Near East Side Vacations from $660
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Your Near East Side Vacation
Lock in a vacation package to Near East Side and get set to experience its nature, walking and views. However you're planning to spend your getaway in this lakeside neighborhood, there's no shortage of opportunities for both relaxation and adventure. Can't wait to sightsee during your trip to Near East Side? Make sure you check out nearby attractions such as Millennium Park, Willis Tower and Art Institute of Chicago. No matter your travel plans or budget, booking a perfect Near East Side vacation has never been easier with Expedia.
The Latest Near East Side Vacation Packages
Kimpton Gray Hotel by IHG
Reviewed on Sep 1, 2026
Trump International Hotel & Tower Chicago
Reviewed on Sep 2, 2026
Four Seasons Hotel Chicago
Reviewed on Sep 2, 2026
Hotel Riu Plaza Chicago
Reviewed on Sep 2, 2026
Where to stay in Near East 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.
Near East Side Hotel Deals
Swissotel - Chicago
Radisson Blu Aqua Hotel Chicago
"Spotlessly clean rooms and hotel facilities. Great happy hour libations and breakfast. Extremely accommodating and responsive staff. Bravo Radisson Blu Aqua Chicago"
Reviewed on Sep 2, 2026
Congress Plaza Hotel
"The room itself was small, but perfectly serviceable for a couple intending to spend more time in the city than the hotel room. The parking however was *extremely* expensive and was not in and out, so if we wanted to use the car we would have had to pay the parking again. There were no washcloths ..."
Reviewed on Sep 3, 2026
Stay near popular Near East Side attractions
Swissotel Chicago
Things to do
