
Lower West Side Holidays
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Your Lower West Side Holiday
Discover the delights of Lower West Side with a tailor-made Lower West Side holiday package. From its history to its culture and beyond, this neighbourhood offers plenty of opportunities for relaxation and fun. Your trip to Lower West Side wouldn't be complete without a visit to top attractions nearby such as University of Illinois Chicago, United Centre and Anna and Frederick Douglass Park. Don't just dream it — make it happen! Reserve your perfect Lower West Side holiday with Expedia and experience travel your way.
Our guide on where to stay in Lower West Side
Find the best Lower West Side areas and neighborhoods for the activities you enjoy most. Learn more about Lower West Side

Downtown Chicago
5 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Our pick of the best Lower West Side Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$230 per night from 2 Nov to 3 Nov
AU$230
2 Nov - 3 Nov
includes taxes & fees
7.8/10 Good! (9,473 reviews)
"Everything was great."
Reviewed on 19 Oct 2025

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$198 per night from 16 Nov to 17 Nov
AU$198
16 Nov - 17 Nov
includes taxes & fees
8.8/10 Excellent! (3,133 reviews)
"Every think was wonderful except the heater wasn’t working and the toilet was loose."
Reviewed on 19 Oct 2025

Freehand Chicago
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$150 per night from 17 Nov to 18 Nov
AU$150
17 Nov - 18 Nov
includes taxes & fees
7.8/10 Good! (2,494 reviews)
"Bathroom recently redone and was fabulous, but room was old and tattered. Bed was nice and comfy. Nice crisp sheets."
Reviewed on 18 Oct 2025
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.
Frequently asked questions
Activities

Skydeck - Willis Tower Admission
AU$67
per adult
100% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour
AU$69
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.