South Side Adventure Vacations 2026

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Top Adventure South Side Hotels

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL

11 min drive from University of Chicago

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...

9.2/10 Wonderful! (1,248 reviews)

"This a a really good hotel in a safe area with access to public transportation and amenities"

Reviewed on 2026/8/7

Best Western Grant Park Hotel

1100 S Michigan Ave Chicago IL

14 min drive from University of Chicago

Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...

8.2/10 Very Good! (2,760 reviews)

"The air conditioner was leaking water and made half of the carpet wet and thus the room smelt bad as well."

Reviewed on 2026/8/6

Jaslin Hotel

261 West Cermak Rd Chicago IL

11 min drive from University of Chicago

Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...

9/10 Wonderful! (1,284 reviews)

"Fantastic stay for lollapalooza- only a few train stations away from grant park! super clean and comfortable- definitely will stay again."

Reviewed on 2026/8/7

See all 460 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.