Dog walking in Chesterfield

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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 Chesterfield, MA

    “I’d love to walk your dog!”

    Hello, my name is Stephanie. I'm an artist and I love animals, have since I was a kid. I've always been told that I am a calm, kind, patient and observant person. Because of that, I feel like it’s always been easy for me to understand animals and get along with them. I'm currently working with a group of animators to create a short animated film and studio. I've spent a bit too much time indoors lately, so I'd love to get out more, and to do it while walking a dog would be a big plus!

    Background Checked

    Background Checked

    Top Pet Caregiver

    Top Pet Caregiver

    Socially Distanced Pet Care

    Socially Distanced Pet Care

    Specialties

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


    Tim (or Jess) B.
    2021-04-16T00:18:23-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified Walk

    “The kind of care your pets deserve!”

    Hi pet parents! While growing up with my family, I had dogs, cats and small animals and I currently own a dog and a cat so I have tons of experience taking care of them. I had my own petcare business in FL for 4+ years before moving back to MA recently so I have plenty references to share with you. I’m reliable and flexible. I treat all animals as if they are my own so you can have peace of mind while you are away from home. 🙂🐾

    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


    jennifer P.
    2022-06-04T11:46:53-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    Hi! My name is Lauren. Thanks for considering me to walk your canine companion! I'm a lifelong dog lover and always excited to meet new dog friends. I've previously worked as a trainer and at a cage-free boarding facility (responsible for feeding and medicating all of the dogs!) I pride myself on being trustworthy, reliable, and conscientious, and will treat your pet with the same love and kindness as I would my own. I appreciate the trust placed in me by the owners and dogs and will do my best to earn it on every walk. Let's get walking!

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver


    Audrey M.
    2018-12-03T05:49:13-08:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “Can’t wait to spend time with your best friend!”

    Hi! My name is Ashley! I love spending time outdoors, and love pups even more. Some of my hobbies include reading, cooking, and traveling. Ive done over 100 walks so far! I’ve had pets ever since I can remember and I look forward to spending time with yours!

    Background Checked

    Background Checked

    High Demand

    High Demand

    Specialties

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


    Karla M.
    2022-03-22T12:48:00-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    Hi my name is Amanda! I'm a student at the Boston Conservatory. I grew up with a dog and have experience being a dog walker and a dog sitter.

    Background Checked

    Background Checked

    High Demand

    High Demand


    Dena M.
    2018-06-01T09:44:15-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    I've been around dogs my entire life and am comfortable with all breeds and sizes :) I live an active lifestyle and love walking around the city. Since I can't have my own dog just yet, I'd love to help you care for yours!

    Background Checked

    Background Checked

    High Demand

    High Demand


    tiffanie R.
    2019-09-03T10:45:44-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified Walk

    “Dogs and puppies and tail waggers, Oh My!!!”

    Hi There! I’m Anne and I have been a dog owner and lover all my life. I don’t have a dog right now, so I’d love to be your dog’s new friend and give him/her the extra TLC needed when you’re away! I am a retired teacher, so I come with great references and you will not be disappointed in my pet care. Thanks for considering me!!

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Specialties

    Oral medicine administration, Senior dog care, Special needs dog care, Puppy care


    Jesse W.
    2019-10-25T13:45:28-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    Hello! My name is Signe. I am a former dog owner who absolutely loves spending any free time I have with dogs. I have been a dog walker and dog sitter for years and would love to take care of your pups!

    Background Checked

    Background Checked


    karen G.
    2017-11-12T03:18:54-08:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “I’m ready to walk your pup!”

    Hi there! My name is Mike, I'm a graduate student living in Amherst with my almost-one-year-old Goldendoodle, Willie. I first began dog walking around age 10 with a pair of rescued/disabled dachshunds, so I have plenty of patience and love dogs of all types and sizes (and they love me back!). I am available around the clock and I look forward to the chance to take a walk with your pup!

    Background Checked

    Background Checked

    High Demand

    High Demand


    Alexis M.
    2018-09-04T05:16:38-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “Fun pet friend”

    Hey I'm Dana, I am a cat owner and dog lover (not allowed where I live) so I have fulfilled my doggie love in the past by volunteering at the Providence Animal Rescue League as well as occasional pet sitting gig's.

    Background Checked

    Background Checked

    Specialties

    Senior dog care, Fast walker, Dogs who pull


    Taylor B.
    2019-12-05T06:49:28-08:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “I’d love to walk your dog!”

    Hello, my name is Stephanie. I'm an artist and I love animals, have since I was a kid. I've always been told that I am a calm, kind, patient and observant person. Because of that, I feel like it’s always been easy for me to understand animals and get along with them. I'm currently working with a group of animators to create a short animated film and studio. I've spent a bit too much time indoors lately, so I'd love to get out more, and to do it while walking a dog would be a big plus!

    Background Checked

    Background Checked

    Top Pet Caregiver

    Top Pet Caregiver

    Socially Distanced Pet Care

    Socially Distanced Pet Care

    Specialties

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


    Tim (or Jess) B.
    2021-04-16T00:18:23-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified Walk

    “The kind of care your pets deserve!”

    Hi pet parents! While growing up with my family, I had dogs, cats and small animals and I currently own a dog and a cat so I have tons of experience taking care of them. I had my own petcare business in FL for 4+ years before moving back to MA recently so I have plenty references to share with you. I’m reliable and flexible. I treat all animals as if they are my own so you can have peace of mind while you are away from home. 🙂🐾

    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


    jennifer P.
    2022-06-04T11:46:53-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    More about dog walking in Chesterfield, MA

    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 Chesterfield, MA?

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    Read reviews of Chesterfield, MA dog walkers

  • avatar

    Tim (or Jess) B.

    Five starsFive starsFive starsFive starsFive stars

    Verified Walk

    Thank you so much, we appreciate you walking her on such short notice!

    avatar

    Stephanie W

    Book now
  • avatar

    jennifer P.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    James was very detailed oriented and was able to walk all four dogs which is an AMAZING accomplishment under my eyes. highly recommend him to anyone!

    avatar

    James M

    Book now
  • avatar

    Audrey M.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    I know I ll come home to such a happy pup! :)

    avatar

    Lauren S

    Book now
  • avatar

    Karla M.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Absolutely amazing ! Thorough report given and my pet enjoys their time

    avatar

    Ashley S

    Book now
  • avatar

    Dena M.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Thanks for the last minute walk!!!

    avatar

    Amanda B

    Book now
  • avatar

    tiffanie R.

    Five starsFive starsFive starsFive starsFive stars

    Verified Walk

    Thank you so much!

    avatar

    Ellen O

    Book now
  • avatar

    Jesse W.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Thanks!

    avatar

    Anne D

    Book now
  • avatar

    karen G.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Thanks Signe for a great week of walks, I know Ortiz loves getting out too!

    avatar

    Signe L

    Book now
  • avatar

    Alexis M.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Thanks for taking care of our pup and letting her out midday, just what she needed to stretch her legs!

    avatar

    Michael S

    Book now
  • avatar

    Taylor B.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Thanks Dana!

    avatar

    Dana O

    Book now
    • avatar

      Tim (or Jess) B.

      Five starsFive starsFive starsFive starsFive stars

      Verified Walk

      Thank you so much, we appreciate you walking her on such short notice!

      avatar

      Stephanie W

      Book now
    • avatar

      jennifer P.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      James was very detailed oriented and was able to walk all four dogs which is an AMAZING accomplishment under my eyes. highly recommend him to anyone!

      avatar

      James M

      Book now
    • avatar

      Audrey M.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      I know I ll come home to such a happy pup! :)

      avatar

      Lauren S

      Book now
    • avatar

      Karla M.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Absolutely amazing ! Thorough report given and my pet enjoys their time

      avatar

      Ashley S

      Book now
    • avatar

      Dena M.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Thanks for the last minute walk!!!

      avatar

      Amanda B

      Book now
    • avatar

      tiffanie R.

      Five starsFive starsFive starsFive starsFive stars

      Verified Walk

      Thank you so much!

      avatar

      Ellen O

      Book now
    • avatar

      Jesse W.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Thanks!

      avatar

      Anne D

      Book now
    • avatar

      karen G.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Thanks Signe for a great week of walks, I know Ortiz loves getting out too!

      avatar

      Signe L

      Book now
    • avatar

      Alexis M.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Thanks for taking care of our pup and letting her out midday, just what she needed to stretch her legs!

      avatar

      Michael S

      Book now
    • avatar

      Taylor B.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Thanks Dana!

      avatar

      Dana O

      Book now

    Best Dog Friendly Neighborhoods in Chesterfield

    Chesterfield

    4848
    Population DensityPopulation Density
    1,162 per sq. mi.

    Chesterfield

    4848

    This community has one gorgeous neighborhood referred to as Chesterfield. Chesterfield Gorge is a nature reserve of deep canyons with a wag-tastic half-mile trail along the cliff top that offers views of the gorge. The East Branch Trail at Gilbert Bliss State Forest is a 9-mile trail one way with rolling terrain and short climbs and descents. Krug Sugarbrush State Forest offers 15 miles of mixed use trails for pawsome walks with your pup. The Dead Branch State Forest also offers sniff-tastic walks among some of the unusual fauna and small wildlife. Fido is welcome in the parks and forests on leash.

    Goshen

    3636
    Population DensityPopulation Density
    1,102 per sq. mi.

    Goshen

    3636

    This single neighborhood community in Goshen is the home of Hammond Pond Park and is just over two miles from Chesterfield. This beautiful park with gentle walking trails will have your pooch “waggin’ like he means it.” Rough it at Waterfront Camp which is available through Airbnb, and enjoy the beautiful, quiet and clean lake just perfect for a pawsome swim in the warm spring and summer water. Enjoy a walk around Damon Pond as the snow begins to melt as you and your leashed pup enjoy a trek across the small bridges to the sounds of babbling water as it runs over the rocks below.


    Middlefield

    2424
    Population DensityPopulation Density
    1,149 per sq. mi.

    Middlefield

    2424

    Glendale Waterfalls located in Middlefield just over 20 miles from Chesterfield. The Falls was once the site of a 19th century mill and antique remains can still be seen at the top. Further down the falls you can find the old grist wheel, once used for grinding grain and corn, laying on its side. A well-groomed trail is a great stroll to the bottom of the falls where you and your pup will find a beautiful swimming hole. You and your pooch can always find places to sit in the falls and let the water cascade over you during the warmer months.


    Westhampton

    1212
    Dog ParksDog Parks
    1 park

    Population DensityPopulation Density
    1,569 per sq. mi.

    Westhampton

    1212

    Fifteen miles from Chesterfield, is the small community of Westhampton. Located here is Springfield/Northampton KOA Campground, formerly called Windy Acres Family Campground, that has wooded and open grassy campsites with water and electricity. Your leashed pup will enjoy exploring the wide-open spaces and woods found within the campground. The fishing pond is a sniff-tastic exploration as the two of you wander the beach or wade in to enjoy the cool clear water. Plenty of picnic facilities are available to enjoy outdoor dining; check out the farmers market just around the corner. Your pup will enjoy some off-leash time in the Kamp K9 Off-Leash Dog Park.


    North Farms/ Leeds

    00
    Dog ParksDog Parks
    1 park

    Population DensityPopulation Density
    3,717 per sq. mi.

    North Farms/ Leeds

    00

    Just under 25 minutes away in Northampton, Look Memorial Park is waiting for your pup. This 150-acre park is a great place to explore. The park has an array of shelters that can be reserved for group activities, and plenty of single picnic sites with grills and tables that can also be reserved. You and your pup will love the 1.2-mile walking path through covered bridges and along Willow Lake as you enjoy the scenic beauty of the park. Enjoy a rest on one of the benches along the way or check out the pedal boats at the lake. A steamer train, water spray park and a zoo will delight every member of your family.


    Chesterfield

    4848
    Population DensityPopulation Density
    1,162 per sq. mi.

    Chesterfield

    4848

    This community has one gorgeous neighborhood referred to as Chesterfield. Chesterfield Gorge is a nature reserve of deep canyons with a wag-tastic half-mile trail along the cliff top that offers views of the gorge. The East Branch Trail at Gilbert Bliss State Forest is a 9-mile trail one way with rolling terrain and short climbs and descents. Krug Sugarbrush State Forest offers 15 miles of mixed use trails for pawsome walks with your pup. The Dead Branch State Forest also offers sniff-tastic walks among some of the unusual fauna and small wildlife. Fido is welcome in the parks and forests on leash.

    Goshen

    3636
    Population DensityPopulation Density
    1,102 per sq. mi.

    Goshen

    3636

    This single neighborhood community in Goshen is the home of Hammond Pond Park and is just over two miles from Chesterfield. This beautiful park with gentle walking trails will have your pooch “waggin’ like he means it.” Rough it at Waterfront Camp which is available through Airbnb, and enjoy the beautiful, quiet and clean lake just perfect for a pawsome swim in the warm spring and summer water. Enjoy a walk around Damon Pond as the snow begins to melt as you and your leashed pup enjoy a trek across the small bridges to the sounds of babbling water as it runs over the rocks below.


    Middlefield

    2424
    Population DensityPopulation Density
    1,149 per sq. mi.

    Middlefield

    2424

    Glendale Waterfalls located in Middlefield just over 20 miles from Chesterfield. The Falls was once the site of a 19th century mill and antique remains can still be seen at the top. Further down the falls you can find the old grist wheel, once used for grinding grain and corn, laying on its side. A well-groomed trail is a great stroll to the bottom of the falls where you and your pup will find a beautiful swimming hole. You and your pooch can always find places to sit in the falls and let the water cascade over you during the warmer months.


    Westhampton

    1212
    Dog ParksDog Parks
    1 park

    Population DensityPopulation Density
    1,569 per sq. mi.

    Westhampton

    1212

    Fifteen miles from Chesterfield, is the small community of Westhampton. Located here is Springfield/Northampton KOA Campground, formerly called Windy Acres Family Campground, that has wooded and open grassy campsites with water and electricity. Your leashed pup will enjoy exploring the wide-open spaces and woods found within the campground. The fishing pond is a sniff-tastic exploration as the two of you wander the beach or wade in to enjoy the cool clear water. Plenty of picnic facilities are available to enjoy outdoor dining; check out the farmers market just around the corner. Your pup will enjoy some off-leash time in the Kamp K9 Off-Leash Dog Park.


    North Farms/ Leeds

    00
    Dog ParksDog Parks
    1 park

    Population DensityPopulation Density
    3,717 per sq. mi.

    North Farms/ Leeds

    00

    Just under 25 minutes away in Northampton, Look Memorial Park is waiting for your pup. This 150-acre park is a great place to explore. The park has an array of shelters that can be reserved for group activities, and plenty of single picnic sites with grills and tables that can also be reserved. You and your pup will love the 1.2-mile walking path through covered bridges and along Willow Lake as you enjoy the scenic beauty of the park. Enjoy a rest on one of the benches along the way or check out the pedal boats at the lake. A steamer train, water spray park and a zoo will delight every member of your family.


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