Near West Side Vacations from $475
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Your Near West Side Vacation
Organizing your next getaway just got a whole lot easier with a vacation package to Near West Side. Enjoy all this neighborhood has to offer while making nice memories you won't forget. When it's time to sightsee, you'll find lots of top attractions nearby including University of Illinois Chicago, United Center and Anna and Frederick Douglass Park. Visit one, two or more during your trip to Near West Side. Stop daydreaming and start doing. When you're ready to book your dream vacation to Near West Side, Expedia will help get you there.
The Latest Near West Side Vacation Packages
Where to stay in Near 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.
Near West Side Hotel Deals
Crowne Plaza Chicago West Loop by IHG
"The room was very clean and the view beautiful. The staff were super friendly and helpful. Had a wonderful stay. 👍"
Reviewed on Sep 16, 2026
Holiday Inn & Suites Chicago - Downtown by IHG
LIVN - West Loop Chicago
"very clean and secure. Lou Marinelli's next door was great for breakfast"
Reviewed on Sep 16, 2026
Stay near popular Near West Side attractions
United Center
University of Illinois Chicago
Union Park
Credit Union 1 Arena
The Old Post Office
Old St Patrick’s Church
City Winery
Jane Addams' Hull-House Museum
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
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