Historic Hotels & Resorts in Uptown from AU$299

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Check availability on Uptown Historic Hotels

Tonight
3 Aug - 4 Aug
Tomorrow
4 Aug - 5 Aug
Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug

Best Uptown Historic Hotels

InterContinental Chicago Magnificent Mile by IHG
Exterior

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (2160)
"Great location to stay!"
The price is AU$419
includes taxes & fees
1 Sept - 2 Sept
InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2038)
"Enjoyed our stay. Great location."
The price is AU$299
includes taxes & fees
2 Sept - 3 Sept
Hilton Chicago
Palmer House a Hilton Hotel
Ballroom

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1822)
"Nice place to stay"
The price is AU$353
includes taxes & fees
21 Aug - 22 Aug
Palmer House a Hilton Hotel
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Private kitchen

Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

9.0 out of 10, Wonderful, (14)
"We loved the location and the VRBO itself. Clean, stocked with essentials, and easy to communicate with!"
The price is AU$1,706
includes taxes & fees
11 Aug - 12 Aug
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Private kitchen

Wrigley Field Home Run 4 Bedroom, 2 Bathroom

9.6 out of 10, Exceptional, (18)
"Would definitely stay there again "
The price is AU$1,890
includes taxes & fees
2 Sept - 3 Sept
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
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.

Top Uptown Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"Beautiful gilded age feel. Long wait for elevators is my only complaint "
Justin 3-night trip
Posted 7 hours ago
Palmer House a Hilton Hotel

Frequently asked questions

What can I expect on my historical trip to Uptown?
You're likely already making plans to see the historically relevant sites during your trip to Uptown. You can also enjoy all there is to see and do including the theatres and live music.
What's the best accommodation in Uptown to absorb the local history?
Based on our travel expertise, The Guesthouse Hotel is a top 4-star hotel for history buffs booking on Expedia, and it features free WiFi and a fitness centre. Merchandise Mart is a short 10-minute drive away.
How many historically relevant hotels will I find in Uptown?
In Uptown, there are 50 hotels bookable on Expedia though not many historic hotels to choose from.
What are the most important historical sites and other places to visit in Uptown?
Uptown is notable for landmarks like Hutchinson Street Historic District. Cultural venues include Aragon Ballroom, Riviera Theatre and Pegasus Players. Lake Michigan is another popular sight to explore.
What is a historic hotel like in Uptown?
Historic hotels give guests the opportunity to stay in a building that has been officially recognised with a historic designation. Historic hotels throughout the world can take the form of palaces, castles, stately homes or even lodges, pubs or skyscrapers — any building that's been identified as being of special interest. These types of hotels in Uptown often preserve original elements such as period features or traditional architecture within the guestrooms or public spaces.
What is the difference between a historic hotel and a heritage hotel?
These are quite similar. The term "historic hotel" is more common in the U.S., whereas "heritage hotel" is common in Asia and Europe. Historic hotels tend to put more importance on the building and architecture itself. Mainly heritage hotels draw meaning from the cultural value that the place has and how it shaped the community.
Do historic hotels in Uptown have modern facilities?
Yes. Every effort is made to preserve treasured traditions and historic facades, while interiors have safety features and modern conveniences. Guests should expect the popular amenities from a contemporary hotel such as Smart TVs, WiFi and updated bathroom facilities. In Uptown, booking a historic hotel doesn't mean you will stay in a place that's rundown or uncomfortable for guests.