Best dog walkers in Downtown Crossing

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

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Top dog walkers in Downtown Crossing

Promoted Caregiver
Michaela M avatar

1. Michaela M

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Boston, MA, 02127

Five stars

5 (168)

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Boston, MA, 02127

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Darrow B avatar

2. Darrow B

Wag! Expert icon
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Boston, MA, 02114

Five stars

5 (25)

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Boston, MA, 02114

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Jingxin Z avatar

3. Jingxin Z

Wag! Expert icon
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Allston, MA, 02134

Five stars

5 (54)

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Allston, MA, 02134

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Alanys A avatar

4. Alanys A

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Cambridge, MA, 02139

Five stars

4.8 (58)

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Cambridge, MA, 02139

Promoted Caregiver
Chloe T avatar

5. Chloe T

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Cambridge, MA, 02139

Five stars

5 (5)

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Cambridge, MA, 02139

Promoted Caregiver
Skylar W avatar

6. 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
Teara B avatar

7. Teara B

Wag! Expert icon
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Dorchester, MA, 02132

Five stars

4.9 (958)

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Dorchester, MA, 02132

Promoted Caregiver
Nainika S avatar

8. Nainika S

Wag! Expert icon
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Allston, MA, 02134

Five stars

4.4 (6)

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Allston, MA, 02134

Promoted Caregiver
Caroline W avatar

9. Caroline W

Wag! Expert icon
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Medford, MA, 02155

Five stars

5 (98)

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Medford, MA, 02155

Promoted Caregiver
Luis  D avatar

10. Luis D

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Brighton, MA, 02135

Five stars

5 (151)

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Brighton, MA, 02135

Promoted Caregiver
Casey M avatar

11. Casey M

Wag! Expert icon
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Medford, MA, 02155

Five stars

5 (64)

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Medford, MA, 02155

Promoted Caregiver
Adrienne M avatar

12. Adrienne M

Wag! Expert icon
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Newton, MA, 02458

Five stars

5 (52)

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Newton, MA, 02458

Promoted Caregiver
Jared R avatar

13. Jared R

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Quincy, MA, 02170

Five stars

5 (90)

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Digital Training

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Quincy, MA, 02170

Promoted Caregiver
Karolina D avatar

14. Karolina D

Wag! Expert icon
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Saugus, MA, 01906

Five stars

5 (174)

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Saugus, MA, 01906

Caroline P avatar

1. Caroline P

Wag! Expert icon
Location icon

Boston, MA, 02114

Five stars

5 (37)

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Boston, MA, 02114

Ciara O avatar

2. Ciara O

Wag! Expert icon
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Boston, MA, 02114

Five stars

5 (5)

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Boston, MA, 02114

Katherine M avatar

3. Katherine M

Wag! Expert icon
Location icon

South Boston, MA, 02127

Five stars

5 (21)

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South Boston, MA, 02127

Christina M avatar

4. Christina M

Wag! Expert icon
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South Boston, MA, 02127

Five stars

5 (106)

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South Boston, MA, 02127

Martina  N avatar

5. Martina N

Wag! Expert icon
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Charlestown, MA, 02129

Five stars

5 (262)

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Charlestown, MA, 02129

Andrew C avatar

6. Andrew C

Wag! Expert icon
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Boston, MA, 02115

Five stars

5 (148)

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Boston, MA, 02115

Lindsay M avatar

7. Lindsay M

Wag! Expert icon
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Boston, MA, 02108

Five stars

5 (281)

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Boston, MA, 02108

Chloe H avatar

8. Chloe H

Wag! Expert icon
Location icon

Boston, MA, 02111

Five stars

5 (3)

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Boston, MA, 02111

Gretchen W avatar

9. Gretchen W

Wag! Expert icon
Location icon

Boston, MA, 02111

Five stars

5 (4)

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Boston, MA, 02111

Guiomar P avatar

10. Guiomar P

Wag! Expert icon
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South Boston, MA, 02127

Five stars

5 (153)

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South Boston, MA, 02127

Boaz S avatar

11. Boaz S

Wag! Expert icon
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Brookline, MA, 02446

Five stars

5 (96)

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Brookline, MA, 02446

Eleanor D avatar

12. Eleanor D

Wag! Expert icon
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Jamaica Plain, MA, 02130

Five stars

4.9 (9)

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Jamaica Plain, MA, 02130

Julia L avatar

13. Julia L

Wag! Expert icon
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Boston, MA, 02114

Five stars

5 (20)

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Boston, MA, 02114

Anne R avatar

14. Anne R

Wag! Expert icon
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Boston, MA, 02114

Five stars

5 (6)

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Boston, MA, 02114

Lucy M avatar

15. Lucy M

Wag! Expert icon
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Boston, MA, 02115

Five stars

5 (2)

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Boston, MA, 02115

Rachel O avatar

16. Rachel O

Wag! Expert icon
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Boston, MA, 02114

Five stars

5 (19)

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Boston, MA, 02114

Kristina T avatar

17. Kristina T

Wag! Expert icon
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Athens, GA, 30606

Five stars

5 (253)

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Athens, GA, 30606

Olivia D avatar

18. Olivia D

Wag! Expert icon
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Boston, MA, 02215

Five stars

5 (324)

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Boston, MA, 02215

Kyleigh D avatar

19. Kyleigh D

Wag! Expert icon
Location icon

Boston, MA, 02114

Five stars

5 (6)

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Boston, MA, 02114

Treja M avatar

20. Treja M

Wag! Expert icon
Location icon

Boston, MA, 02114

Five stars

4.9 (67)

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Boston, MA, 02114

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Wag! Walkers know Downtown Crossing

Downtown Crossing is a densely packed retail and business area, just east of Boston, Massachusetts' financial district. This is a highly walkable district with restaurants, pubs and bars, department stores, fashion outlets, souvenir shops, street vendors, and services. Pedestrian malls between Temple and Bromfield Streets and along sections of Winter and Summer Streets allow foot traffic to walk free from traffic. 


Out for a stroll with your canine companion? Your dog can join you in the outdoor seating areas at several local pet-friendly restaurants, including Cosi, Pret A Manger, Boloco, Trade, and Milk Street Cafe. Meals outdoors is not an option during winter months which are cold, wet, and snowy. Inclement winter weather can also impede walks with your furry friend. Have warm outerwear available so you and your pup can still venture out regularly. Rain gear is another necessity in this coastal city which experiences plenty of rain throughout the year.

What is the terrain like in Downtown Crossing?

Downtown Crossing is a densely developed business district, located just east of Boston Commons and several blocks west of the waterfront. The portion of the district along Washington and Tremont Street is referred to as the Ladder District because the side streets and the main thoroughfares look like the rungs of a ladder. Pedestrian malls, bricked streets, and sidewalks are common in the area. 

The area is very heavily trafficked and dogs walking in the region should be accustomed to noise and vehicles so they are not alarmed and do not inadvertently step out into traffic.  

Buildings in the area are multi-story high rises, many of which are historic and feature interesting architecture. Multi-story buildings shade streetscapes and there is little natural landscaping in this urban area. Apartments and offices tend to be located on the upper floors with retail space at street level. The region is level and there are no steep hills to climb up and down in the area.

How many greenways are there in Downtown Crossing?

Dog walkers can take their furry friends to Boston Common, which is located adjacent to Downtown Crossing on the west border. This park was originally developed in 1634 and is the oldest city park in the U.S. It comprises 50 acres and has walking trails and amenities. Your dog should remain leashed on the walking paths, however, there is a designated off-leash area in the park available during specific time periods of the day. The location changes periodically to preserve the grass surfaces in the park. 


The Freedom Trail extends to the north for 2.5 miles and through the Irish Memorial on the north end of the community. The Norman B. Leventhal Park is within walking distance to the east a few blocks and is a beautiful greenway for walking your dog on the paved paths. Dog walkers are requested to stay on the walkways in the park to preserve the lawns.

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