, and all of them welcome leashed dogs. See Details

    Rockland Preserve

    Madison, CT
    Rockland Preserve Leashed dogs are welcome at Rockland Preserve, a pet-friendly outdoor space in Madison, CT. You can Fido can explore the rocky hills, gray cliffs, ledges, and expansive forested areas or hike along the long abandoned ancient trails. Be sure to make your way to the centerpiece of the preserve, Coan Pond, where you may spot rare flowers and native wildlife. See Details

    Branford Trolley Trail

    Branford, CT
    Branford Trolley Trail The Branford Trolley Trail near Branford, CT is dog friendly and 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 Branford! The map below shows a parking area with convenient access to the Branford Trolley 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

    LI Sound Sunset Sail and Dining - Milford

    Milford, CT
    LI Sound Sunset Sail and Dining - Milford 'LI Sound Sunset Sail and Dining - Milford' is a pet-friendly Airbnb Experience hosted by Christopher. This experience involves motoring through Historic Milford Harbor and setting sail in the Sound. Leashed dogs are welcome. The experience lasts 4 hours and can accommodate up to 6 guests ages 8 and up. Rates start at $159 per person. See Details
    Cheshire, CT, US