Best dog walkers in Highland Park

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Top dog walkers in Highland Park

Promoted Caregiver
Kayla T avatar

1. Kayla T

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Location icon

Boston, MA, 02125

Five stars

4.9 (66)

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Boston, MA, 02125

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Lauren  C avatar

2. Lauren C

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Location icon

Brookline, MA, 02446

Five stars

4.8 (48)

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Brookline, MA, 02446

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Collin M avatar

3. Collin M

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Location icon

Dorchester, MA, 02124

Five stars

4.9 (1833)

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Dorchester, MA, 02124

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Ashlie T avatar

4. Ashlie T

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Location icon

South Boston, MA, 02127

Five stars

5 (38)

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South Boston, MA, 02127

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Ethan M avatar

5. Ethan M

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Location icon

Boston, MA, 02210

Five stars

4.8 (76)

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Boston, MA, 02210

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Meghan F avatar

6. Meghan F

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Location icon

Boston, MA, 02113

Five stars

4.6 (30)

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Boston, MA, 02113

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James W avatar

7. James W

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Location icon

Cambridge, MA, 02139

Five stars

4.9 (2633)

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Cambridge, MA, 02139

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Rae L avatar

8. Rae L

Wag! Expert icon
Location icon

Dorchester, MA, 02124

Five stars

5 (3)

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Drop-In

Sitting

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Dorchester, MA, 02124

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Promoted Caregiver
Caitlin M avatar

9. Caitlin M

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Location icon

Boston, MA, 02109

Five stars

5 (118)

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Boston, MA, 02109

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Sofia B avatar

10. Sofia B

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Location icon

Chestnut Hill, MA, 02467

Five stars

4.8 (33)

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Chestnut Hill, MA, 02467

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Promoted Caregiver
Jandira F avatar

11. Jandira F

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Watertown, MA, 02472

Five stars

5 (8)

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Watertown, MA, 02472

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Robert  P avatar

12. Robert P

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Location icon

Hyde Park, MA, 02136

Five stars

5 (32)

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Hyde Park, MA, 02136

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Allison M avatar

13. Allison M

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Location icon

Medford, MA, 02155

Five stars

5 (61)

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Medford, MA, 02155

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Brian W avatar

14. Brian W

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Location icon

Quincy, MA, 02170

Five stars

4.9 (459)

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Quincy, MA, 02170

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Promoted Caregiver
Joseph B avatar

15. Joseph B

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Location icon

Braintree, MA, 02184

Five stars

4.9 (260)

Walk

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Braintree, MA, 02184

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Madison B avatar

1. Madison B

Wag! Expert icon
Location icon

Boston, MA, 02120

Five stars

4.7 (31)

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Drop-In

Sitting

Boarding

Location icon

Boston, MA, 02120

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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

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Faith J avatar

3. Faith J

Wag! Expert icon
Location icon

Boston, MA, 02116

Five stars

4.9 (39)

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Drop-In

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Boarding

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Boston, MA, 02116

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Anna M avatar

4. Anna M

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Location icon

Boston, MA, 02120

Five stars

5 (13)

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Drop-In

Sitting

Boarding

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Boston, MA, 02120

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Preetha V avatar

5. Preetha V

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Location icon

Jamaica Plain, MA, 02130

Five stars

5 (8)

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Sitting

Boarding

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Jamaica Plain, MA, 02130

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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

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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

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Alexandros H avatar

8. Alexandros H

Wag! Expert icon
Location icon

Boston, MA, 02120

Five stars

4.9 (66)

Walk

Drop-In

Sitting

Boarding

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Boston, MA, 02120

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Lea P avatar

9. Lea P

Wag! Expert icon
Location icon

Roxbury, MA, 02120

Five stars

4.9 (71)

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Drop-In

Sitting

Boarding

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Roxbury, MA, 02120

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rachel N avatar

10. rachel N

Wag! Expert icon
Location icon

Jamaica Plain, MA, 02130

Five stars

5 (19)

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Drop-In

Sitting

Boarding

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Jamaica Plain, MA, 02130

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Thomas F avatar

11. Thomas F

Wag! Expert icon
Location icon

Roxbury, MA, 02120

Five stars

4.9 (88)

Walk

Drop-In

Sitting

Boarding

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Roxbury, MA, 02120

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Koki T avatar

12. Koki T

Wag! Expert icon
Location icon

Roxbury, MA, 02119

Five stars

4.9 (94)

Walk

Drop-In

Sitting

Boarding

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Roxbury, MA, 02119

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Shana H avatar

13. Shana H

Wag! Expert icon
Location icon

Boston, MA, 02118

Five stars

5 (13)

Walk

Drop-In

Sitting

Boarding

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Boston, MA, 02118

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Annabel B avatar

14. Annabel B

Wag! Expert icon
Location icon

Boston, MA, 02115

Five stars

4.8 (38)

Walk

Drop-In

Sitting

Boarding

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Boston, MA, 02115

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Elizabeth D avatar

15. Elizabeth D

Wag! Expert icon
Location icon

Boston, MA, 02115

Five stars

5 (27)

Walk

Drop-In

Sitting

Boarding

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Boston, MA, 02115

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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

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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

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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

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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

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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

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Wag! Walkers know Highland Park

Highland Park is a community located south of Boston鈥檚 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.聽


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.聽


聽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.聽


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.聽Walking paths are also present for strolls with your pet.聽

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.聽

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

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