Dog walking in Cheshire

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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 Cheshire, CT

    Hi, my name is Mary Ellen. I have loved dogs for as long as I can remember and have always had dogs in my family. Dogs are not only a persons best friend but they are also family, and I love them as such. I will treat your dogs as I treat my own, with love and respect and will cater to their specific needs as each dog is different.

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Specialties

    Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, Dogs who pull, Puppy care, Potty training


    Scott A.
    2020-02-18T10:04:58-08:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “Four legged friends are the best!”

    *Woof!* I'm Joshua and I just said 'Hello!' in dog speak. I've been told I'm a good human and often get wet nose kisses in recognition of a job well done. Dogs are simply amazing and I absolutely love them. I appreciate dogs of all sizes and breeds, but big playful pups are my favorite. When caring for your dog, you can rest assured that your fur baby is in the good hands of a trustworthy human who is as loving to your four-legged friend as you are. Your pup is always priority #1!

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Specialties

    Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, Fast walker, Dogs who pull, Training experience


    Katherine C.
    2022-05-18T05:05:01-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    Hello! My name is Megan and I just graduated from Georgia Tech with a biomedical engineering degree. I've always loved animals and have been taking care of dogs since I was 10 years old. I have a terrier-mix named Georgia who is 13 years old and still a very energetic pooch. I have over 12 years of experience walking and dog-sitting for all ages and breeds, from pups to seniors with special needs. I can't wait to get to know your dog and take it out to get exercise and explore!

    Background Checked

    Background Checked

    High Demand

    High Demand


    Casey S.
    2018-06-20T08:35:45-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    Hi there, I’m Mike, your local Wag Walker and High School Teacher. I have been caring for all sorts of animals throughout my life. I currently have cats, turtles and a fish. My inLaws have a wonderful dog that a frequently take for walks and play time. I enjoy being around all animals and would love to take your dog for a walk.

    Background Checked

    Background Checked

    High Demand

    High Demand

    Socially Distanced Pet Care

    Socially Distanced Pet Care

    Specialties

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


    Keith H.
    2020-09-03T06:55:11-07:00
    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

    Hello, my name is Liz and I have been walking dogs of all sizes for close to 20 years. I am an outdoorsy, active, positive person who enjoys animals of all kinds, particularly dogs.

    Background Checked

    Background Checked

    High Demand

    High Demand

    Socially Distanced Pet Care

    Socially Distanced Pet Care

    Specialties

    Dog first aid and/or CPR, Can run with dogs, Oral medicine administration, Injected medicine administration, Senior dog care, High energy dogs, Fast walker, Puppy care, Obedience training


    Meighan M.
    2022-01-14T06:07:22-08:00
    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

    “Hi Middletown area! I can’t wait meet your dogs!”

    Hi! I’m Molly. I am a former bartender (Covid changed all that) and current Wag walker (I’ve been with Wag for over 2 years). I am new to the Middletown area and am Mom to three rescue cats. I’m a huge animal lover and former dog owner of many years. I have also worked as a vet assistant and am very comfortable around dogs (and cats) of all ages, temperaments, and activity level. I have an open availability at this time. I’m looking forward to meeting as many dogs as possible :)

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Specialties

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


    Nicole S.
    2021-05-13T16:54:29-07:00
    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, my name is Mary Ellen. I have loved dogs for as long as I can remember and have always had dogs in my family. Dogs are not only a persons best friend but they are also family, and I love them as such. I will treat your dogs as I treat my own, with love and respect and will cater to their specific needs as each dog is different.

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Specialties

    Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, Dogs who pull, Puppy care, Potty training


    Scott A.
    2020-02-18T10:04:58-08:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “Four legged friends are the best!”

    *Woof!* I'm Joshua and I just said 'Hello!' in dog speak. I've been told I'm a good human and often get wet nose kisses in recognition of a job well done. Dogs are simply amazing and I absolutely love them. I appreciate dogs of all sizes and breeds, but big playful pups are my favorite. When caring for your dog, you can rest assured that your fur baby is in the good hands of a trustworthy human who is as loving to your four-legged friend as you are. Your pup is always priority #1!

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Specialties

    Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, Fast walker, Dogs who pull, Training experience


    Katherine C.
    2022-05-18T05:05:01-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    More about dog walking in Cheshire, 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 Cheshire, CT?

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    Read reviews of Cheshire, CT dog walkers

  • avatar

    Scott A.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Thank you Mary Ellen! Gracie will see you next week!

    avatar

    Mary Ellen W

    Book now
  • avatar

    Katherine C.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Thanks!!!

    avatar

    Joshua N

    Book now
  • avatar

    Casey S.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Love Megan, thanks so much for taking care of our pup!

    avatar

    Megan H

    Book now
  • avatar

    Keith H.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Thank you.

    avatar

    Michael B

    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

    Meighan M.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Liz is such a great walker!

  • 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

    Nicole S.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Molly cleaned up our living room floor after our girl had a few accidents!! Truly cares not only for your pet, but the owners as well!

    avatar

    Molly S

    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

      Scott A.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Thank you Mary Ellen! Gracie will see you next week!

      avatar

      Mary Ellen W

      Book now
    • avatar

      Katherine C.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Thanks!!!

      avatar

      Joshua N

      Book now
    • avatar

      Casey S.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Love Megan, thanks so much for taking care of our pup!

      avatar

      Megan H

      Book now
    • avatar

      Keith H.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Thank you.

      avatar

      Michael B

      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

      Meighan M.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Liz is such a great walker!

    • 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

      Nicole S.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Molly cleaned up our living room floor after our girl had a few accidents!! Truly cares not only for your pet, but the owners as well!

      avatar

      Molly S

      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

    Best Dog Friendly Neighborhoods in Cheshire

    Ives Corner/ Richards Corner

    4848
    Population DensityPopulation Density
    819 per sq. mi.

    Ives Corner/ Richards Corner

    4848

    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. 

    Brooksvale Road

    3636
    Population DensityPopulation Density
    1,138 per sq. mi.

    Brooksvale Road

    3636

    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. 

    Mixville/ West Cheshire

    2424
    Population DensityPopulation Density
    785 per sq. mi.

    Mixville/ West Cheshire

    2424

    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. 

    Honeypot Glen

    1212
    Population DensityPopulation Density
    923 per sq. mi.

    Honeypot Glen

    1212

    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. 

    Mount Carmel/ Quinnipiac U

    00
    Population DensityPopulation Density
    776 per sq. mi.

    Mount Carmel/ Quinnipiac U

    00

    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. 

    Ives Corner/ Richards Corner

    4848
    Population DensityPopulation Density
    819 per sq. mi.

    Ives Corner/ Richards Corner

    4848

    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. 

    Brooksvale Road

    3636
    Population DensityPopulation Density
    1,138 per sq. mi.

    Brooksvale Road

    3636

    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. 

    Mixville/ West Cheshire

    2424
    Population DensityPopulation Density
    785 per sq. mi.

    Mixville/ West Cheshire

    2424

    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. 

    Honeypot Glen

    1212
    Population DensityPopulation Density
    923 per sq. mi.

    Honeypot Glen

    1212

    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. 

    Mount Carmel/ Quinnipiac U

    00
    Population DensityPopulation Density
    776 per sq. mi.

    Mount Carmel/ Quinnipiac U

    00

    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. 

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