Best dog walkers in Downtown Crossing

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Top dog walkers in Downtown Crossing

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Olivia M avatar

1. Olivia M

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Boston, MA, 02210

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5 (3)

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Boston, MA, 02210

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Maria F avatar

2. Maria F

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Boston, MA, 02115

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5 (81)

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Boston, MA, 02115

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CHRISTIAN P avatar

3. CHRISTIAN P

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Boston, MA, 02128

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4.8 (448)

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Boston, MA, 02128

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Anna B avatar

4. Anna B

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Boston, MA, 02115

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4.9 (31)

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Boston, MA, 02115

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Mariah C avatar

5. Mariah C

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Roxbury, MA, 02119

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4.8 (123)

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Roxbury, MA, 02119

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Kayla T avatar

6. 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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Kathryn B avatar

7. Kathryn B

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Brighton, MA, 02135

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4.8 (85)

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Brighton, MA, 02135

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Rae L avatar

8. Rae L

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Dorchester, MA, 02124

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5 (7)

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Dorchester, MA, 02124

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Katherine P avatar

9. Katherine P

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Winchester, MA, 01890

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4.9 (22)

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Winchester, MA, 01890

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Sarah S avatar

1. Sarah S

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Evanston, IL, 60201

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4.8 (58)

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Evanston, IL, 60201

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Megan R avatar

2. Megan R

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Boston, MA, 02114

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5 (560)

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Boston, MA, 02114

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DANIEL B avatar

3. DANIEL B

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Boston, MA, 02113

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4.9 (115)

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Boston, MA, 02113

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Olivia M avatar

4. Olivia M

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South Boston, MA, 02127

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4.9 (125)

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South Boston, MA, 02127

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Thomas F avatar

5. Thomas F

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Roxbury, MA, 02120

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4.9 (97)

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Roxbury, MA, 02120

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Lindsay M avatar

6. Lindsay M

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Boston, MA, 02108

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5 (245)

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Boston, MA, 02108

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Alexandra Z avatar

7. Alexandra Z

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Boston, MA, 02111

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4.8 (72)

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Boston, MA, 02111

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Sarah G avatar

8. Sarah G

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South Boston, MA, 02127

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5 (32)

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South Boston, MA, 02127

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Kathryn C avatar

9. Kathryn C

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Boston, MA, 02108

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4.8 (9)

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Boston, MA, 02108

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Majda E avatar

10. Majda E

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Boston, MA, 02108

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5 (11)

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Boston, MA, 02108

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Kaitlin M avatar

11. Kaitlin M

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Boston, MA, 02116

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5 (14)

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Boston, MA, 02116

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Rebecca H avatar

12. Rebecca H

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Boston, MA, 02116

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4.9 (90)

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Boston, MA, 02116

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Ashlyn R avatar

13. Ashlyn R

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Boston, MA, 02116

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5 (21)

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Boston, MA, 02116

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David D avatar

14. David D

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Boston, MA, 02114

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5 (63)

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Boston, MA, 02114

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Kamryn  R avatar

15. Kamryn R

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Boston, MA, 02109

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5 (107)

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Boston, MA, 02109

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Jessica P avatar

16. Jessica P

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Boston, MA, 02114

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5 (33)

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Boston, MA, 02114

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Rebecca G avatar

17. Rebecca G

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Boston, MA, 02114

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5 (17)

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Boston, MA, 02114

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Caroline S avatar

18. Caroline S

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Boston, MA, 02114

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5 (55)

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Boston, MA, 02114

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Kayla D avatar

19. Kayla D

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Boston, MA, 02116

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5 (92)

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Boston, MA, 02116

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Liv S avatar

20. Liv S

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Boston, MA, 02114

Five stars

4 (3)

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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.

Frequently Asked Questions

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