Best dog walkers in Winchester

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 Winchester

Book on demand and scheduled walks with local dog walkers

Recommended
Promoted Caregiver
Kimberly B avatar

1. Kimberly B

Wag! Expert icon
Location icon

Hudson, MA, 01749

from$18

Five stars

4.8 (55)

Walk

Drop-In

Sitting

Boarding

In-Home Training

Digital Training

from$18

Location icon

Hudson, MA, 01749

View profile
Promoted Caregiver
Dustin T avatar

2. Dustin T

Wag! Expert icon
Location icon

Westford, MA, 01886

from$19

Five stars

5 (16)

Walk

Drop-In

Sitting

Boarding

from$19

Location icon

Westford, MA, 01886

View profile
Sydney  M avatar

3. Sydney M

Wag! Expert icon
Location icon

Sunderland, MA, 01375

from$15

Five stars

4.6 (13)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

Sunderland, MA, 01375

View profile
Robert R avatar

4. Robert R

Wag! Expert icon
Location icon

Fitchburg, MA, 01420

from$15

Five stars

4.9 (35)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

Fitchburg, MA, 01420

View profile
Molly M avatar

5. Molly M

Wag! Expert icon
Location icon

South Hadley, MA, 01075

from$15

Five stars

4.9 (55)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

South Hadley, MA, 01075

View profile
Brittney Y avatar

6. Brittney Y

Wag! Expert icon
Location icon

Lancaster, MA, 01523

from$16

Five stars

4.9 (40)

Walk

Drop-In

Sitting

Boarding

from$16

Location icon

Lancaster, MA, 01523

View profile
Sydney L avatar

7. Sydney L

Wag! Expert icon
Location icon

Worcester, MA, 01609

from$16

Five stars

4.9 (40)

Walk

Drop-In

Sitting

Boarding

from$16

Location icon

Worcester, MA, 01609

View profile
Adam S avatar

8. Adam S

Wag! Expert icon
Location icon

Chicopee, MA, 01013

from$16

Five stars

4.9 (142)

Walk

Drop-In

Sitting

Boarding

from$16

Location icon

Chicopee, MA, 01013

View profile
Jenna D avatar

9. Jenna D

Wag! Expert icon
Location icon

Springfield, MA, 01104

from$15

Five stars

4.9 (20)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

Springfield, MA, 01104

View profile
Julia S avatar

10. Julia S

Wag! Expert icon
Location icon

Springfield, MA, 01129

from$15

Five stars

5 (20)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

Springfield, MA, 01129

View profile
Kaylee F avatar

11. Kaylee F

Wag! Expert icon
Location icon

Worcester, MA, 01603

from$16

Five stars

5 (13)

Walk

Drop-In

Sitting

Boarding

from$16

Location icon

Worcester, MA, 01603

View profile
Olivia S avatar

12. Olivia S

Wag! Expert icon
Location icon

Worcester, MA, 01608

from$15

Five stars

5 (31)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

Worcester, MA, 01608

View profile
Kirby P avatar

13. Kirby P

Wag! Expert icon
Location icon

Redwood City, CA, 94062

from$18

Five stars

5 (29)

Walk

Drop-In

Sitting

Boarding

from$18

Location icon

Redwood City, CA, 94062

View profile
Mel W avatar

14. Mel W

Wag! Expert icon
Location icon

Worcester, MA, 01603

from$15

Five stars

5 (33)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

Worcester, MA, 01603

View profile
Kelsey R avatar

15. Kelsey R

Wag! Expert icon
Location icon

Litchfield, NH, 03052

from$16

Five stars

5 (6)

Walk

Drop-In

Sitting

Boarding

from$16

Location icon

Litchfield, NH, 03052

View profile
Neha S avatar

16. Neha S

Wag! Expert icon
Location icon

Shrewsbury, MA, 01545

from$15

Five stars

5 (8)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

Shrewsbury, MA, 01545

View profile
Jezavya R avatar

17. Jezavya R

Wag! Expert icon
Location icon

Springfield, MA, 01107

from$15

Five stars

5 (76)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

Springfield, MA, 01107

View profile
Jorden A avatar

18. Jorden A

Wag! Expert icon
Location icon

Nashua, NH, 03060

from$16

Five stars

5 (6)

Walk

Drop-In

Sitting

Boarding

from$16

Location icon

Nashua, NH, 03060

View profile
Meaghan B avatar

19. Meaghan B

Wag! Expert icon
Location icon

Hudson, MA, 01749

from$16

Five stars

5 (7)

Walk

Drop-In

Sitting

Boarding

from$16

Location icon

Hudson, MA, 01749

View profile
Marcia S avatar

20. Marcia S

Wag! Expert icon
Location icon

Hudson, MA, 01749

from$15

Five stars

4.9 (210)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

Hudson, MA, 01749

View profile
anthony C avatar

21. anthony C

Wag! Expert icon
Location icon

Manchester, NH, 03103

from$18

Five stars

5 (8)

Walk

Drop-In

Sitting

Boarding

from$18

Location icon

Manchester, NH, 03103

View profile
Olivia P avatar

22. Olivia P

Wag! Expert icon
Location icon

Hubbardston, MA, 01452

from$15

Five stars

4.7 (42)

Walk

Drop-In

Sitting

Boarding

from$15

Location icon

Hubbardston, MA, 01452

View profile

1

2

3

4

5

How to book dog walkers near me

  • get matched icon

    Get matched

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

  • follow along icon

    Follow along

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

  • report card icon

    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 Winchester?

Is your pup ready for a stroll around the neighborhood? Find local dog walkers in Winchester, NH who are background checked and vetted by Wag!. Easily schedule recurring walks ahead of time for days when you're in the office, or book on demand when you're out on the town and can't get home in time to walk your dog. Wag! is here to help you ensure your pup can enjoy the sniffs and sights around your Winchester, NH neighborhood, even sending you pictures during the walk and notifications when your furry family member does their business.

The best dog friendly neighborhoods in Winchester

48

48

Pisgah State Park

If you鈥檙e searching for a picturesque place to hike with your pup in Winchester, Pisgah State Park is perfect for you. This 13,300-acre park welcomes dogs on-leash, and it has tons of fun trails for you and your dog to explore. If you want to go on a short trek past numerous beautiful ponds, check out the North Ponds Trail or the Lily Pond Trail. Or, if you鈥檇 like to go on a longer hike along some of the park鈥檚 most scenic ridgelines, try the Pisgah Ridge Trail. Bring doggy bags and water for you and your pup, and enjoy exploring this stunning park.

36

36

Airport Street

If you鈥檙e looking for a furrific off-leash area for your dog, head to this Orange neighborhood and check out North Quabbin Dog Park. This dog park is located 17miles from Winchester, and it鈥檚 separated into three sections: one for large dogs, one for small dogs, and one that鈥檚 filled with agility and training equipment. The large and small dog sections both feature big fields for pups to run and play in, and the agility equipment section offers hurdles, ramps, tunnels, and more. There鈥檚 no running water in the park, so it鈥檚 a good idea to bring some with you. Your pup will love playing in this park!聽

24

24

Emerald

Located 12 miles from Winchester, Emerald is a mostly commercial area with lots of fun activities to offer pups. If you want to take your dog for an on-leash walk, check out Ashuelot River Park. This 157-acre park is home to the lovely Jonathan Daniels Trail. This trail takes you through the woods, past wetlands, and along the Ashuelot River. Bring some water and doggy bags with you, and enjoy strolling through this park. If your dog is a good boy or girl at the park, treat them to a snack at One Stop Country Pet Supply. This pet shop sells a wide variety of natural pet treats and toys your pup is sure to love!

12

12

River Town/South Mountain

If you鈥檙e looking for another pawsitively great place to hike with your dog, try the Northfield Mountain Recreation and Environment Center. This recreation area is located 13.5 miles from Winchester, and it offers 26 miles of trails to explore with your pup. These trails will take you through a forest and past wide-open fields. Water fountains are available if your pup gets thirsty 鈥 just be sure to bring their bowl. If you want to go on a scenic picnic after your hike, head down the road to the Riverview Picnic Area. This picnic area is located right on the Connecticut River, and it has tons of tables to choose from.

0

0

Prospect

Prospect is home to another fun off-leash area for your pup, Paws Park. Located 22.5 miles from Winchester, this park has separate fenced areas for large and small dogs to run and play in. It also offers lots of agility equipment for your pup, including hurdles and ramps to climb. If your dog gets thirsty while they鈥檙e playing, a doggy water fountain is available. If you鈥檙e hungry after the park, head to Greenfield Coffee. This local caf茅 welcomes dogs at their outdoor tables, and they serve a wide variety of sandwiches, freshly-baked pastries, and full-leaf teas.

Frequently asked questions

How much does a dog walk cost in Winchester, NH?

plus-wag-green-icon

How do I find and choose a dog walker in Winchester, NH?

plus-wag-green-icon

How long does a dog walk last in Winchester, NH?

plus-wag-green-icon

How to book a dog walk in Winchester, NH?

plus-wag-green-icon

We're America's most trusted dog walking service

Learn more in the Wag! app

Five starsFive starsFive starsFive starsFive stars

43k+ reviews

Install


2023 Wag Labs, Inc. All rights reserved.