Best dog walkers in Gladstone Park

One of the most dog friendly neighborhoods in Chicago. Instantly book and meet an exceptional dog walker in Gladstone Park today.

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Top dog walkers in Gladstone Park

Promoted Caregiver
Ricky P avatar

1. Ricky P

Wag! Expert icon
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Chicago, IL, 60630

Five stars

5 (1338)

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Chicago, IL, 60630

Promoted Caregiver
Katherine N avatar

2. Katherine N

Wag! Expert icon
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Chicago, IL, 60625

Five stars

5 (169)

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Chicago, IL, 60625

Promoted Caregiver
Albina  S avatar

3. Albina S

Wag! Expert icon
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Skokie, IL, 60077

Five stars

5 (790)

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Skokie, IL, 60077

Promoted Caregiver
Cesar E avatar

4. Cesar E

Wag! Expert icon
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Chicago, IL, 60640

Five stars

5 (151)

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Chicago, IL, 60640

Promoted Caregiver
Anthony D avatar

5. Anthony D

Wag! Expert icon
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Chicago, IL, 60625

Five stars

5 (732)

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Chicago, IL, 60625

Promoted Caregiver
Robert S avatar

6. Robert S

Wag! Expert icon
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Chicago, IL, 60625

Five stars

5 (2029)

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Chicago, IL, 60625

Promoted Caregiver
Kelly M avatar

7. Kelly M

Wag! Expert icon
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Chicago, IL, 60625

Five stars

5 (73)

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Chicago, IL, 60625

Promoted Caregiver
Janyl R avatar

8. Janyl R

Wag! Expert icon
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Chicago, IL, 60618

Five stars

5 (3)

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Chicago, IL, 60618

Promoted Caregiver
Joanna H avatar

9. Joanna H

Wag! Expert icon
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Chicago, IL, 60640

Five stars

5 (170)

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Chicago, IL, 60640

Promoted Caregiver
Hannah R avatar

10. Hannah R

Wag! Expert icon
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Chicago, IL, 60618

Five stars

5 (307)

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Chicago, IL, 60618

Promoted Caregiver
Cody C avatar

11. Cody C

Wag! Expert icon
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Chicago, IL, 60640

Five stars

5 (123)

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Chicago, IL, 60640

Promoted Caregiver
Anthony D avatar

12. Anthony D

Wag! Expert icon
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Chicago, IL, 60626

Five stars

5 (340)

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Chicago, IL, 60626

Promoted Caregiver
Carmen P avatar

13. Carmen P

Wag! Expert icon
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Chicago, IL, 60660

Five stars

5 (129)

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Chicago, IL, 60660

Promoted Caregiver
Jennifer P avatar

14. Jennifer P

Wag! Expert icon
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Chicago, IL, 60647

Five stars

5 (0)

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Chicago, IL, 60647

Promoted Caregiver
Alexandra M avatar

15. Alexandra M

Wag! Expert icon
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Chicago, IL, 60622

Five stars

4.8 (93)

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Chicago, IL, 60622

Promoted Caregiver
Angela O avatar

16. Angela O

Wag! Expert icon
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Chicago, IL, 60657

Five stars

5 (41)

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Chicago, IL, 60657

Promoted Caregiver
Rafael A avatar

17. Rafael A

Wag! Expert icon
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Chicago, IL, 60614

Five stars

5 (343)

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Chicago, IL, 60614

Promoted Caregiver
Addison S avatar

18. Addison S

Wag! Expert icon
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Chicago, IL, 60614

Five stars

5 (428)

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Chicago, IL, 60614

Promoted Caregiver
Nefertia  J avatar

19. Nefertia J

Wag! Expert icon
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Glenview, IL, 60026

Five stars

5 (0)

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Glenview, IL, 60026

Promoted Caregiver
Amanda H avatar

20. Amanda H

Wag! Expert icon
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Chicago, IL, 60607

Five stars

5 (95)

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Chicago, IL, 60607

Samantha S avatar

1. Samantha S

Wag! Expert icon
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Chicago, IL, 60630

Five stars

4.7 (10)

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Chicago, IL, 60630

Thomas V avatar

2. Thomas V

Wag! Expert icon
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Chicago, IL, 60630

Five stars

5 (90)

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Chicago, IL, 60630

Christin C avatar

3. Christin C

Wag! Expert icon
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Chicago, IL, 60630

Five stars

4.9 (76)

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Chicago, IL, 60630

Sydney O avatar

4. Sydney O

Wag! Expert icon
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Chicago, IL, 60630

Five stars

5 (706)

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Chicago, IL, 60630

Jocelyn R avatar

5. Jocelyn R

Wag! Expert icon
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Chicago, IL, 60630

Five stars

5 (1495)

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Chicago, IL, 60630

Sarah K avatar

6. Sarah K

Wag! Expert icon
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Chicago, IL, 60630

Five stars

5 (32)

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Chicago, IL, 60630

Madison R avatar

7. Madison R

Wag! Expert icon
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Chicago, IL, 60630

Five stars

5 (758)

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Chicago, IL, 60630

Helia M avatar

8. Helia M

Wag! Expert icon
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Chicago, IL, 60656

Five stars

5 (526)

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Chicago, IL, 60656

Nina P avatar

9. Nina P

Wag! Expert icon
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Chicago, IL, 60646

Five stars

5 (52)

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Chicago, IL, 60646

Erica L avatar

10. Erica L

Wag! Expert icon
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Harwood Heights, IL, 60706

Five stars

5 (44)

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Harwood Heights, IL, 60706

Terry D avatar

11. Terry D

Wag! Expert icon
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Chicago, IL, 60630

Five stars

5 (1322)

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Chicago, IL, 60630

Jamie P avatar

12. Jamie P

Wag! Expert icon
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Chicago, IL, 60618

Five stars

5 (66)

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Chicago, IL, 60618

Lindsey S avatar

13. Lindsey S

Wag! Expert icon
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Chicago, IL, 60625

Five stars

5 (266)

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Chicago, IL, 60625

JANINE N avatar

14. JANINE N

Wag! Expert icon
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Chicago, IL, 60630

Five stars

5 (4)

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Chicago, IL, 60630

Maggie P avatar

15. Maggie P

Wag! Expert icon
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Chicago, IL, 60634

Five stars

5 (319)

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Chicago, IL, 60634

Olivia A avatar

16. Olivia A

Wag! Expert icon
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Chicago, IL, 60630

Five stars

5 (184)

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Chicago, IL, 60630

Ferrin M avatar

17. Ferrin M

Wag! Expert icon
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Chicago, IL, 60630

Five stars

5 (31)

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Chicago, IL, 60630

Veronica Z avatar

18. Veronica Z

Wag! Expert icon
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Norridge, IL, 60706

Five stars

4.8 (8)

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Norridge, IL, 60706

Megan E avatar

19. Megan E

Wag! Expert icon
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Chicago, IL, 60634

Five stars

5 (457)

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Chicago, IL, 60634

Stefanie T avatar

20. Stefanie T

Wag! Expert icon
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Chicago, IL, 60625

Five stars

5 (37)

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Chicago, IL, 60625

See the full listSee the full list

Wag! Walkers know Gladstone Park

Gladstone Park is a triangular neighborhood located in the northern area of the Jefferson Park Community and bordered by the Kennedy Expressway on one side. A few blocks north of this community is a huge natural area that will provide almost limitless wonderful exploration for you and your dog. This area encompasses miles of natural forest surrounding the winding Chicago River.

Many homes of this neighborhood are built in the Dutch colonial style, leading to a unique-looking and very attractive neighborhood with a Dutch cultural flavor, although the population of this neighborhood is not especially Dutch, but is instead ethnically diverse.

Cafes and restaurants clustered along Milwaukee Avenue provide a place for you to pick up some food on the go, and some even have a little outdoor seating so you can share a meal with your four-legged friend. Several blocks south across Highway 90, the Pink Poodle Dog Boutique provides both grooming and accessories for your dog.

What is the terrain like in Gladstone Park?

Gladstone Park is a flat neighborhood with long, straight blocks. Walking and biking are pleasant on the neighborhood streets. Front yards tend to be non-existent or small, but grassy dividers between sidewalk and road and plenty of mature trees coupled with streets that are not too heavily trafficked make this a pleasant neighborhood.

You can bike from the corner of Gladstone Park up North Central Avenue all the way through Jefferson Park and almost to the forest on a dedicated bike path, but if this is too long of a bike route for you, it is well worth the drive to the forested area north of Jefferson Park.

This expansive park provides miles of natural woodland surrounding the winding north branch of the Chicago River that runs through this area. Your dog will be mentally and physically exercised and challenged exploring this natural forest and a bike path exists throughout it so that you can keep up with your energetic dog.

How many greenways are there in Gladstone Park?

Gladstone Park is located in relatively close proximity to a huge forested area that encompasses the Forest Glen Woods, the Thaddeus S. “Ted” Lechowicz Woods, and the Sydney Yates Flatwood, among many others. 

Golf courses are interspersed throughout the forest but do not take up too much room. The Chicago River runs through this park, so if you want a challenging hike with your dog, you can try to follow its banks along the water. The river here is too narrow and winding to be great for canoes or kayaks, but you could have fun trying to canoe here when the water is high or enjoy wading with your dog when the water is lower.

If you want to experience nature but aren't looking for a heavy-duty hike, you can stick to the well-maintained trails that run throughout this forested area, allowing you to comfortably walk on concrete while your dog explores.

Frequently Asked Questions

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