Best dog walkers in Highland Park

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Top dog walkers in Highland Park

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Kayla T avatar

1. Kayla T

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Boston, MA, 02125

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4.9 (79)

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Boston, MA, 02125

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Mariah C avatar

2. Mariah C

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Roxbury, MA, 02119

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4.8 (119)

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Roxbury, MA, 02119

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Anna B avatar

3. Anna B

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Boston, MA, 02115

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4.8 (26)

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Boston, MA, 02115

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Maria F avatar

4. Maria F

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Boston, MA, 02115

Five stars

5 (81)

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Boston, MA, 02115

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Rae L avatar

5. Rae L

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Dorchester, MA, 02124

Five stars

5 (6)

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Dorchester, MA, 02124

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CHRISTIAN P avatar

6. CHRISTIAN P

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Boston, MA, 02128

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4.8 (446)

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Boston, MA, 02128

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Katherine P avatar

7. Katherine P

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Winchester, MA, 01890

Five stars

4.9 (18)

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Winchester, MA, 01890

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Joseph B avatar

8. Joseph B

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Braintree, MA, 02184

Five stars

4.9 (536)

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Braintree, MA, 02184

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Thomas F avatar

1. Thomas F

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Roxbury, MA, 02120

Five stars

4.9 (94)

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Roxbury, MA, 02120

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Tobias T avatar

2. Tobias T

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Boston, MA, 02115

Five stars

4.8 (33)

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Boston, MA, 02115

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Emma C avatar

3. Emma C

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Boston, MA, 02199

Five stars

5 (21)

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Boston, MA, 02199

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Lauren W avatar

4. Lauren W

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Boston, MA, 02115

Five stars

5 (103)

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Boston, MA, 02115

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Olivia M avatar

5. Olivia M

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South Boston, MA, 02127

Five stars

4.9 (122)

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South Boston, MA, 02127

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Michaela M avatar

6. Michaela M

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Boston, MA, 02127

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4.9 (132)

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Boston, MA, 02127

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Hanna-Maria O avatar

7. Hanna-Maria O

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Boston, MA, 02120

Five stars

5 (18)

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Boston, MA, 02120

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Anna M avatar

8. Anna M

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Boston, MA, 02120

Five stars

5 (20)

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Boston, MA, 02120

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Abigail G avatar

9. Abigail G

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Roxbury, MA, 02120

Five stars

5 (0)

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Roxbury, MA, 02120

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Sarah S avatar

10. Sarah S

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Evanston, IL, 60201

Five stars

4.8 (58)

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Evanston, IL, 60201

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Allison S avatar

11. Allison S

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Jamaica Plain, MA, 02130

Five stars

5 (18)

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Jamaica Plain, MA, 02130

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Kayla H avatar

12. Kayla H

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Roxbury, MA, 02120

Five stars

5 (7)

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Roxbury, MA, 02120

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Kayla M avatar

13. Kayla M

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Boston, MA, 02120

Five stars

5 (75)

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Boston, MA, 02120

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Jasmin P avatar

14. Jasmin P

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Boston, MA, 02115

Five stars

4.7 (49)

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Boston, MA, 02115

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Amaia H avatar

15. Amaia H

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Salt Lake City, UT, 84108

Five stars

5 (22)

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Salt Lake City, UT, 84108

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Alexandros H avatar

16. Alexandros H

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Boston, MA, 02120

Five stars

4.9 (75)

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Boston, MA, 02120

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rachel N avatar

17. rachel N

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Jamaica Plain, MA, 02130

Five stars

5 (24)

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Jamaica Plain, MA, 02130

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Lucy P avatar

18. Lucy P

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Boston, MA, 02115

Five stars

5 (48)

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Boston, MA, 02115

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Kayley W avatar

19. Kayley W

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Boston, MA, 02115

Five stars

5 (11)

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Boston, MA, 02115

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Ronan R avatar

20. Ronan R

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Boston, MA, 02115

Five stars

4.4 (15)

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Boston, MA, 02115

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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

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