Best dog walkers in Sleepy Hollow

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Top dog walkers in Sleepy Hollow

Promoted Caregiver
Ernesto O avatar

1. Ernesto O

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Chicago, IL, 60608

Five stars

4.8 (248)

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Chicago, IL, 60608

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Stacy B avatar

2. Stacy B

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Chicago, IL, 60621

Five stars

4.9 (3649)

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Chicago, IL, 60621

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Kaitlyn G avatar

3. Kaitlyn G

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Chicago, IL, 60622

Five stars

4.9 (167)

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Chicago, IL, 60622

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Julyssa R avatar

4. Julyssa R

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Chicago, IL, 60612

Five stars

4.9 (101)

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Chicago, IL, 60612

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Jose R avatar

5. Jose R

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Chicago, IL, 60651

Five stars

4.9 (54)

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Chicago, IL, 60651

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Kaitlyn H avatar

6. Kaitlyn H

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Chicago, IL, 60607

Five stars

4.9 (63)

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Chicago, IL, 60607

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Monica B avatar

7. Monica B

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Chicago, IL, 60605

Five stars

4.9 (84)

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Chicago, IL, 60605

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Edwin T avatar

8. Edwin T

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Chicago, IL, 60639

Five stars

4.8 (462)

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Chicago, IL, 60639

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Natalie M avatar

9. Natalie M

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Chicago, IL, 60639

Five stars

4.9 (44)

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Chicago, IL, 60639

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Alla K avatar

10. Alla K

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Chicago, IL, 60611

Five stars

4.8 (35)

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Chicago, IL, 60611

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Katherine P avatar

11. Katherine P

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Chicago, IL, 60622

Five stars

4.8 (33)

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Chicago, IL, 60622

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Jaime H avatar

12. Jaime H

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Chicago, IL, 60654

Five stars

5 (39)

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Chicago, IL, 60654

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Joseph  H avatar

13. Joseph H

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Chicago, IL, 60611

Five stars

5 (37)

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Chicago, IL, 60611

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Bohdan M avatar

14. Bohdan M

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Chicago, IL, 60614

Five stars

5 (10)

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Chicago, IL, 60614

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Promoted Caregiver
sonia S avatar

15. sonia S

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Chicago, IL, 60641

Five stars

4.9 (242)

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Chicago, IL, 60641

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Janet M avatar

1. Janet M

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Chicago, IL, 60623

Five stars

5 (22)

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Chicago, IL, 60623

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Joel C avatar

2. Joel C

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Chicago, IL, 60632

Five stars

5 (26)

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Chicago, IL, 60632

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Adriana L avatar

3. Adriana L

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Berwyn, IL, 60402

Five stars

4.9 (37)

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Berwyn, IL, 60402

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Marina C avatar

4. Marina C

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Chicago, IL, 60638

Five stars

4.9 (112)

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Chicago, IL, 60638

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Kayla R avatar

5. Kayla R

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Chicago, IL, 60629

Five stars

4.9 (15)

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Chicago, IL, 60629

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Alexandra A avatar

6. Alexandra A

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Chicago, IL, 60623

Five stars

5 (66)

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Chicago, IL, 60623

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Milcla R avatar

7. Milcla R

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Chicago, IL, 60638

Five stars

4.9 (169)

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Chicago, IL, 60638

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NaBeela W avatar

8. NaBeela W

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Berwyn, IL, 60402

Five stars

5 (5)

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Berwyn, IL, 60402

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Lisa G avatar

9. Lisa G

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Berwyn, IL, 60402

Five stars

4.9 (173)

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Berwyn, IL, 60402

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Olga O avatar

10. Olga O

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Forest View, IL, 60402

Five stars

5 (252)

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Forest View, IL, 60402

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Amanda P avatar

11. Amanda P

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Chicago, IL, 60629

Five stars

4.8 (204)

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Chicago, IL, 60629

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Elyaher R avatar

12. Elyaher R

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Chicago, IL, 60623

Five stars

4.8 (495)

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Chicago, IL, 60623

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Matthew K avatar

13. Matthew K

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Chicago, IL, 60638

Five stars

4.9 (388)

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Chicago, IL, 60638

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Sheera M avatar

14. Sheera M

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Cicero, IL, 60804

Five stars

4.9 (1269)

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Cicero, IL, 60804

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Jesica M avatar

15. Jesica M

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Cicero, IL, 60804

Five stars

4.9 (640)

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Cicero, IL, 60804

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Dahlia M avatar

16. Dahlia M

Wag! Expert icon
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Cicero, IL, 60804

Five stars

4.9 (130)

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Cicero, IL, 60804

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Jay M avatar

17. Jay M

Wag! Expert icon
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Los Angeles, CA, 90017

Five stars

4.9 (29)

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Los Angeles, CA, 90017

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Alonso S avatar

18. Alonso S

Wag! Expert icon
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Berwyn, IL, 60402

Five stars

5 (100)

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Berwyn, IL, 60402

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Gabrielle J avatar

19. Gabrielle J

Wag! Expert icon
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Chicago, IL, 60607

Five stars

4.9 (248)

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Chicago, IL, 60607

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Madison J avatar

20. Madison J

Wag! Expert icon
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Riverside, IL, 60546

Five stars

4.9 (119)

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Riverside, IL, 60546

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Wag! Walkers know Sleepy Hollow

Sleepy Hollow is a rectangular neighborhood in the southwest suburbs of Chicago. It is bordered by the Stevenson Expressway in the North and the Chicago Park District LeClaire in the west. The industrial area of Sleepy Hollow is clustered between the train tracks and South Knox Avenue while restaurants and small businesses are primarily along South Archer Avenue and South Cicero Avenue.

Most restaurants do not offer outdoor seating in this area. Barkin’ Beauties and Fee Fee’s Dog and Cat grooming are not far, in case your dog is in need of a haircut. The proximity of Chicago Park District LeClaire means that you will find yourself walking along these beautiful paths much of the time. For more extensive natural exploration, Stickney Park has thick tree cover around ballparks and grassy fields, as well as natural shorelines around a small lake. Several regional parks in the area are also great places to explore with your dog!

What is the terrain like in Sleepy Hollow?

Homes in Sleepy Hollow tend to be one or two-story single-family homes. Front yards are intermittently fenced. There is a good grassy divider between the sidewalk and road and lots of tall trees, so this is a good neighborhood to walk your dog on a relatively loose leash or enjoy bicycling. Blocks tend to be long, straight, and flat, making them especially good for being on wheels on the wide sidewalks.

For more diverse walking, you can head across the border of Sleepy Hollow into Chicago Park District LeClaire where you can find extensive walking trails between large and lovely grassy areas. Each individual grassy field is fenced, so you can play with your dog off-leash in these fields or walk between the fields. Across the railroad tracks and river, you can find Stickney Park next to the Stickney Water Reclamation Center. This park has large forested areas around ball fields as well as a charming little lake.

How many greenways are there in Sleepy Hollow?

The Chicago Park District LeClaire shares a border with Sleepy Hollow and is a great place to enjoy some open grassy area with your dog. There are several other small regional parks around Sleepy Hollow including Archer Park which has lots of ball fields as well as lovely trails under mature tree cover. The little water playground can be a great place for your dog to be exposed to water in a fun way as long as there aren't too many children using the playground that you will disturb.

Vittum Park has a big grassy field surrounded by trails with interspersed trees which is a perfect place for you to walk with your dog on a loose leash or play a game of ball or frisbee! For more natural areas to explore, you can go to the Stickney Water Reclamation Park where there are acres of forest as well as grassy fields and a little lake with natural shorelines.

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