Lower West Side Vacations
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Your Lower West Side Vacation
Discover the delights of Lower West Side with a tailor-made Lower West Side vacation package. From its history to its culture and beyond, this neighborhood 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 Center and Anna and Frederick Douglass Park. Don't just dream it — make it happen! Reserve your perfect Lower West Side vacation with Expedia and experience travel your way.
- The Royal Sonesta Chicago River North
Jul 9 - Jul 12The Royal Sonesta Chicago River North + Flight
Downtown Chicago3 nights9.2/10 - Wonderful (2,610 reviews)"Love you and the staffllllllllllllllllllll"Reviewed May 28, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - Level Chicago – Old Town
Aug 6 - Aug 11Level Chicago – Old Town + Flight
Downtown Chicago5 nights9.0/10 - Wonderful (484 reviews)"Staff was amazing and the apartment building was phenomenally clean!"Reviewed May 28, 2026Roundtrip • Dallas (DFW) - Chicago (ORD)DFW - ORD • Nonstop ORD - DFW • Nonstop - Urban Chicago Oasis
Jul 23 - Jul 27Urban Chicago Oasis + Flight
Lakeview4 nightsRoundtrip • New York (LGA) - Chicago (MDW)LGA - MDW • Nonstop ORD - JFK • Nonstop - Swissotel - Chicago
Jul 30 - Aug 2Swissotel - Chicago + Flight
Downtown Chicago3 nights9.0/10 - Wonderful (3,352 reviews)"I didntvlik"Reviewed May 27, 2026Roundtrip • Atlanta (ATL) - Chicago (MDW)ATL - MDW • Nonstop ORD - ATL • Nonstop - Sable at Navy Pier Chicago, Curio Collection by Hilton
Jul 30 - Aug 2Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight
Downtown Chicago3 nights9.4/10 - Exceptional (2,511 reviews)"Without a doubt, the view of the pier and city skyline was the BEST part of this hotel experience. The room was pretty large and had a great sitting area to read, gaze at the water, people watch, and relax. The hotel staff was nice and helpful. Everything I needed and wanted to do for this trip was at the Navy Pier so the Sable Hotel checked all my boxes."Reviewed May 28, 2026Roundtrip • Atlanta (ATL) - Chicago (MDW)ATL - MDW • Nonstop ORD - ATL • Nonstop
Where to stay in Lower West Side
Downtown Chicago
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Lower West Side Hotel Deals
Congress Plaza Hotel
"The Congress is old but it never fails!!! Great location!!! I have stayed there many of times …"
Reviewed on May 28, 2026
Hotel Riu Plaza Chicago
"This newer hotel was very nice. Clean efficient rooms. Great bathroom and sizable room. Hotel bar looked very cool and roof top bar good and not too crowded. However we were told that most of the roof top tables were reserved even though we arrived right when it opened and in a slower Wednesday night. ..."
Reviewed on May 28, 2026
The Chicago Hotel Collection - Magnificent Mile
"we ended up having to pay $90 on top of what we paid on this app for no reason, our hotel was fully paid yet they charged us this without explaining what it was for, I didn’t want to ask because I was already stressed about not being able to check in early and being late to our activities for the ..."
Reviewed on May 28, 2026
Discover the most popular places to visit in Lower West Side
Canalport Riverwalk Park
After visiting Canalport Riverwalk Park, make a plan to see the other sights and activities in Chicago. Experience the area's art scene and festivals.
Mexican Fine Arts Center Museum
You can spend an afternoon studying the exhibits at Mexican Fine Arts Center Museum in Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.
American Police Center & Museum
You can spend time exploring the galleries in American Police Center & Museum in Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.
Things to do
