Douglas Holidays

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    Better together
    Save up to S$120 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Where to stay in Douglas

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

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Top hotels in Douglas

River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$178 per night from 27 Oct to 28 Oct
S$178
per night
27 Oct - 28 Oct
8.6/10 Excellent! (3,418 reviews)
"Helpful staff and great location"

Reviewed on 25 Sep,2024

River Hotel
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 S$206 per night from 1 Oct to 2 Oct
S$206
per night
1 Oct - 2 Oct
7.6/10 Good! (7,878 reviews)
"Need better air conditioning other than that great experience"

Reviewed on 26 Sep,2024

Congress Plaza Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$286 per night from 27 Oct to 28 Oct
S$286
per night
27 Oct - 28 Oct
8.6/10 Excellent! (2,587 reviews)
"Shower not draining. Engineering came to take care of it. Put the do not disturb sign on my door. Room does not get serviced. Black out pull down shade got stuck. Minor issues."

Reviewed on 26 Sep,2024

Eurostars Magnificent Mile
See all 3,803 properties in Douglas
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 holiday package cost?
Tailor make your Douglas holiday package from as little as . Pick from any combination of hotels, flights and rental cars to craft the escape you’ve been dreaming of. Remember to add on a few experiences or activities!
How do I get a cheap travel package to Douglas?
It’s easy. Just bundle. Hotels, rental cars and flights — combine whatever you need into a Douglas holiday package and save. Score even more discounts when you include extras such as experiences or tours to your booking. But that’s not the only impressive part. You have the freedom to tailor your trip your way. We offer over 550 airlines and 1,000,000 hotel options globally, so that everyone has an opportunity to travel and live out those holiday dreams.
Where should I stay in Douglas?
Urban explorers come from near and far to experience University of Chicago and Chicago Museum of Science and Industry in Douglas. Book yourself a room close to these popular attractions to make sightseeing easy.
What are the top hotels in Douglas?
Get your trip off to a flying start by booking a stay at Mccormick Place Guest House. It’s one of most popular properties in Douglas. Another leading option is Villa Dubois Guest House.
How far in advance should I book my Douglas holiday?
It can be difficult to know exactly when the best time is to book your Douglas holiday. But generally the earlier you book, the cheaper the prices. In some cases, you can lock in your flights and hotels up to a year prior to departure. If you’re considering a last-minute getaway, no need to fret! There are terrific deals popping up on Expedia every day.
What does an Expedia Douglas travel package include?
Flights, hotels and a shiny set of wheels for all your road trip adventures. Simply pick and choose your preferred bundle and get access to great discounts. Once you’ve made your booking, add on a couple of tours and experiences and watch your savings stack up. When it comes to crafting your Douglas trip, you’re in control!
What should I know before booking a Douglas travel package?
Booking all the parts of your trip together is an excellent way to save. Bundle your car rentals, airfares and hotels into a neat little package. But hotels aren’t your only option. Expedia features all sorts of properties, including holiday rentals such as beachside villas and spacious residences. You’ve got loads of choices!
Can I choose my airline with a Douglas Expedia holiday package?
Yes, you can. We have more than 550 partner airlines all over the world, so choose the carrier that’s a good fit for your travel needs.
If I'm not able to travel, can I cancel my Douglas holiday package?
Yes, you can. We get that things don’t always go to plan, so we’re here to help if you have to make changes to your Douglas holiday package. You may be able to cancel or change your itinerary for free if you’ve booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.

Popular places to visit

Image for Illinois Institute of Technology

Illinois Institute of Technology

Explore the campus of Illinois Institute of Technology as part of your travels around Chicago. Experience the acclaimed theatre scene and fascinating museums in this vibrant area.

Illinois Institute of Technology
Image for McCormick Tribune Center

McCormick Tribune Center

You can find out about the history of Chicago with a visit to McCormick Tribune Center. Stroll along the lakeside or visit the notable monuments in this vibrant area.

McCormick Tribune Center
Image for Ida B Wells House

Ida B Wells House

You can find out about the history of Chicago with a visit to Ida B Wells House. Amble around this vibrant area's lakeside or experience its fascinating museums.

Ida B Wells House

Things to do

Image for Private Chicago 6-Hour Boat Tour with Captain

Private Chicago 6-Hour Boat Tour with Captain

S$2,832
Per adult
Private Chicago 6-Hour Boat Tour with Captain
Image for Flyover in Chicago

Flyover in Chicago

S$36
Per adult
96% of travellers recommend
Flyover in Chicago
Image for Architecture River Tour from Navy Pier

Architecture River Tour from Navy Pier

S$70
Per adult
94% of travellers recommend
Architecture River Tour from Navy Pier
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.