Best dog walkers in Highland Park

One of the most dog friendly neighborhoods in Boston. Instantly book and meet an exceptional dog walker in Highland Park today.

  • Thoroughly-vetted

    Each walker with Wag! has been through a comprehensive screening, including a background check and competency quiz.

  • Fully insured dog walkers

    Services booked on the Wag! platform may be protected with up to $1M property damage protection.

  • Wag! Guaranteed

    400K+ Pet Caregivers with Wag! have a trusted record of experience with over 12 million pet care services, including Sitting, Walking, Boarding & Training, across 5,300+ cities in all 50 U.S. states.

Top dog walkers in Highland Park

Promoted Caregiver
Kayla T avatar

1. Kayla T

Wag! Expert icon
Location icon

Boston, MA, 02125

Five stars

4.9 (66)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Boston, MA, 02125

View profile
Promoted Caregiver
Lauren  C avatar

2. Lauren C

Wag! Expert icon
Location icon

Brookline, MA, 02446

Five stars

4.8 (48)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Brookline, MA, 02446

View profile
Promoted Caregiver
Collin M avatar

3. Collin M

Wag! Expert icon
Location icon

Dorchester, MA, 02124

Five stars

4.9 (1833)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Dorchester, MA, 02124

View profile
Promoted Caregiver
Ashlie T avatar

4. Ashlie T

Wag! Expert icon
Location icon

South Boston, MA, 02127

Five stars

5 (38)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

South Boston, MA, 02127

View profile
Promoted Caregiver
Ethan M avatar

5. Ethan M

Wag! Expert icon
Location icon

Boston, MA, 02210

Five stars

4.8 (76)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Boston, MA, 02210

View profile
Promoted Caregiver
Meghan F avatar

6. Meghan F

Wag! Expert icon
Location icon

Boston, MA, 02113

Five stars

4.6 (30)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Boston, MA, 02113

View profile
Promoted Caregiver
James W avatar

7. James W

Wag! Expert icon
Location icon

Cambridge, MA, 02139

Five stars

4.9 (2633)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Cambridge, MA, 02139

View profile
Promoted Caregiver
Rae L avatar

8. Rae L

Wag! Expert icon
Location icon

Dorchester, MA, 02124

Five stars

5 (3)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Dorchester, MA, 02124

View profile
Promoted Caregiver
Caitlin M avatar

9. Caitlin M

Wag! Expert icon
Location icon

Boston, MA, 02109

Five stars

5 (118)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Boston, MA, 02109

View profile
Promoted Caregiver
Sofia B avatar

10. Sofia B

Wag! Expert icon
Location icon

Chestnut Hill, MA, 02467

Five stars

4.8 (33)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chestnut Hill, MA, 02467

View profile
Promoted Caregiver
Jandira F avatar

11. Jandira F

Wag! Expert icon
Location icon

Watertown, MA, 02472

Five stars

5 (8)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Watertown, MA, 02472

View profile
Promoted Caregiver
Robert  P avatar

12. Robert P

Wag! Expert icon
Location icon

Hyde Park, MA, 02136

Five stars

5 (32)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Hyde Park, MA, 02136

View profile
Promoted Caregiver
Allison M avatar

13. Allison M

Wag! Expert icon
Location icon

Medford, MA, 02155

Five stars

5 (61)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Medford, MA, 02155

View profile
Promoted Caregiver
Brian W avatar

14. Brian W

Wag! Expert icon
Location icon

Quincy, MA, 02170

Five stars

4.9 (459)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Quincy, MA, 02170

View profile
Promoted Caregiver
Joseph B avatar

15. Joseph B

Wag! Expert icon
Location icon

Braintree, MA, 02184

Five stars

4.9 (260)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Braintree, MA, 02184

View profile
Madison B avatar

1. Madison B

Wag! Expert icon
Location icon

Boston, MA, 02120

Five stars

4.7 (31)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Boston, MA, 02120

View profile
Hannah A avatar

2. Hannah A

Wag! Expert icon
Location icon

Boston, MA, 02115

Five stars

4.9 (125)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Boston, MA, 02115

View profile
Faith J avatar

3. Faith J

Wag! Expert icon
Location icon

Boston, MA, 02116

Five stars

4.9 (39)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Boston, MA, 02116

View profile
Anna M avatar

4. Anna M

Wag! Expert icon
Location icon

Boston, MA, 02120

Five stars

5 (13)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Boston, MA, 02120

View profile
Preetha V avatar

5. Preetha V

Wag! Expert icon
Location icon

Jamaica Plain, MA, 02130

Five stars

5 (8)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Jamaica Plain, MA, 02130

View profile
Kayla M avatar

6. Kayla M

Wag! Expert icon
Location icon

Boston, MA, 02120

Five stars

5 (74)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Boston, MA, 02120

View profile
Kaiyona S avatar

7. Kaiyona S

Wag! Expert icon
Location icon

Dorchester, MA, 02121

Five stars

4.8 (51)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Dorchester, MA, 02121

View profile
Alexandros H avatar

8. Alexandros H

Wag! Expert icon
Location icon

Boston, MA, 02120

Five stars

4.9 (66)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Boston, MA, 02120

View profile
Lea P avatar

9. Lea P

Wag! Expert icon
Location icon

Roxbury, MA, 02120

Five stars

4.9 (71)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Roxbury, MA, 02120

View profile
rachel N avatar

10. rachel N

Wag! Expert icon
Location icon

Jamaica Plain, MA, 02130

Five stars

5 (19)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Jamaica Plain, MA, 02130

View profile
Thomas F avatar

11. Thomas F

Wag! Expert icon
Location icon

Roxbury, MA, 02120

Five stars

4.9 (88)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Roxbury, MA, 02120

View profile
Koki T avatar

12. Koki T

Wag! Expert icon
Location icon

Roxbury, MA, 02119

Five stars

4.9 (94)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Roxbury, MA, 02119

View profile
Shana H avatar

13. Shana H

Wag! Expert icon
Location icon

Boston, MA, 02118

Five stars

5 (13)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Boston, MA, 02118

View profile
Annabel B avatar

14. Annabel B

Wag! Expert icon
Location icon

Boston, MA, 02115

Five stars

4.8 (38)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Boston, MA, 02115

View profile
Elizabeth D avatar

15. Elizabeth D

Wag! Expert icon
Location icon

Boston, MA, 02115

Five stars

5 (27)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Boston, MA, 02115

View profile
Samantha  E avatar

16. Samantha E

Wag! Expert icon
Location icon

Boston, MA, 02115

Five stars

4.8 (7)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Boston, MA, 02115

View profile
Lily W avatar

17. Lily W

Wag! Expert icon
Location icon

Boston, MA, 02215

Five stars

5 (9)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Boston, MA, 02215

View profile
Olivia D avatar

18. Olivia D

Wag! Expert icon
Location icon

Boston, MA, 02215

Five stars

4.9 (305)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Boston, MA, 02215

View profile
Alexandra T avatar

19. Alexandra T

Wag! Expert icon
Location icon

Jamaica Plain, MA, 02130

Five stars

4.9 (169)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Jamaica Plain, MA, 02130

View profile
Cameron M avatar

20. Cameron M

Wag! Expert icon
Location icon

Boston, MA, 02115

Five stars

5 (83)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Boston, MA, 02115

View profile
See the full listSee the full list

Wag! Walkers know Highland Park

Highland Park is a community located south of Boston’s central business district, about a 15-minute commute from the downtown area. The community is home to Roxbury College and there are several local shops, eateries, and services in the area that can be reached on foot. 


When strolling the neighborhood with your dog, Boston's climate can throw a lot of variable weather at you, so be prepared with the right outerwear. Although summers are mostly warm with some cool breezes off the ocean, occasional humid weather occurs which may require you to choose to walk at different times of the day. Rainy days are frequent in this coastal location and rain gear will be a must to stay dry. Winters are cold and snowy and you will want to bundle up to stay warm. Thunderstorms are also frequent occurrences in warmer months and can pose a hazard to pets. Take shelter when storms are imminent.

What is the terrain like in Highland Park?

Highland Park is bordered by Columbus Avenue on the west, Malcolm X Boulevard on the north, Washington Street on the east, and Richie Street on the south. The region is mostly residential with a few commercial businesses located within its boundaries. 


 Residences in the area consist of multi-story townhouses, duplexes, and low rise apartment buildings as well as detached homes. Many houses in the area exhibit historic architecture and have unique and interesting features. Streets are narrow and heavily treed with closely set buildings and properties. This makes for shady streetscapes. Sidewalks are prevalent in the area so you and your dog don't have to share the road with traffic. 


Highland Park is situated on elevated ground above the surrounding neighborhoods and there are some hills in the community, although inclines are not usually steep. A college, local school grounds, and many small parks in the area provide local green spaces.

How many greenways are there in Highland Park?

Several community parks and recreation areas create attractive greenways within easy walking distance of Highland Park residents. The Southwest Corridor Park provides over 50 acres and stretches for 4.7 miles. This greenway has an excellent hiking trail for you and your hound to take a long trek. Highland Park has open lawns surrounded by trees and an observation tower. Walking paths are also present for strolls with your pet. 

Roxbury Heritage State Park has interesting historic buildings and the Jeep Jones Park is heavily treed with sports facilities and a great paved walking path. The Marcella Playground has a ball diamond and sports facilities with a paved walking path along the border and some large shade trees. 

Several other smaller community greenways and parks mean that you are never far from a greenway when strolling the area with your pet. Remember to keep your dog leashed and be prepared to clean up after your pet.

Frequently Asked Questions

How much does a dog walk cost in Highland Park, Boston?

plus-wag-green-icon

How do I find and choose a dog walker in Highland Park, Boston?

plus-wag-green-icon

How long does a dog walk last in Highland Park, Boston?

plus-wag-green-icon

How to book a dog walk in Highland Park, Boston?

plus-wag-green-icon

Is hiring a dog walker in Highland Park, Boston safe?

plus-wag-green-icon

How to hire a dog walker in Highland Park, Boston?

plus-wag-green-icon

How much do dog walkers charge in Highland Park, Boston?

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.