Lower West Side Vacations from $396
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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
The Wade
Reviewed on Sep 8, 2026
Hotel Riu Plaza Chicago
Reviewed on Sep 8, 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
"I loved the location. It was perfect for seeing the city sights and getting to them on public transit.. I thought the front desk was unwelcoming and acted I different to concerns. Other staff were appropriately accommodating and helpful."
Reviewed on Sep 8, 2026
The Chicago Hotel Collection Ambassador Gold Coast
"I stayed there two nights the first night we checked in at 11 PM and we had no air conditioning and we didn’t realize it until about 2 AM. We were sweating., I could not sleep all night. The next day they got the air fixed and the ceiling. It was so sickening. It was peeling and almost looked like ..."
Reviewed on Sep 8, 2026
Kasa Magnificent Mile Chicago
"Great spot!"
Reviewed on Sep 7, 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
