Uptown Holidays

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Where to stay in Uptown

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

Downtown Chicago

4 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 Grant Park 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 Uptown

Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €135 per night from 27 May to 28 May
€135
per night
27 May - 28 May
7.6/10 Good! (2,598 reviews)
"I don’t really write reviews for places I stay at but this one impressed me beyond my expectations. I planned this trip for my fiancé’s 30th birthday and the location and price of this hotel is the best you will find. Not too far away from everything, conveniently located transportation and so many ..."

Reviewed on 20 May 2024

Warwick Allerton - Chicago
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is €161 per night from 27 May to 28 May
€161
per night
27 May - 28 May
7.6/10 Good! (6,777 reviews)
"Looks like old antique hotel. It was quiet and felt very safe."

Reviewed on 21 May 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
The price is €174 per night from 27 May to 28 May
€174
per night
27 May - 28 May
8.6/10 Excellent! (2,887 reviews)
"Nice hotel and location"

Reviewed on 20 May 2024

River Hotel
See all 4,163 properties in Uptown
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.

Popular places to visit

Image for Montrose Beach

Montrose Beach

If a restful holiday is part of your travel plans, Montrose Beach might be the perfect place to visit during your trip to Chicago. Stroll along the lakeside or discover the area's sunrises.

Montrose Beach
Image for Lincoln Park

Lincoln Park

4.5/5(13 reviews)

Explore the great outdoors at Lincoln Park, a lovely green space in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

Lincoln Park
Image for Montrose Harbor

Montrose Harbor

Explore the waterfront in Chicago with a trip to Montrose Harbor. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.

Montrose Harbor
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.