North Side

Name: The Willows Hotel
Price range: RM448
Rating: 8.6

Travel Guide

A nighttime city skyline reflected in a calm body of water, with illuminated buildings and a bridge.

A frozen river with a city skyline in the background.

A swan swimming among ducks in a body of water.

A stone monument with a statue of a man on horseback, surrounded by trees and a stone wall.

A modern high-rise building with a distinctive spiral fire escape and a neighboring building with a grid of windows.

Visit North Side

The Majestic Hotel

528 W Brompton Ave Chicago IL

RM514

RM603 total

11 Aug - 12 Aug

includes taxes & fees

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

8.8/10 Excellent! (1,005 reviews)

"The hotel was great but the parking wasn’t the greatest. The first parking garage was full so we had to go to a different one that still accepted the hotel voucher. But over all a great place to stay."

Reviewed on 21 Jul 2026

Hotel Lincoln

1816 N Clark Street Chicago IL

RM659

RM880 total

20 Aug - 21 Aug

includes taxes & fees

Stay at this boutique hotel in Chicago. Enjoy free Wi-Fi, a rooftop terrace and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...

7.8/10 Good! (1,150 reviews)

"Our room was way too small."

Reviewed on 20 Jul 2026

The Willows Hotel

555 W Surf St Chicago IL

RM448

RM526 total

12 Aug - 13 Aug

includes taxes & fees

Stay at this boutique hotel in Chicago. Enjoy free Wi-Fi, a 24-hour front desk and a fireplace in reception. Our guests praise the helpful staff and the clean ...

8.6/10 Excellent! (1,008 reviews)

"The hotel was excellent, especially from a historical standpoint. We really enjoyed the cold water after walking most of the day around downtown Chicago so that was an added plus and the coffee was really good in the morning too. The only real downside is that the fitness center was not on site and ..."

Reviewed on 21 Jul 2026

See all 525 properties in North 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.

Wrigleyville Suites

3727 N Clifton Ave Chicago IL

Stay at this aparthotel in Chicago. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Wrigley Field and Michigan Avenue are located ...

8.8/10 Excellent! (43 reviews)

"It was nice and clean, very close to wrigley"

Reviewed on 18 Jul 2026

See all properties in North 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.