Best dog walkers in Jamaica Plain

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Top dog walkers in Jamaica Plain

Promoted Caregiver
Teara B avatar

1. Teara B

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Dorchester, MA, 02132

Five stars

4.9 (965)

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Dorchester, MA, 02132

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Michaela M avatar

2. Michaela M

Wag! Expert icon
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Boston, MA, 02127

Five stars

5 (173)

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Boston, MA, 02127

Promoted Caregiver
Julia M avatar

3. Julia M

Wag! Expert icon
Location icon

South Boston, MA, 02127

Five stars

5 (177)

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South Boston, MA, 02127

Promoted Caregiver
Ryan M avatar

4. Ryan M

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Location icon

Dedham, MA, 02026

Five stars

4.8 (14)

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Dedham, MA, 02026

Promoted Caregiver
Gabriela S avatar

5. Gabriela S

Wag! Expert icon
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South Boston, MA, 02127

Five stars

5 (90)

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South Boston, MA, 02127

Promoted Caregiver
Adrienne M avatar

6. Adrienne M

Wag! Expert icon
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Newton, MA, 02458

Five stars

5 (54)

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Newton, MA, 02458

Promoted Caregiver
Tanya M avatar

7. Tanya M

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Needham, MA, 02494

Five stars

5 (13)

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Needham, MA, 02494

Promoted Caregiver
Gabrielle  D avatar

8. Gabrielle D

Wag! Expert icon
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Dedham, MA, 02026

Five stars

5 (254)

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Dedham, MA, 02026

Promoted Caregiver
Caroline W avatar

9. Caroline W

Wag! Expert icon
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Medford, MA, 02155

Five stars

5 (110)

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Medford, MA, 02155

Promoted Caregiver
Susan B avatar

10. Susan B

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Everett, MA, 02149

Five stars

5 (114)

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Everett, MA, 02149

Promoted Caregiver
Skylar W avatar

11. Skylar W

Wag! Expert icon
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East Boston, MA, 02128

Five stars

5 (506)

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East Boston, MA, 02128

Promoted Caregiver
Harlan B avatar

12. Harlan B

Wag! Expert icon
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Wellesley, MA, 02481

Five stars

4.8 (30)

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Wellesley, MA, 02481

Promoted Caregiver
Janette W avatar

13. Janette W

Wag! Expert icon
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Randolph, MA, 02368

Five stars

4.9 (1365)

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Randolph, MA, 02368

Zoe K avatar

1. Zoe K

Wag! Expert icon
Location icon

Jamaica Plain, MA, 02130

Five stars

5 (38)

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Jamaica Plain, MA, 02130

Kaity S avatar

2. Kaity S

Wag! Expert icon
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Jamaica Plain, MA, 02130

Five stars

5 (69)

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Jamaica Plain, MA, 02130

Julia M avatar

3. Julia M

Wag! Expert icon
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Brookline, MA, 02446

Five stars

5 (653)

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Brookline, MA, 02446

Allison S avatar

4. Allison S

Wag! Expert icon
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Jamaica Plain, MA, 02130

Five stars

5 (32)

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Jamaica Plain, MA, 02130

Erin C avatar

5. Erin C

Wag! Expert icon
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Portland, ME, 04102

Five stars

5 (49)

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Portland, ME, 04102

Anna P avatar

6. 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

Ross V avatar

7. Ross V

Wag! Expert icon
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Roxbury, MA, 02120

Five stars

5 (10)

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Roxbury, MA, 02120

Jovahn D avatar

8. Jovahn D

Wag! Expert icon
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Dorchester, MA, 02121

Five stars

5 (56)

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Dorchester, MA, 02121

Matigan T avatar

9. Matigan T

Wag! Expert icon
Location icon

Roxbury, MA, 02120

Five stars

5 (10)

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Roxbury, MA, 02120

Ava A avatar

10. Ava A

Wag! Expert icon
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Roxbury Crossing, MA, 02120

Five stars

5 (32)

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Roxbury Crossing, MA, 02120

Madeline B avatar

11. Madeline B

Wag! Expert icon
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Boston, MA, 02120

Five stars

5 (42)

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Boston, MA, 02120

Kayla H avatar

12. Kayla H

Wag! Expert icon
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Roxbury Crossing, MA, 02120

Five stars

5 (21)

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Roxbury Crossing, MA, 02120

Nathaly M avatar

13. Nathaly M

Wag! Expert icon
Location icon

Boston, MA, 02131

Five stars

5 (17)

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Boston, MA, 02131

Kelsey S avatar

14. Kelsey S

Wag! Expert icon
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Dorchester, MA, 02122

Five stars

5 (74)

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Dorchester, MA, 02122

Christina M avatar

15. Christina M

Wag! Expert icon
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South Boston, MA, 02127

Five stars

5 (109)

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South Boston, MA, 02127

Heather B avatar

16. Heather B

Wag! Expert icon
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Brookline, MA, 02446

Five stars

5 (514)

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Brookline, MA, 02446

Katherine M avatar

17. 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

Ashleigh S avatar

18. Ashleigh S

Wag! Expert icon
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Brookline, MA, 02446

Five stars

5 (540)

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Brookline, MA, 02446

Aidan F avatar

19. Aidan F

Wag! Expert icon
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Roslindale, MA, 02131

Five stars

5 (1232)

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Roslindale, MA, 02131

Anna B avatar

20. Anna B

Wag! Expert icon
Location icon

Boston, MA, 02115

Five stars

5 (96)

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Boston, MA, 02115

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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