Lower West Side Vacations from $475
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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 Latest Lower West Side Vacation Packages
Hotel Riu Plaza Chicago
Reviewed on Sep 11, 2026
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Reviewed on Sep 11, 2026
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.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
Lower West Side Hotel Deals
Congress Plaza Hotel
"Old."
Reviewed on Sep 11, 2026
The Chicago Hotel Collection Ambassador Gold Coast
"This hotel was a nightmare. When I arrived they said they could not find my reservation. However, they were still helping other guests. I had spoken to them a week prior and there were no issues with my reservation. Eventually they told me even if they could find my reservation they would be unable ..."
Reviewed on Sep 11, 2026
River Hotel
"This hotel was right across the street from the Riverwalk. I loved that amenity. The staff was friendly and helpful."
Reviewed on Sep 11, 2026
Stay near popular Lower West Side attractions
National Museum of Mexican Art
Radius - Chicago
Canalport Riverwalk Park
The Geraghty
St Pius Church
Mexican Fine Arts Center Museum
Chicago Art Department
Simone's
Things to do
