Lower West Side Vacations from $587
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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
Kimpton Gray Hotel by IHG
Reviewed on Sep 1, 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.
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.
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.
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
"Room was clean with a view of the park and lake. Staff was helpful with questions on transportation. Hotel near many restaurants and places to visit."
Reviewed on Sep 1, 2026
The Chicago Hotel Collection Ambassador Gold Coast
Kasa Magnificent Mile Chicago
"I felt comfortable during my stay at Kasa. There was a lot of room space and having a balcony was great"
Reviewed on Sep 2, 2026
Stay near popular Lower West Side attractions
Radius - Chicago
Canalport Riverwalk Park
National Museum of Mexican Art
St Pius Church
The Geraghty
Mexican Fine Arts Center Museum
Chicago Art Department
Simone's
Things to do
