Dog Walkers in Middlebury, CT

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Dog Areas in Middlebury, CT

2 Trails
2 Eateries

New Haven County is the third-most populous county in Connecticut, and in addition to big cities like New Haven and Waterford, it's also home to a town called Middlebury. More than 7,000 people live in Middlebury, and the town is known for being a wonderful place to raise a family. Many people choose to live in Middlebury and enjoy its charming small-town feel while traveling to nearby cities each day for work. Not only are there great schools in Middlebury, but there's also an excellent parks and recreation system in town, as well as a variety of restaurants, shops, and businesses. Luckily, there are dog-friendly activities in and around Middlebury to keep you and your four-legged companion busy!

You and Skip won't want to miss Blarney Stone Pizza on Middlebury Road. This casual pizza restaurant has several outdoor tables, and your dog can join you for a meal outside when the weather is nice. Blarney Stone Pizza serves all sorts of pizzas, as well as calzones, sandwiches, soups, sandwiches, appetizers like mac and cheese bites and mozzarella sticks, and several desserts. If you can't make it into Blarney Stone Pizza, they also deliver! Once you're done with your meal, you and your pooch can head to a nearby dog park or trail for a day of fun.

Best Dog Neighborhoods in Middlebury, CT

  1. Dog Parks None
    Population Density 588/sq mi

    #1 Northeast Middlebury

    You can access the Middlebury Greenway Trail in northeastern Middlebury. This 4.5-mile asphalt trail is ideal for dog walking, inline skating, cycling, and jogging, or cross-country skiing in the winter. This trail is one of 1,600 trails that stretch across the United States, and each one was built from an abandoned railway line. This trail spans the whole town, and you'll get to know Middlebury well during your walk. You'll come across businesses and parks, and the trail ends at an amusement park that's been around for more than 100 years. Near the amusement park, there's also a swimming lake. Be sure to keep your dog on a leash on this trail!
    Dog neighborhood?
  2. Dog Parks 1
    Population Density 1,125/sq mi

    #2 Heritage Village

    When it's time to enjoy an off-leash activity with your dog near Middlebury, the two of you can make the ten-minute drive to northern Southbury, Connecticut. That's where you'll find the Southbury Dog Park. This off-leash dog park has separate enclosures for big and small dogs, and there's also a swimming area, although it isn't fenced. Within the park's 14 acres, you'll also find wooded areas for your dog to sniff out and open fields where they can chase a ball. Visitors love how friendly the regulars are at this park, and if you happen to forget your own water, someone is always willing to share theirs!
    Dog neighborhood?
  3. Dog Parks 1
    Population Density 1,265/sq mi

    #3 Foley

    Naugatuck is a town just southeast of Middlebury, and the western side of the city is only a 15-minute drive from Middlebury. This is where you'll find the Naugatuck Dog Park, an off-leash dog park known for its lovely setting and welcoming regulars. Within the park's three acres, there are different enclosures for big and little dogs, as well as plenty of seating areas for pet parents. The Naugatuck Dog Park opened in 2017, and it's open daily from sunrise to sunset. The park provides doggy bags, but be sure to bring your own water and bowl to give your dog a drink.
    Dog neighborhood?
  4. Dog Parks 1
    Population Density 1,400/sq mi

    #4 Northwest Wolcott

    The northwestern corner of Wolcott, Connecticut is a 20-minute drive from Middlebury, and that's where you'll find Peterson Park. This large green space has playgrounds, sports courts, a skate park, trails, and picnic spots, and it's also home to the town's off-leash park. The Wolcott Dog Park isn't a particularly big dog park, but it includes separate sections for large and small dogs, and there's more than enough room to have some fun! You can also access the Mattatuck Trail from Peterson Park, and this 13-mile trail is a scenic place to take your dog for a walk on a leash.
    Dog neighborhood?
  5. Dog Parks 1
    Population Density 785/sq mi

    #5 Mixville/ West Cheshire

    Cheshire is a town west of Middlebury that's home to about 30,000 people. In 15 minutes, you and your dog can drive to northwestern Cheshire, and that's where you'll find the town's off-leash dog park. The Cheshire Dog Park has a section where dogs of all sizes can interact, as well as a separate enclosure just for small dogs. There's also a variety of agility equipment in the park if your dog is looking for extra stimulation. To keep pet parents comfortable, there's a gazebo in the park, as well as other seating areas. Cheshire Dog Park also has a drinking fountain for dogs, and doggy bags are provided, too.
    Dog neighborhood?
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