Dog Walkers in Cheshire

Find trusted dog walkers near you.

How Wag! Works

Book a Dog Walk with One of our Trusted Wag! Walkers
Track your Dog's Walk with our Live GPS Tracker
Receive Custom Reports Detailing your Dog's Activity

Vetted Walker Trust & Safety

Thoroughly Vetted
Wag! Guaranteed

Dog Areas in Cheshire

6 Parks
10 Trails
1 Shop
6 Eateries
4 Groomers

Cheshire is nestled in New Haven County. As a former farming town, it still holds onto a rural atmosphere and strong sense of community. Barns, flowering gardens, mature trees, and historic buildings give it the charm New England towns are famous for. Local dogs love visiting the parks and open spaces, and take comfort knowing that there are four veterinary clinics located right in town.

If you don’t feel like cooking, but don’t want to leave your pup behind, head over to Viron Rondo Osteria for some authentic Italian cuisine. Order the Linguini Vongole or Rigatoni Bolognese then dine al fresco with your pooch at one of the patio tables. For something a bit lighter, try Main Street Café. With steamy soups, refreshing salads, and scrumptious sandwiches, this place will definitely hit the spot. Plus, as long as the weather is nice, your dog can join you at one of the outside tables.

After dinner, take your pup for a stroll around Cheshire Town Park. It spans 75 acres and has sport courts, ball fields, and picnic facilities. However, your pup will be more interested in the trails that wind through the forested area.

No bones about it, Cheshire will make your dog’s tail wag!

Best Dog Neighborhoods in Cheshire

  1. Dog Parks 0
    Population Density 819/sq mi

    #1 Ives Corner/ Richards Corner


    DeDominics Preserve is the perfect place to spend some quality time with your pup. What was once part of a farm is now a pawsome open space with meadows, hills, streams, and ponds. Leash up your pup and venture out in the preserve. Trails range from .25 to just over a mile, but can be connected to extend your walk. Brooks Preserve is also in the area. A 1.5 mile loop trail foudn here allows you and your four legged hiking buddy to see firsthand the preserve’s natural beauty. Your pup will enjoy views of Mount Sanford and Prospect Ridge while also getting in some much needed exercise. 

    Dog neighborhood?
  2. Dog Parks 0
    Population Density 1,138/sq mi

    #2 Brooksvale Road


    You can’t come to Cheshire without visiting the Roaring Brook Park. This gorgeous slice of nature is home to Roaring Brook Falls, one of Connecticut’s longest waterfalls. The falls drop 80 feet over a wooded cliff. Your pooch will love exploring the marshlands and forests that surround the magnificent falls. The Orange Trail runs alongside Roaring Brook. It is steep in places, so make sure your pup is up for the trek. The Quinnipiac Trail cuts through the northern section of the park. This 24 mile trail stretches through several towns in New Haven County, so you’ll have plenty of mileage to walk your pup. 

    Dog neighborhood?
  3. Dog Parks 0
    Population Density 785/sq mi

    #3 Mixville/ West Cheshire


    Next time your pup needs a walk, clip on his leash and head over to Mixville Park. Since it is home to Mixille Pond, a local fishing and swimming hole, this park gets pretty busy during the summer months. Follow the trail around the pond so your pooch can get some much needed exercise. There is also plenty of grassy area for playing and trees for sniffing. Just north of the park is the Mixville Hills Open Space featuring 89 acres that welcomes leashed four legged hikers. The terrain is steep in areas, so your pal will get a pawsome leg workout. 

    Dog neighborhood?
  4. Dog Parks 0
    Population Density 923/sq mi

    #4 Honeypot Glen


    This area is home to a furrific park that’s just calling your pup’s name. Snap on her leash and head over to Quinnipiac Park for some fun in the sun. Several sports fields cover a large area of the park, anf if there aren’t any games in play, you can let your pooch gallop across the lawn. Right behind the fields, you’ll find access to the Quinnipiac Park River Walk. The trail cuts through groves of beech, oak, and aspen trees as it runs alongside the Quinnipiac River. Your pal will get a healthy dose of nature as she saunters down the path.  Keep your eyes open for raccoon, deer, and mink. 

    Dog neighborhood?
  5. Dog Parks 0
    Population Density 776/sq mi

    #5 Mount Carmel/ Quinnipiac U


    Sleeping Giant State Park is just minutes south of Cheshire in the neighboring town of Hamden. Rolling hills that look like a giant lying on his back give this unique park its name. Your furry BFF will love exploring the network of trails that winds throughout the property. Trails range from just under a mile all the way to five miles, so there is something available for all levels. Be sure to check out the trail that leads to a stone observation tower on top of Mount Carmel. Your pup can look out over the entire New Haven area and see all the way to Long Island Sound. 

    Dog neighborhood?
Book me a walkiee?
Sketch of smiling australian shepherd