A frozen river with a city skyline in the background.

Historic Hotels & Resorts in Uptown from AU$313

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Check availability on Uptown Historic Hotels

Our top choices for Uptown historic hotels

A large, historic building with a central courtyard surrounded by trees.

1. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,261 reviews)
"Great stay!"
United States
Alan
The price is AU$313
includes taxes & fees
24 Oct - 25 Oct
Hilton Chicago
The Intercontinental hotel facade with a large American flag and a floral display.

2. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,322 reviews)
"Great stay, perfect location would stay again"
United States
Kenan
The price is AU$467
includes taxes & fees
25 Oct - 26 Oct
InterContinental Chicago Magnificent Mile by IHG
A living room with a large arched window, a fireplace, and a sofa with patterned cushions.

3. Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Lakeview
9.8 out of 10, Exceptional, (21 reviews)
"Would definitely stay there again "
United States
Enrique
The price is AU$1,503
includes taxes & fees
13 Oct - 14 Oct
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
A large, multi-story building with a prominent stone facade and a distinctive triangular roof.

4. A quiet stay while you are away

A quiet stay while you are away
Oak Park
9.8 out of 10, Exceptional, (36 reviews)
"Excellent home! The neighborhood is great and the home has everything you need for a great stay. And if you have any questions, Jay is very good for getting back to you."
United States
Fred D.
A quiet stay while you are away
A modern kitchen with stainless steel appliances, a granite countertop, and a wine bottle.

5. Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Lakeview
9.0 out of 10, Wonderful, (15 reviews)
"We loved the location and the VRBO itself. Clean, stocked with essentials, and easy to communicate with!"
United States
Meaghan M.
The price is AU$1,503
includes taxes & fees
13 Oct - 14 Oct
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
A long dining table with chairs, overhead lighting, and a marble wall with a decorative ceiling.

6. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,669 reviews)
"My stay was very pleasant and the bed was very comfortable loved the location aswell"
United States
Gabriella
The price is AU$464
includes taxes & fees
25 Oct - 26 Oct
Palmer House a Hilton Hotel
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.
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Top Uptown Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"The property was very well maintained, and the staff was friendly and helpful. No complaints at all. However, I noticed on several occasions that food was being delivered by kitchen staff to rooms and the trays were uncovered. The public elevators were used and in my opinion that was very unsanitary. Other than that, everything was good."
beverly 4-night trip
Posted 2 hours ago
The Chicago Hotel Collection - Magnificent Mile

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.
How many historically relevant hotels will I find in Uptown?
In Uptown, there are 47 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 Aragon Entertainment Center. 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.

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