South Side Pet-friendly Vacations

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Top Pet-friendly South Side Hotels

The Wheeler Mansion

The Wheeler Mansion

2020 South Calumet Avenue Chicago IL
  • 11 min drive from University of Chicago
With pet-friendly amenities like pet-sitting services, this luxury, city-center hotel welcomes dogs (fees apply). Don't forget to check out nearby Chicago Women's ...
9.6/10 Exceptional! (9 reviews)
"This place is so much better than a regular corporate hotel. It is literally a restored mansion. Breakfast was great. Bed was very comfortable. The outdoor seating and garden in October were so nice to chill in after attending meetings at the convention center (easy 5 minute walk). If available will ..."

Reviewed on Oct 15, 2026

The Wheeler Mansion
See all 510 properties in South Side
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

¥3,812
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

¥6,275
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

¥6,642
per adult
88% of travellers recommend
Skydeck Chicago at Willis Tower
See all activities in South Side
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.