
Douglas Vacations from $283
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Your Douglas Vacation
Make travel planning easier by locking in a vacation package to Douglas. We'll handle the small stuff, so you can focus on savoring everything this neighborhood has to offer. Wondering what to see and do during your trip to Douglas? Nearby attractions like Guaranteed Rate Field, Illinois Institute of Technology and Bridgeport Art Center are excellent places to start. No matter your travel goals or budget, booking your ideal Douglas vacation is easy with Expedia.
The Latest Douglas Vacation Packages

Arlo Chicago
Reviewed on Dec 22, 2025

Level Chicago – Old Town
Reviewed on Dec 14, 2025


The Drake
Reviewed on Dec 22, 2025

Fairmont Chicago at Millennium Park
Reviewed on Dec 23, 2025
Where to stay in Douglas

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.
Douglas Hotel Deals

Hilton Chicago/Magnificent Mile Suites
Room was warm Recommend softer toilet paper please
Reviewed on Dec 23, 2025

Palmer House a Hilton Hotel
Clean rooms, extremely friendly staff, onsite Starbucks, Lockwood restaurant was amazing, beautiful gathering area in the lounge. Close to all the Christmas must do’s. Decorated so so beautifully for Christmas!
Reviewed on Dec 24, 2025

Silversmith Hotel Chicago Downtown
Very friendly and helpful staff
Reviewed on Dec 23, 2025
Discover the most popular places to visit in Douglas

Illinois Institute of Technology
Walk around the campus at Illinois Institute of Technology during your visit to Chicago. Experience the fascinating museums and acclaimed theater scene in this vibrant area.

McCormick Tribune Center
You can find out about the history of Chicago when you stop by McCormick Tribune Center. Stroll along the lakeside or visit the notable monuments in this vibrant area.
Ida B Wells House
You can find out about the history of Chicago with a stop at Ida B Wells House. Amble around this vibrant area's lakeside or experience its fascinating museums.
Things to do

Chicago Bulls Basketball Game at United Center
























