Dog walking in Winchester

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Best dog walkers in Winchester

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1 mi30 mi
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Best dog walkers in Winchester

Book on demand and scheduled walks with local dog walkers

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Patrice M avatar

1. Patrice M

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Pepperell, MA, 01463

from$15

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5 (177)

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from$15

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Pepperell, MA, 01463

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Alina S avatar

2. Alina S

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Holyoke, MA, 01040

from$16

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5 (35)

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from$16

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Holyoke, MA, 01040

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Alexa R avatar

3. Alexa R

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Amherst, NH, 03031

from$18

Five stars

5 (120)

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from$18

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Amherst, NH, 03031

Promoted Caregiver
Andrew S avatar

4. Andrew S

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Springfield, MA, 01128

from$15

Five stars

5 (5)

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from$15

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Springfield, MA, 01128

Julia I avatar

5. Julia I

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Amherst, MA, 01002

from$16

Five stars

4.9 (24)

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from$16

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Amherst, MA, 01002

Olivia P avatar

6. Olivia P

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Hubbardston, MA, 01452

from$15

Five stars

4.8 (58)

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from$15

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Hubbardston, MA, 01452

Robert R avatar

7. Robert R

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Fitchburg, MA, 01420

from$15

Five stars

5 (67)

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from$15

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Fitchburg, MA, 01420

Anne D avatar

8. Anne D

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West Hatfield, MA, 01088

from$15

Five stars

5 (119)

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from$15

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West Hatfield, MA, 01088

Anna K avatar

9. Anna K

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Acworth, NH, 03601

from$33

Five stars

5 (0)

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from$33

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Acworth, NH, 03601

Cora K avatar

10. Cora K

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Milford, NH, 03055

from$15

Five stars

5 (1)

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from$15

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Milford, NH, 03055

Olivia B avatar

11. Olivia B

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South Hadley, MA, 01075

from$15

Five stars

5 (36)

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from$15

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South Hadley, MA, 01075

Samantha S avatar

12. Samantha S

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Bedford, NH, 03110

from$18

Five stars

5 (151)

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from$18

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Bedford, NH, 03110

Brooke W avatar

13. Brooke W

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West Boylston, MA, 01583

from$15

Five stars

5 (11)

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from$15

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West Boylston, MA, 01583

John T avatar

14. John T

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Worcester, MA, 01606

from$15

Five stars

5 (403)

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from$15

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Worcester, MA, 01606

Stephen B avatar

15. Stephen B

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Clinton, MA, 01510

from$15

Five stars

5 (58)

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from$15

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Clinton, MA, 01510

jillian M avatar

16. jillian M

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Worcester, MA, 01606

from$15

Five stars

5 (749)

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from$15

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Worcester, MA, 01606

Naudia S avatar

17. Naudia S

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Springfield, MA, 01119

from$15

Five stars

4.9 (62)

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from$15

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Springfield, MA, 01119

Kaitlen B avatar

18. Kaitlen B

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Springfield, MA, 01104

from$15

Five stars

5 (506)

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from$15

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Springfield, MA, 01104

Skylar G avatar

19. Skylar G

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Marlborough, MA, 01752

from$16

Five stars

4.9 (107)

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from$16

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Marlborough, MA, 01752

James M avatar

20. James M

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Worcester, MA, 01604

from$18

Five stars

5 (119)

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from$18

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Worcester, MA, 01604

Katrina  P avatar

21. Katrina P

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Nashua, NH, 03064

from$16

Five stars

4.8 (65)

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from$16

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Nashua, NH, 03064

Dustin T avatar

22. Dustin T

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Westford, MA, 01886

from$19

Five stars

5 (39)

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from$19

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Westford, MA, 01886

Rebecca G avatar

23. Rebecca G

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Nashua, NH, 03060

from$18

Five stars

5 (14)

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from$18

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Nashua, NH, 03060

Andrew E avatar

24. Andrew E

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Worcester, MA, 01604

from$17

Five stars

5 (37)

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from$17

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Worcester, MA, 01604

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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

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Pisgah State Park

If you’re 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’d like to go on a longer hike along some of the park’s most scenic ridgelines, try the Pisgah Ridge Trail. Bring doggy bags and water for you and your pup, and enjoy exploring this stunning park.

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Airport Street

If you’re 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’s separated into three sections: one for large dogs, one for small dogs, and one that’s 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’s no running water in the park, so it’s a good idea to bring some with you. Your pup will love playing in this park! 

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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!

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River Town/South Mountain

If you’re 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 — 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.

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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’re playing, a doggy water fountain is available. If you’re hungry after the park, head to Greenfield Coffee. This local café welcomes dogs at their outdoor tables, and they serve a wide variety of sandwiches, freshly-baked pastries, and full-leaf teas.

Frequently asked questions

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