Dog walking in West Chesterfield

Book on-demand and scheduled walks with local dog walkers - choose between a 20-minute, 30-minute, or 60-minute walk for your pup
Need a walk ASAP? Let Wag! match you with a top-rated dog walker near you.

Best dog walkers in West Chesterfield

Book on demand and scheduled walks with local dog walkers

Recommended
Dog Walking

On-demand, scheduled, and recurring walks

Type to search cities...

$10

$90

1 mi30 mi
Pet Experience
Training Experience
Health Wellness

Best dog walkers in West Chesterfield

Book on demand and scheduled walks with local dog walkers

Recommended

1. Alina S

Holyoke, MA, 01040

from$16

Five stars

5 (36)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Holyoke, MA, 01040

2. Aileen M

South Windsor, CT, 06074

from$18

Five stars

5 (131)

Walk ·

Drop-In ·

Sitting ·

Boarding ·

In-Home Training ·

Digital Training

from$18

South Windsor, CT, 06074

3. Jenna B

Amherst, MA, 01003

from$15

Five stars

5 (23)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Amherst, MA, 01003

4. Julia I

Amherst, MA, 01002

from$16

Five stars

5 (25)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Amherst, MA, 01002

5. Steven F

Lee, MA, 01238

from$41

Five stars

5 (141)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$41

Lee, MA, 01238

6. Ashley S

Westfield, MA, 01085

from$16

Five stars

5 (582)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Westfield, MA, 01085

7. Danae H

Springfield, MA, 01129

from$15

Five stars

5 (53)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Springfield, MA, 01129

8. Anna C

Springfield, MA, 01108

from$16

Five stars

5 (5)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Springfield, MA, 01108

9. Ainsley Y

Longmeadow, MA, 01106

from$18

Five stars

5 (26)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$18

Longmeadow, MA, 01106

10. Brigitte F

Windsor, CT, 06095

from$13

Five stars

5 (20)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$13

Windsor, CT, 06095

11. Isabel C

Rockville, CT, 06066

from$16

Five stars

5 (14)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Rockville, CT, 06066

12. Alexandra B

South Windsor, CT, 06074

from$16

Five stars

5 (86)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

South Windsor, CT, 06074

13. Hannah Y

West Hartford, CT, 06119

from$15

Five stars

4.9 (29)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

West Hartford, CT, 06119

14. Emmanuel J

Manchester, CT, 06042

from$16

Five stars

5 (119)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Manchester, CT, 06042

15. Emily C

Manchester, CT, 06042

from$18

Five stars

5 (58)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$18

Manchester, CT, 06042

16. Madeline S

Hartford, CT, 06106

from$15

Five stars

5 (4)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Hartford, CT, 06106

17. Dawne J

West Hartford, CT, 06107

from$16

Five stars

5 (462)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

West Hartford, CT, 06107

18. Marissa B

Manchester, CT, 06042

from$16

Five stars

5 (427)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Manchester, CT, 06042

19. Nicole O

Rensselaer, NY, 12144

from$18

Five stars

5 (209)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$18

Rensselaer, NY, 12144

20. Kayana C

West Hartford, CT, 06110

from$18

Five stars

5 (20)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$18

West Hartford, CT, 06110

21. Abbey M

Rensselaer, NY, 12144

from$16

Five stars

5 (114)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Rensselaer, NY, 12144

22. Elena G

Manchester, CT, 06040

from$16

Five stars

5 (545)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Manchester, CT, 06040

1

2

3

4

5

How to book dog walkers near me

  • Get matched

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

  • Follow along

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

  • 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.

Why book a dog walker in West Chesterfield?

With GPS tracking, in-app chat, and photos of your dog's walk, the Wag! app is the perfect way to book a dog walk for your pup. West Chesterfield, MA dog walkers know your neighborhood and are experienced in keeping your dog safe while they sniff around the block. Whether your pup needs a quick 30-minute walk or a longer 1-hour adventure, dog walkers in West Chesterfield, MA are ready help. Booking through the Wag! app is easy — simply set up your dog's profile and browse local Caregivers in minutes.

The best dog friendly neighborhoods in West Chesterfield

48

West Chesterfield

The small community of West Chesterfield is in a rural area along the Westfield River's East Branch. Here, you and your pup can walk along country roads that follow the water. About one mile south of this neighborhood, you'll find a pawsome place to explore with Fido. Visit the Chesterfield Gorge and hike the trail that goes along the top of the cliffs. Enjoy stunning views of the gorge below while you watch for bobcats, bears, and turkeys in the forest around you. Dogs are welcome to join you in this facility provided you keep them on a leash and pick up their waste.

36

Goshen

Goshen is about seven miles northeast of West Chesterfield. This remote community is conveniently located by the Highland Lakes Resevoirs and the Daughters of the American Revolution State Forest. The expansive facility boasts over 2,000 acres of land, multiple campsites, and 15 miles of trails. To plan an outdoor adventure with your special pal, select from paths that vary in length and difficulty . Make sure to stay on the designated trail, bring your own water, and keep your pup on a leash while in the facility. If you want to bring your pup camping, bring along a current rabies certificate to show at check-in.

24

Middlefield

Located about 16 miles southwest of West Chesterfield, the small community of Middlefield is located near a few furiffic natural areas. Head four miles east of the neighborhood to Glendale Falls. Enjoy a moderately difficult hike through the forest and past this spectacular waterfall run. There's a quarter-mile trail down to the falls. From there, you can connect to a short road and follow Glendale Brook through the woods to a natural wetland. You may bring your furry friend with you on a leash when you want to explore this area. Remember to bring along your own water and pick up after your pooch.

12

Worthington

Worthington is another small community in west central Massachusetts. Located five miles to the east of West Chesterfield, this rural neighborhood is close to a pawtastic campground. When you want to plan a weekend getaway with your furry friend, make a reservation at Hidden Hills Escape Family Campground. Your special pal is welcome to join you at one of the RV or tent sites in this facility. Dogs must be kept on a leash at all times while in the campsite. Remember to bring a current copy of your pooch's rabies certificate when you check in. Owners are responsible to clean up after their animals.

0

Williamsburg

About nine miles east of West Chesterfield, you and Fido will find a wonderful community known for its several woodland trails. Head over to Williamsburg and go exploring with your furry friend in the Williamsburg Center Historic District. Here, you can hike Petticoat Hill/Locke's Loop. This strenuous climb will take you and your special pal up more than 1,000 feet. You'll wander through forests and past stone walls and other remains of old farmsteads. Dogs are welcome to join you here as long as they're restrained on a leash. Make sure to bring along water and waste bags to clean up after your pup.

Frequently asked questions

How much does a dog walk cost in West Chesterfield, MA?

How do I find and choose a dog walker in West Chesterfield, MA?

How long does a dog walk last in West Chesterfield, MA?

How to book a dog walk in West Chesterfield, MA?

Learn more in the Wag! app

Five starsFive starsFive starsFive starsFive stars

43k+ reviews

Install


© 2025 Wag Labs, Inc. All rights reserved.


© 2025 Wag Labs, Inc. All rights reserved.