Dog Walkers in Woodlawn, Chicago

Instantly book an exceptional dog walker from your neighborhood.

Certified Walker Trust & Safety

Thoroughly Vetted
Insured & Bonded
Wag! Guaranteed
Wag! Guarantees $1,000,000 in Home Insurance for your Extra Peace of Mind!
Wag! Walkers Know Your Neighborhood
Walk Score in Woodlawn
Walk Score Banner
70
Woodlawn is one of Chicago's 77 community areas located on the south side of Chicago along the shores of Lake Michigan and incorporating Jackson Park. This residential neighborhood has limited commercial enterprises, however, there are many schools and churches located here including a portion of the University of Chicago along the northern border of the community. The area also includes many historic buildings and sites, including the site of the 1893 World Columbian Exposition. Visitors, as well as residents with canine companions that appreciate a daily constitutional, can explore the neighborhood on foot to take in historic landmarks. 


Because this neighborhood sits along Lake Michigan, the weather in Woodlawn is more temperate for walking than in some inland neighborhoods. Winter in Chicago is cold and summers are hot and humid. Fortunately, the lake moderates temperatures and provides cool breezes off the water on hot summer days, making walking more pleasant for those enjoying their daily outing.

Terrain in Woodlawn
BUILT ENVIRONMENT
All Artificial
Mostly Artificial
Good Balance
Mostly Natural
All Natural
Artificial
Balanced
Natural
TOPOGRAPHIC RELIEF
Flat
Mostly Flat
Medium
Mostly Hilly
Hilly
Flat
Medium
Hilly

Much of Woodlawn consists of residential buildings, most of which are multi-story walk-up townhouses and apartments, but some single-family residences also exist in the neighborhood. Many buildings are historic, constructed of brick, and have architectural features reflecting the time periods in which they were developed in this long-established neighborhood. The neighborhood is bounded on the north by the Midway Plaisance and the University of Chicago. 

The neighborhood is flat, and streets are comfortable to walk on foot with no inclines or steep stretches. There are many undeveloped tracts of land and some vacant properties that provide good places to walk and play with your dog. Rail tracks that run through the east side of the area form a barrier for pedestrians and their pets, so exercise caution when exploring these areas in order to avoid running afoul of any train traffic. Woodlawn is adjacent to Lake Michigan and Jackson Park is located along the shoreline of this community.

Greenways in Woodlawn
19 GREENWAYS
Neighborhoods in Chicago have an average of:
11 Greenways
Greenways Bell Curve Greenways Bell Curve

The 500-acre Jackson Park located on the east side of the community on the shores of Lake Michigan provides a flagship greenway for Woodlawn residents. This park has many trails winding through natural open areas and access to the 18-mile Chicago Lakefront Trail. Jackson Park is also connected to the Midway Plaisance with bike trails and pedestrian ways along a large, green space that stretches to Washington Park. 

Washington Park provides 366 acres of recreational and natural space. Both Washington Park and Jackson Park have lagoons and fishing and Jackson Park features a marina and beaches on the lake. These areas provide miles of walking trails and interesting natural greenways along with water for canine residents to take in on long walks near Woodlawn. There are also some smaller parks and playgrounds in the area including Anita Young Boswell Park, Flying Squirrel Pak, and numerous playlots and botanical gardens. There is no shortage of greenways in Woodlawn.

Book me a walkiee?
Pweeeze!
Sketch of smiling australian shepherd