A street with outdoor seating, brick buildings, and signs for a barbershop and a restaurant.

Historic Hotels & Resorts in Old Town Chicago from AU$327

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Check availability on Old Town Chicago Historic Hotels

This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Old Town Chicago 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, (3,331 reviews)
"Great stay!"
United States
Alan
The price is AU$327
includes taxes & fees
30 Oct - 31 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, (3,339 reviews)
"Great stay, perfect location would stay again"
United States
Kenan
The price is AU$433
includes taxes & fees
31 Oct - 1 Nov
InterContinental Chicago Magnificent Mile by IHG
A modern kitchen with stainless steel appliances, a granite countertop, and a wine bottle.

3. 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, (16 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$1,540
includes taxes & fees
20 Oct - 21 Oct
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
A living room with a large arched window, a fireplace, and a sofa with patterned cushions.

4. 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$1,555
includes taxes & fees
8 Oct - 9 Oct
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
A long dining table with chairs, overhead lighting, and a marble wall with a decorative ceiling.

5. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,693 reviews)
"My stay was very pleasant and the bed was very comfortable loved the location aswell"
United States
Gabriella
The price is AU$370
includes taxes & fees
31 Oct - 1 Nov
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 Old Town Chicago Hotel Reviews

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"Older hotel. Everything seemed tight (room, hallways, elevator. Sometimes it takes a while for valet since the drivers had to manage two hotels, averaging around 10-15min. The staff were very friendly though. Would I stay here again? Probably not."
Choua 2-night trip
Posted 8 hours ago
Hotel Saint Clair- Magnificent Mile

Frequently asked questions

What should I expect on my historical trip to Old Town Chicago?
A trip to the sights with historical relevance in Old Town Chicago is likely number one on your sightseeing list. While you're here, you might want to visit the well-known zoo and major shopping area. You can also take some time in this walkable area to enjoy the scenic lakeside.
What's the best hotel in Old Town Chicago to be near historical sites?
Based on our travel expertise, Coach House with Heated Garage and Private Rooftop Deck is a top guest house on Expedia for those interested in history, and it features on-site laundry facilities and in-room kitchens. Merchandise Mart is a short 5-minute drive away.
How many historical hotels are there in Old Town Chicago?
Old Town Chicago is home to 46 hotels and other accommodation options bookable on Expedia though not many historic hotels to choose from.
What are the most important historical sites and other places in Old Town Chicago?
Landmarks like Henry Gerber House and House of Glunz in Old Town Chicago might be worth a visit. Cultural venues include Second City and Lighthouse ArtSpace Chicago. In the area, you'll also find Navy Pier and Wrigley Field.
What is a historic hotel like in Old Town Chicago?
By choosing a historic hotel, you can sleep in a place that has an officially recognised national historic designation. A palace, castle, grand home or even an old police station, pub, lodge or skyscraper can be considered a historic hotel provided that it has special significance. Traditional architecture and period features are often preserved within the guestrooms or public spaces of these historic hotels in Old Town Chicago, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. overall though the terms are similar. The building and architecture of historic hotels are generally the most significant aspect. For a heritage hotel, mainly, it's cultural value along with how it shaped the community.
Do historic hotels in Old Town Chicago have modern facilities?
Hotels have the safety features and modern conveniences you might expect, but every effort is made to preserve historic facades and treasured traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the usual amenities found in most hotels should be available at a historic hotel. Rest assured that when you choose a historic hotel in Old Town Chicago, you won't be staying at a place that's uncomfortable or rundown.

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