Uptown Hotels, Chicago

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Our top choices for Uptown hotels

The Guesthouse Hotel

The Guesthouse Hotel
4.0 star property
Uptown
9.8 out of 10, Exceptional, (392 reviews)
"Absolutely beautiful property. Lovely views. Spacious apartments with everything you could need. One of our favorite places we have stayed."
United States
Shawna
The price is AU$379
includes taxes & fees
26 Apr - 27 Apr
The Guesthouse Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 9.7 km from Uptown
8.6 out of 10, Excellent, (2,407 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
The price is AU$347
includes taxes & fees
8 May - 9 May
Palmer House a Hilton Hotel

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 9.3 km from Uptown
9.4 out of 10, Exceptional, (2,087 reviews)
"Great location! Loved staying here"
United States
Nicole
The price is AU$276
includes taxes & fees
26 Apr - 27 Apr
Arlo Chicago

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 8.3 km from Uptown
8.4 out of 10, Very good, (564 reviews)
"Very nice hotel and nice staff"
United States
Keimon
The price is AU$137
includes taxes & fees
26 Apr - 27 Apr
FOUND Hotel Chicago River North

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 9.3 km from Uptown
9.4 out of 10, Exceptional, (2,461 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
United States
Christopher
The price is AU$461
includes taxes & fees
30 Apr - 1 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 9.1 km from Uptown
9.6 out of 10, Exceptional, (3,954 reviews)
"Great hotel, clean an super friendly staff.. would recommend"
United Kingdom
Joel
The price is AU$237
includes taxes & fees
26 Apr - 27 Apr
L7 Chicago by LOTTE

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 8.4 km from Uptown
9.4 out of 10, Exceptional, (3,933 reviews)
"Enjoyed the stay"
United States
Adam
The price is AU$250
includes taxes & fees
26 Apr - 27 Apr
Hotel Riu Plaza Chicago

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 7 km from Uptown
8.2 out of 10, Very good, (1,379 reviews)
"This hotel is superb value and I will definitely return"
United Kingdom
Andrew
The price is AU$215
includes taxes & fees
26 Apr - 27 Apr
The Chicago Hotel Collection Ambassador Gold Coast

River Hotel

River Hotel
4.0 star property
The Loop, 9 km from Uptown
8.8 out of 10, Excellent, (5,115 reviews)
"Really good location "
United States
Amanda
The price is AU$208
includes taxes & fees
27 Apr - 28 Apr
River Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 10.4 km from Uptown
8.0 out of 10, Very good, (10,167 reviews)
"Perfect location and views!"
United States
Angel
The price is AU$189
includes taxes & fees
26 Apr - 27 Apr
Congress Plaza Hotel

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 9.6 km from Uptown
9.2 out of 10, Wonderful, (2,237 reviews)
"Great stay!"
United States
Jessica
The price is AU$238
includes taxes & fees
26 Apr - 27 Apr
Silversmith Hotel Chicago Downtown

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Uptown
8.6 out of 10, Excellent, (2,745 reviews)
"We love staying here "
United States
Carrie
The price is AU$372
includes taxes & fees
8 May - 9 May
Hilton Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 8.5 km from Uptown
8.6 out of 10, Excellent, (3,194 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is AU$182
includes taxes & fees
26 Apr - 27 Apr
Aloft Chicago Mag Mile

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 11 km from Uptown
8.8 out of 10, Excellent, (1,954 reviews)
"Easy check in and clean rooms, comfortable beds and easy access to everything downtown."
United States
Megan
The price is AU$225
includes taxes & fees
26 Apr - 27 Apr
Hilton Garden Inn Chicago Downtown South Loop

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 9 km from Uptown
9.4 out of 10, Exceptional, (3,654 reviews)
"One of the best hotels to stay. "
United States
Julamad
The price is AU$381
includes taxes & fees
8 May - 9 May
LondonHouse Chicago, Curio Collection by Hilton

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 9 km from Uptown
9.4 out of 10, Exceptional, (3,396 reviews)
"The whole stay was amazing, the room, they view breathtaking, the location was perfect for our stay. We will definitely book again on our next trip to Chicago."
United States
Gerad
The price is AU$289
includes taxes & fees
26 Apr - 27 Apr
The Royal Sonesta Chicago Downtown

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 9.1 km from Uptown
9.4 out of 10, Exceptional, (3,491 reviews)
"Food and everything else was excellent "
United States
Brett
The price is AU$426
includes taxes & fees
9 May - 10 May
Hyatt Regency Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 9.8 km from Uptown
8.8 out of 10, Excellent, (3,461 reviews)
"Would stay here again !"
United States
Joseph
The price is AU$195
includes taxes & fees
26 Apr - 27 Apr
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 9 km from Uptown
8.8 out of 10, Excellent, (2,208 reviews)
"Perfect location great room for the price "
United States
Lisa
The price is AU$212
includes taxes & fees
30 Apr - 1 May
Club Quarters Hotel Wacker at Michigan, Chicago

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 9.4 km from Uptown
9.4 out of 10, Exceptional, (1,045 reviews)
"Lots of places to eat and shop nearby"
United States
Analicia
The price is AU$264
includes taxes & fees
10 May - 11 May
Staypineapple, An Iconic Hotel, The Loop
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.

Our guide on where to stay in Uptown

Find the best Uptown areas for the activities you enjoy most.

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.

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

The Loop

Striking architecture, urban park space and countless entertainment options all make The Loop one of the most memorable spots in the city.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top Uptown Hotel Reviews

Frequently asked questions

What's it like in Uptown?
Uptown is a neighbourhood that travellers like for its theatres, live music and lake views. Looking for sights you might find in a travel guide about Uptown? Consider a visit to Lake Michigan while you're in the neighbourhood.
Where is the best place to stay in Uptown?
Based on Expedia customer reviews, The Guesthouse Hotel is the highest ranked property in Uptown. This hotel offers private balconies and a fitness centre.
How many hotels will I be able to find in the Uptown area?
If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 45 Uptown hotels and other accommodation options to choose from.
If I need to cancel my hotel reservation in Uptown, will I receive a refund?
Yes! Most hotel bookings are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and be given a refund within 24 hours of booking. Add dates, click "Search", then you can use the "fully refundable" filter to get the top deals on offer in Uptown.
What are the top things to see and do in Uptown?
Spend some time exploring the great outdoors at Lake Michigan, Lincoln Park and Challenger Park. Aragon Ballroom and Riviera Theatre are some other stops worth a visit in the neighbourhood. Wrigley Field, Pegasus Players and Aragon Entertainment Center are just a few of the places to visit in and around Uptown. While you're out sightseeing in Chicago, make sure that you visit other sights such as About Face Theater or Hutchinson Street Historic District.
How can I get around Uptown and the greater Chicago area?
If you want to see more of the city, Wilson Station is the closest metro stop. Others nearby include Lawrence Station and Argyle Station. If you want to head out of town, you can hop aboard a train at Chicago Ravenswood Station.

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