Near North Side Vacations from $477
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Your Near North Side Vacation
Your next escape beckons with a vacation package to Near North Side. Entertainment, relaxation and nonstop great times — you're sure to find it in this neighborhood. When it's time to get out and explore, you'll find a lot of popular attractions nearby including Millennium Park, Willis Tower and Art Institute of Chicago. Visit one, two or all during your trip to Near North Side. Stop dreaming and start doing. When you're ready to lock in your vacation to Near North Side, Expedia is here to help.
The Latest Near North Side Vacation Packages
Hotel Riu Plaza Chicago
Reviewed on Oct 16, 2026
Swissotel - Chicago
Reviewed on Oct 15, 2026
Where to stay in Near North 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 North Side Hotel Deals
The Chicago Hotel Collection - Magnificent Mile
"Great central Chicago location; everything was walkable from this great hotel."
Reviewed on Oct 16, 2026
The Chicago Hotel Collection Ambassador Gold Coast
"Room smelled so clean and fresh! Our room size was perfect for our stay. Staff was super nice and helped a lot. I did wish a microwave was available in the room. Location was great - nearby stores, cafes and a good bagel spot. Neighborhood was safe and secure. Would recommend the hotel for future ..."
Reviewed on Oct 16, 2026
The Wade
"Loved this trendy hotel. Great location, amenities, and service."
Reviewed on Oct 16, 2026
Stay near popular Near North Side attractions
Merchandise Mart
Water Tower Place
House of Blues Chicago
Chicago Water Tower
875 North Michigan Avenue
360 CHICAGO
Museum of Contemporary Art Chicago
Bally's Casino Chicago
Things to do
Wendella's 90-min Chicago River Architecture Tour
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
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