Best dog walkers in Jamaica Plain

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

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Top dog walkers in Jamaica Plain

1. Sydney S

Boston, MA, 02116

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5 (91)

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Boston, MA, 02116

2. Janette W

Randolph, MA, 02368

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4.9 (1509)

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Randolph, MA, 02368

3. Lauren M

Somerville, MA, 02143

Five stars

5 (7)

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Somerville, MA, 02143

4. Allison M

Medford, MA, 02155

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5 (188)

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Medford, MA, 02155

5. Susan B

Everett, MA, 02149

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5 (150)

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Everett, MA, 02149

6. Skylar W

East Boston, MA, 02128

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5 (515)

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East Boston, MA, 02128

7. Jeffrey T

Arlington, MA, 02474

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5 (49)

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Arlington, MA, 02474

8. Joseph B

Braintree, MA, 02184

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5 (987)

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Braintree, MA, 02184

1. Colton R

Jamaica Plain, MA, 02130

Five stars

5 (21)

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Jamaica Plain, MA, 02130

2. Allison A

Jamaica Plain, MA, 02130

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5 (30)

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Jamaica Plain, MA, 02130

3. Stephanie P

Jamaica Plain, MA, 02130

Five stars

5 (33)

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Jamaica Plain, MA, 02130

4. Charlotte C

Jamaica Plain, MA, 02130

Five stars

5 (68)

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Jamaica Plain, MA, 02130

5. Sarah M

Longmeadow, MA, 01106

Five stars

5 (8)

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Longmeadow, MA, 01106

6. Kayla W

Boston, MA, 02215

Five stars

5 (8)

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Boston, MA, 02215

7. Stewart G

Brookline, MA, 02445

Five stars

5 (301)

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Brookline, MA, 02445

8. Allison S

Jamaica Plain, MA, 02130

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5 (39)

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Jamaica Plain, MA, 02130

9. Andrew C

Boston, MA, 02115

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5 (198)

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Boston, MA, 02115

10. Lara G

Jamaica Plain, MA, 02130

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5 (53)

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Jamaica Plain, MA, 02130

11. Jovahn D

Dorchester, MA, 02121

Five stars

5 (119)

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Dorchester, MA, 02121

12. Matigan T

Roxbury, MA, 02120

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5 (25)

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Roxbury, MA, 02120

13. Anya M

Boston, MA, 02115

Five stars

5 (5)

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Boston, MA, 02115

14. Ava A

Roxbury Crossing, MA, 02120

Five stars

5 (41)

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Roxbury Crossing, MA, 02120

15. Michelle W

Boston, MA, 02120

Five stars

5 (20)

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Boston, MA, 02120

16. Kayla H

Roxbury Crossing, MA, 02120

Five stars

4.9 (63)

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Roxbury Crossing, MA, 02120

17. Michaela M

Boston, MA, 02127

Five stars

5 (186)

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Boston, MA, 02127

18. Kayla D

Brookline, MA, 02446

Five stars

5 (4)

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Brookline, MA, 02446

19. Madison B

Boston, MA, 02116

Five stars

5 (47)

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Boston, MA, 02116

20. Alexis W

West Roxbury, MA, 02132

Five stars

5 (48)

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West Roxbury, MA, 02132

See the full listSee the full list
Wag! Walkers know Jamaica Plain
Jamaica Plain is a large neighborhood located in the southeast section of Boston, Massachusetts. Its surrounding neighborhoods include Mission Hill to the north while just south of the area, you have Forest Hills/ Woodbourne and Centre-South. Washington Park and Roxbury can be found in the east, while westwards, you have South Brookline. It’s a large area of around 4.4 square miles, so there’s lots of space to investigate.
The range of amenities in Jamaica Plain is great. Angell Animal Medical Center can be found on South Huntington Avenue which offers a fantastic veterinary service for the whole community. Similarly, Jamaica Plain Animal Clinic can be found further south on Green Street. PolkaDog Bakery is a cute little store on South Street that offers hand-baked, gourmet dog food and treats if you’re looking to give your pooch a reward. Pups ‘n Paradise can also be found on South Street and is a pet shop delivering your essentials.
What is the terrain like in Jamaica Plain?
Boston itself is known for being relatively hilly. Those running the Boston Marathon, in particular, are wary of the infamous Heartbreak Hill which provides runners with a challenging second half to the route. However, Jamaica Plain is actually pretty flat, just as its name suggests. This means that your strolls around this popular neighborhood should be relaxing and enjoyable, even for those with the lowest fitness levels as it’s ideal for pups of all sizes.
While Jamaica Plain is set firmly within Boston’s city boundaries and therefore has a large portion of artificial terrain, it is actually placed on the city’s Emerald Necklace. It is sometimes described as ‘the Eden of America’ and is home to a large portion of the city’s green space. So the terrain in Jamaica Plain is actually fairly mixed, with a nice balance of artificial and natural landscapes. Therefore, you and your pup will have no problems finding great places to run and play!
How many greenways are there in Jamaica Plain?
Jamaica Plain is situated on part of Boston’s 'Emerald Necklace' park system which means there is a wealth of greenways within the neighborhood and nearby. Harvard University’s Arnold Arboretum is located on Arborway and offers beautiful walks through the outside museum of trees and plants with guided walking tours. If you take a stroll down Arborway, you’ll arrive at Jamaica Pond. From there, you can take a walk around the perimeter of the lake with a stop at Pinebank Promontory Park and Gardens. This wide-open space is ideal for letting your pooch off the leash to frolic in the sunshine and is particularly popular among residents of the area.
If you’re looking to extend your walk even further, cross Perkins Street to Willow Pond Meadow. From there, you can stroll all the way to another large lake known as Leverette Pond. Essentially, you have a broad range of greenways to choose from in Jamaica Plain, so take your pick!
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