Best dog walkers in Highland Park

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Top dog walkers in Highland Park

Promoted Caregiver
Michaela M avatar

1. Michaela M

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Boston, MA, 02127

Five stars

5 (175)

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Boston, MA, 02127

Promoted Caregiver
Teara B avatar

2. Teara B

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Dorchester, MA, 02132

Five stars

4.9 (966)

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Dorchester, MA, 02132

Promoted Caregiver
Julia M avatar

3. Julia M

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South Boston, MA, 02127

Five stars

5 (177)

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South Boston, MA, 02127

Promoted Caregiver
Jingxin Z avatar

4. Jingxin Z

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Allston, MA, 02134

Five stars

5 (55)

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Allston, MA, 02134

Promoted Caregiver
Adrienne M avatar

5. Adrienne M

Wag! Expert icon
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Newton, MA, 02458

Five stars

5 (59)

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Newton, MA, 02458

Promoted Caregiver
Skylar W avatar

6. Skylar W

Wag! Expert icon
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East Boston, MA, 02128

Five stars

5 (507)

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East Boston, MA, 02128

Promoted Caregiver
Ryan M avatar

7. Ryan M

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Dedham, MA, 02026

Five stars

4.8 (18)

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Dedham, MA, 02026

Promoted Caregiver
Susan B avatar

8. Susan B

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Everett, MA, 02149

Five stars

5 (118)

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Everett, MA, 02149

Promoted Caregiver
Caroline W avatar

9. Caroline W

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Medford, MA, 02155

Five stars

5 (115)

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Medford, MA, 02155

Promoted Caregiver
Casey M avatar

10. Casey M

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Medford, MA, 02155

Five stars

5 (140)

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Medford, MA, 02155

Promoted Caregiver
Tanya M avatar

11. Tanya M

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Needham, MA, 02494

Five stars

5 (14)

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Needham, MA, 02494

Promoted Caregiver
Gabrielle  D avatar

12. Gabrielle D

Wag! Expert icon
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Dedham, MA, 02026

Five stars

5 (258)

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Dedham, MA, 02026

Promoted Caregiver
Karolina D avatar

13. Karolina D

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Saugus, MA, 01906

Five stars

5 (184)

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Saugus, MA, 01906

Promoted Caregiver
Harlan B avatar

14. Harlan B

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Wellesley, MA, 02481

Five stars

4.8 (30)

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Wellesley, MA, 02481

Boaz S avatar

1. Boaz S

Wag! Expert icon
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Brookline, MA, 02446

Five stars

5 (106)

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Brookline, MA, 02446

Anna B avatar

2. Anna B

Wag! Expert icon
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Boston, MA, 02115

Five stars

5 (96)

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Boston, MA, 02115

Zoe K avatar

3. Zoe K

Wag! Expert icon
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Jamaica Plain, MA, 02130

Five stars

5 (43)

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Jamaica Plain, MA, 02130

Shoshana F avatar

4. Shoshana F

Wag! Expert icon
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Boston, MA, 02215

Five stars

5 (89)

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Boston, MA, 02215

Jovahn D avatar

5. Jovahn D

Wag! Expert icon
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Dorchester, MA, 02121

Five stars

5 (66)

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Dorchester, MA, 02121

Michael  G avatar

6. Michael G

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Dorchester, MA, 02125

Five stars

5 (59)

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Dorchester, MA, 02125

Karla B avatar

7. Karla B

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Roxbury, MA, 02119

Five stars

5 (31)

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Roxbury, MA, 02119

Julia M avatar

8. Julia M

Wag! Expert icon
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Brookline, MA, 02446

Five stars

5 (657)

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Brookline, MA, 02446

Ross V avatar

9. Ross V

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Roxbury, MA, 02120

Five stars

5 (10)

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Roxbury, MA, 02120

Ava A avatar

10. Ava A

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Roxbury Crossing, MA, 02120

Five stars

5 (32)

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Roxbury Crossing, MA, 02120

Erin C avatar

11. Erin C

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Portland, ME, 04102

Five stars

5 (52)

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Portland, ME, 04102

Katherine M avatar

12. Katherine M

Wag! Expert icon
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South Boston, MA, 02127

Five stars

5 (22)

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South Boston, MA, 02127

Maria F avatar

13. Maria F

Wag! Expert icon
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Boston, MA, 02115

Five stars

5 (87)

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Boston, MA, 02115

Anna P avatar

14. Anna P

Wag! Expert icon
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Jamaica Plain, MA, 02130

Five stars

5 (120)

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Jamaica Plain, MA, 02130

Kayla H avatar

15. Kayla H

Wag! Expert icon
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Roxbury Crossing, MA, 02120

Five stars

4.8 (23)

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Roxbury Crossing, MA, 02120

Jonathan J avatar

16. Jonathan J

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Roxbury, MA, 02120

Five stars

5 (0)

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Roxbury, MA, 02120

Vincent B avatar

17. Vincent B

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Roxbury, MA, 02120

Five stars

5 (41)

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Roxbury, MA, 02120

Kayley W avatar

18. Kayley W

Wag! Expert icon
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Boston, MA, 02115

Five stars

5 (12)

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Boston, MA, 02115

Mariah C avatar

19. Mariah C

Wag! Expert icon
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Roxbury, MA, 02119

Five stars

4.9 (131)

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Roxbury, MA, 02119

Madeline B avatar

20. Madeline B

Wag! Expert icon
Location icon

Boston, MA, 02120

Five stars

5 (43)

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Boston, MA, 02120

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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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