
Streeterville Holidays from AU$1,839
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Your Streeterville Holiday
Experience the best that Streeterville has to offer with a Streeterville holiday package. From its families and history to its culture and more, you'll quickly be won over by this lakeside neighbourhood. Wondering what to see and do during your trip to Streeterville? Nearby attractions such as Millennium Park, Willis Tower and Art Institute of Chicago are excellent places to start. Don't just wish for it — turn it into reality! Lock in your perfect Streeterville holiday with Expedia and experience travel your way.
Top Holiday Package Deals in Streeterville

Hilton Garden Inn Chicago Downtown South Loop
Reviewed on 16 Aug. 2025

The Royal Sonesta Chicago River North
Reviewed on 18 Aug. 2025

Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Reviewed on 14 Aug. 2025

The Allegro Royal Sonesta Hotel Chicago Loop
Reviewed on 18 Aug. 2025

Hotel Felix River North/Magnificent Mile
Reviewed on 17 Aug. 2025
Our guide on where to stay in Streeterville

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.
Our pick of the best Streeterville Hotel Deals

The Wade
Reviewed on 15 Aug. 2025

Hilton Chicago/Magnificent Mile Suites
Reviewed on 17 Aug. 2025

The Whitehall Hotel, BW Premier Collection
Reviewed on 16 Aug. 2025
Frequently asked questions
Discover the most popular places to visit in Streeterville

Water Tower Place
Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.

John Hancock Center
You can find out about the history of Chicago when you stop by John Hancock Center. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.
360 CHICAGO
You can learn about the history of Chicago with a visit to 360 CHICAGO. Amble around this vibrant area's riverfront or experience its entertainment choices.
Activities

Wendella's 90-min Chicago River Architecture Tour
