Douglas Park Holidays

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Our guide on where to stay in Douglas Park

Find the best Douglas Park areas and neighborhoods for the activities you enjoy most. Learn more about Douglas Park
Downtown Chicago featuring a city

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Our pick of the best Douglas Park Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$276 per night from 14 Feb to 15 Feb
NZ$276
14 Feb - 15 Feb
includes taxes & fees
8/10 Very Good! (9,766 reviews)
Nice rooms. Everything is close by. Friendly and helpful staff

Reviewed on 12 Jan 2026

Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$317 per night from 1 Feb to 2 Feb
NZ$317
1 Feb - 2 Feb
includes taxes & fees
8.4/10 Very Good! (2,541 reviews)
Great staff, good location .

Reviewed on 14 Jan 2026

Hilton Chicago
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$164 per night from 25 Jan to 26 Jan
NZ$164
25 Jan - 26 Jan
includes taxes & fees
8.8/10 Excellent! (3,721 reviews)
The room was great nice and clean

Reviewed on 15 Jan 2026

Hilton Chicago/Magnificent Mile Suites
See all 4,874 properties in Douglas Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Douglas Park holiday package cost?
Perhaps less than you imagined — from a tempting , as a matter of fact! By bundling hotels, flights and car rentals into your own custom-made holiday package, your trip to Douglas Park is just clicks away.
How do I get a cheap travel package to Douglas Park?
Bundle your hotels and flights, add on extras such as activities or a rental car, and save with a Douglas Park holiday package. You won't just land impressive discounts on your trip — you'll have plenty of choice at your fingertips too. When you book through Expedia, you can choose from more than 550 airlines and 1 000 000 properties all over the world. Your next epic adventure starts right here, right now!
Where should I stay in Douglas Park?
With lots to explore in Douglas Park, we recommend you book a hotel near its attractions. University of Illinois Chicago, United Centre and Anna and Frederick Douglass Park are some interesting ones to put on your itinerary.
How far in advance should I book my Douglas Park holiday?
While not all air carriers release ticket prices early, it's usually possible to start comparing international fares on Expedia up to 12 months in advance. This is the time when you can score some fantastic deals. If you've left everything to the last minute, there's a chance you could get lucky. Sometimes the lowest prices appear just weeks before departure.
What does an Expedia Douglas Park travel package include?
That depends on what kind of getaway you have in the works. Douglas Park holiday deals can include hotels, flights and car rentals. You can mix and match to find the travel package that suits your budget and style. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking a Douglas Park travel package?
You can save a tidy sum by combining your hotels, airfares and rental cars. Once you've created your package, you can add on tours and activities. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a Douglas Park Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines globally. Our holiday packages give you the freedom to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Douglas Park holiday package?
You can cancel your Douglas Park booking if your plans have changed. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. It may be possible to cancel or change your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

Discover the most popular places to visit in Douglas Park

Wrigley Field which includes a city, central business district and a sporting event

Wrigley Field

4.5/5(21 reviews)

A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.

Wrigley Field
Navy Pier

Navy Pier

4.5/5(64 reviews)

One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.

Navy Pier
McCormick Place

McCormick Place

4.5/5(21 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place

Activities

Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

NZ$42
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Lineup with Capone and Dillinger!

Chicago Crime and Mob Bus Tour

NZ$84
per adult
92% of travellers recommend
Chicago Crime and Mob Bus Tour
Art Institute of Chicago

Art Institute of Chicago

NZ$69
per adult
92% of travellers recommend
Art Institute of Chicago
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.