Dog walking in Middlebury

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  • Get matched

    Get matched

    A top-rated local Caregiver will match with you; or you can choose to browse Caregivers near you.

  • Follow along

    Follow along

    Receive live updates and photos. Track your pup's walk via GPS.

  • Get a report card

    Get a report card

    Once your pet is home, view details on how the walk went, complete with a photo!

    • Get matched

      Get matched

      A top-rated local Caregiver will match with you; or you can choose to browse Caregivers near you.

    • Follow along

      Follow along

      Receive live updates and photos. Track your pup's walk via GPS.

    • Get a report card

      Get a report card

      Once your pet is home, view details on how the walk went, complete with a photo!

    Why find pet care through Wag!?

    Wag! is the nation's fastest-growing network of vetted and background checked pet sitters, overnight boarding, dog walkers, dog trainers, and even virtual vet chat. Schedule ahead for pet care while you are away, or book on-demand pet care during the workday. In minutes you can book a nearby dog sitter, daycare provider, or dog walker, who'll take complete care of your loved one - at their place or yours.

    Browse top-rated dog walkers in Middlebury, CT

    “Lots of love to give!”

    I have been working with dogs since I was 15, at a local boarding facility. The last 2.5yrs pet care has been my full time job. I've been doing both dog walking, and pet sitting in my home. I love spending time with dogs and bonding with them.

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Specialties

    Oral medicine administration, Senior dog care, High energy dogs, Puppy care


    donna O.
    2018-10-17T12:10:02-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “I look forward to meeting you and your pups! :)”

    Hi there, dog owners! My name is Kylee (please excuse the different profile title, it has to use my legal name). I'm 26 and a college student whose two favorite things are animals and the outdoors. So when I'm walking your dog I'm not just working, I'm having a great time! I was raised with three dogs so I have lots of experience, but I haven't been able to have one of my own since starting school. Feel free to contact me with any questions, I look forward to meeting you and your pups!

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Specialties

    Senior dog care, Special needs dog care, High energy dogs, Dogs who pull, Puppy care


    Sweetheart S.
    2020-07-30T12:13:47-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “I will care for your dog like they were my own!!”

    Hi my name is Samantha. I have a pitbull named Rayne who has been my best friend for the last 9 years. I have been around dogs my whole life. I've been walking dogs for 4 years now and have done almost 500 walks. I truly love dogs and always treat them as if they were my own.

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Specialties

    Can run with dogs, High energy dogs, Fast walker, Dogs who pull, Puppy care, Potty training


    Barbara R.
    2020-02-16T13:36:07-08:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    Hey there, I'm Cecile. I learned how to love and care for dogs from my older sisters. Pets have enriched my life. I'd like to, now, be of service to other dog owners. Your pet will be well taken care of, and adored, while in my care. I received my Veterinary Assistant certificate from Middlesex Community College in 2018.

    Background Checked

    Background Checked

    High Demand

    High Demand

    Specialties

    Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Socialization training, Therapy training


    Katherine V.
    2022-04-23T06:50:59-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    My name is Benji, I am a 20 year old college student with several years of dog walking and sitting experience. I have a deep love for these little friends, and look forward to going on a walk with yours.

    Background Checked

    Background Checked

    High Demand

    High Demand


    Jasmine M.
    2022-01-04T18:09:43-08:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    Hi, I'm Devorah! I love dogs, hiking and just being outdoors - no matter the weather. I've been petsitting for ten years for several happy, repeat customers, but I would like more clients. I currently regularly sit-for/walk three pitbull-mixes that I adore. I love to bring them to hiking trails where we can travel by pack.

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver


    Diana S.
    2019-03-31T11:58:54-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “Your dog will have a paws-itively good time w/ me!”

    Hi! My name is Kaylee — AKA your dog’s new friend! I want to help busy pet parents, like myself, feel at ease at work, vacation, or a night out, and to know that their pup is being cared for. When your dog is with me, he/she will be treated like my own — meaning lots of pets, loving, and attention. I have experience with dogs that needs all type of care. I’ll pay extra attention to their needs. I have a dog and a cat, and they’re my world. Thanks for letting me bring that love to your pup!

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Specialties

    Special needs dog care, High energy dogs, Puppy care


    f637c72eb5e3856ee9f21c98964b205e63a2f24d B.
    2020-02-12T16:39:05-08:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    Hello...My name is Rose and I’m happy to introduce myself. All my life I had the pleasure to spend with dogs since I was 4 years old. From Great Danes to Jack Russell’s. My best friends are my 2 German Shepherds. And I believe that all dogs should be a priority to make sure that they are taken care of and happy. I would love to be your helping hand to care of your dog.

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver


    dave H.
    2017-12-05T14:56:16-08:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    Hi, I'm Sarah, and I am an animal and outdoors enthusiast! I love both cats and dogs, and I can't wait to help take care of your pets. I have walked dogs for the Humane Society, and I have experience owning dogs myself. During my free time, I enjoy biking, hiking, and rock climbing, so you can count on me to match your dog’s pace and handle strong pups. Plus I’m always happy to walk, rain or shine!

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver


    Keith H.
    2020-01-14T06:11:51-08:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “I’ll take your dog on a mini vacation that’s a load from start to finish, and leave their tails wagging”

    Hello all my name is Nate, and I’m a lover of all pets any shape and size bigger small. I’ve had a lot of experience with animals from raising three cats and two dogs growing up to helping my aunt with dog training over the summers. I love to meet new furry friends and bring them a little joy throughout the day.

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver


    Leanne C.
    2021-11-18T08:13:31-08:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “Lots of love to give!”

    I have been working with dogs since I was 15, at a local boarding facility. The last 2.5yrs pet care has been my full time job. I've been doing both dog walking, and pet sitting in my home. I love spending time with dogs and bonding with them.

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Specialties

    Oral medicine administration, Senior dog care, High energy dogs, Puppy care


    donna O.
    2018-10-17T12:10:02-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “I look forward to meeting you and your pups! :)”

    Hi there, dog owners! My name is Kylee (please excuse the different profile title, it has to use my legal name). I'm 26 and a college student whose two favorite things are animals and the outdoors. So when I'm walking your dog I'm not just working, I'm having a great time! I was raised with three dogs so I have lots of experience, but I haven't been able to have one of my own since starting school. Feel free to contact me with any questions, I look forward to meeting you and your pups!

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Specialties

    Senior dog care, Special needs dog care, High energy dogs, Dogs who pull, Puppy care


    Sweetheart S.
    2020-07-30T12:13:47-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    More about dog walking in Middlebury, CT

    Hours

     - 

    Star

    Average rating

    star rating

    4.95


    Price range

    $23.50 - $32.88

    Dog walking FAQs

    How much does a dog walk cost in Middlebury, CT?

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    Read reviews of Middlebury, CT dog walkers

  • avatar

    donna O.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Laura is the best.

    avatar

    Laura S

    Book now
  • avatar

    Sweetheart S.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Thanks for the videos, the pups are gaining a bond :)

    avatar

    Marc H

    Book now
  • avatar

    Barbara R.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Thank you Samantha, #1 dog walker!

    avatar

    Samantha B

    Book now
  • avatar

    Katherine V.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Cecile was super nice and handled my German shepard like a pro!

    avatar

    Cecile F

    Book now
  • avatar

    Jasmine M.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Very nice guy; would love to have him walk Levi again. He was polite, very respectful and professional. Plus, Levi was stress free when they got back despite having gotten caught in the rain! Great experience, super.

    avatar

    Benjamin S

    Book now
  • avatar

    Diana S.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Thanks for taking some extra time. She s nervous with new people.

    avatar

    Devorah L

    Book now
  • avatar

    f637c72eb5e3856ee9f21c98964b205e63a2f24d B.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Thank you so much!

    avatar

    Kaylee M

    Book now
  • avatar

    dave H.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Rosika was excellent. Highly recommend.

    avatar

    Rosika B

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  • avatar

    Keith H.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Thank you!

    avatar

    Sarah N

    Book now
  • avatar

    Leanne C.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    thank you and great job as always

    avatar

    Nathan S

    Book now
    • avatar

      donna O.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Laura is the best.

      avatar

      Laura S

      Book now
    • avatar

      Sweetheart S.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Thanks for the videos, the pups are gaining a bond :)

      avatar

      Marc H

      Book now
    • avatar

      Barbara R.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Thank you Samantha, #1 dog walker!

      avatar

      Samantha B

      Book now
    • avatar

      Katherine V.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Cecile was super nice and handled my German shepard like a pro!

      avatar

      Cecile F

      Book now
    • avatar

      Jasmine M.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Very nice guy; would love to have him walk Levi again. He was polite, very respectful and professional. Plus, Levi was stress free when they got back despite having gotten caught in the rain! Great experience, super.

      avatar

      Benjamin S

      Book now
    • avatar

      Diana S.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Thanks for taking some extra time. She s nervous with new people.

      avatar

      Devorah L

      Book now
    • avatar

      f637c72eb5e3856ee9f21c98964b205e63a2f24d B.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Thank you so much!

      avatar

      Kaylee M

      Book now
    • avatar

      dave H.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Rosika was excellent. Highly recommend.

      avatar

      Rosika B

      Book now
    • avatar

      Keith H.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Thank you!

      avatar

      Sarah N

      Book now
    • avatar

      Leanne C.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      thank you and great job as always

      avatar

      Nathan S

      Book now

    Best Dog Friendly Neighborhoods in Middlebury

    Northeast Middlebury

    4848
    Population DensityPopulation Density
    588 per sq. mi.

    Northeast Middlebury

    4848

    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!

    Heritage Village

    3636
    Dog ParksDog Parks
    1 park

    Population DensityPopulation Density
    1,125 per sq. mi.

    Heritage Village

    3636

    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!

    Foley

    2424
    Dog ParksDog Parks
    1 park

    Population DensityPopulation Density
    1,265 per sq. mi.

    Foley

    2424

    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.

    Northwest Wolcott

    1212
    Dog ParksDog Parks
    1 park

    Population DensityPopulation Density
    1,400 per sq. mi.

    Northwest Wolcott

    1212

    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.

    Mixville/ West Cheshire

    00
    Dog ParksDog Parks
    1 park

    Population DensityPopulation Density
    785 per sq. mi.

    Mixville/ West Cheshire

    00

    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.

    Northeast Middlebury

    4848
    Population DensityPopulation Density
    588 per sq. mi.

    Northeast Middlebury

    4848

    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!

    Heritage Village

    3636
    Dog ParksDog Parks
    1 park

    Population DensityPopulation Density
    1,125 per sq. mi.

    Heritage Village

    3636

    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!

    Foley

    2424
    Dog ParksDog Parks
    1 park

    Population DensityPopulation Density
    1,265 per sq. mi.

    Foley

    2424

    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.

    Northwest Wolcott

    1212
    Dog ParksDog Parks
    1 park

    Population DensityPopulation Density
    1,400 per sq. mi.

    Northwest Wolcott

    1212

    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.

    Mixville/ West Cheshire

    00
    Dog ParksDog Parks
    1 park

    Population DensityPopulation Density
    785 per sq. mi.

    Mixville/ West Cheshire

    00

    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.

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