Book the Best HISTORIC Hotels in Countryside in 2026

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Our top choices for Countryside historic hotels

1. Hilton Chicago

Downtown Chicago

Konner

CA $235

CA $320 total

includes taxes & fees

Sep 8 - Sep 9

2. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Anfal

CA $311

CA $419 total

includes taxes & fees

Sep 7 - Sep 8

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

Lakeview

vince h.

CA $664

CA $1,522 total

includes taxes & fees

Sep 7 - Sep 8

4. Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Lakeview

Enrique

CA $664

CA $1,522 total

includes taxes & fees

Sep 7 - Sep 8

5. Palmer House a Hilton Hotel

Downtown Chicago

CA $202

CA $326 total

includes taxes & fees

Sep 9 - Sep 10

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Top Countryside Hotel Reviews

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Everything was amazing"

Hilton Chicago

10/10 Excellent

"I was upgraded to a larger room with amazing views upon request for my birthday weekend stay ! All of the staff were friendly and professional and Willie with housekeeping was especially helpful getting me an extra blanket and making some local recommendations for food and attractions. He was very kind and a real asset to the hotel staff . My server Juan in the 720 restaurant was also very nice . The breakfast buffet was excellent, a little pricey but includes all drinks including fresh OJ . The bacon and pancakes were delicious. I didn’t try the other restaurant Kittys . Only the rooms facing the street have views so keep that in mind when booking a room otherwise you’ll be facing a wall . The rooms are clean and beds are pretty comfortable . All in all a very good stay"

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Amazing hotel ! Was in the midst of everything and the staff was extremely helpful and even upgraded our room! Would definitely book again"

Warwick Allerton - Chicago

10/10 Excellent

"Great location! Excellent staff, clean room."

Congress Plaza Hotel

10/10 Excellent

"Room was clean with a view of the park and lake. Staff was helpful with questions on transportation. Hotel near many restaurants and places to visit."

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"This place was amazing"

Hilton Chicago O'Hare Airport

10/10 Excellent

"The convenience factor was most important to us which was perfect. The staff was friendly. The room was clean and neat. Restaurant on site off the lobby. If I could change one thing… Large, heavy roller bags do not operate easily on the thick carpet to the elevators."

Fairmont Chicago at Millennium Park

10/10 Excellent

"Very"

Frequently asked questions

What can a history buff expect from a stay in Countryside?

You'll probably want to seek out the historically relevant sites during your trip to Countryside. During your stay, you can visit the shops and restaurants.

How many historical hotels will I find in Countryside?

Countryside is home to 2 hotels and other accommodations bookable on Expedia but not many designated as historic hotels.

What are the must-see historical sites and other places to visit in Countryside?

Notable places to visit in the wider area include Soldier Field, Navy Pier, and Wrigley Field. Additionally, in the area you'll find United Center and Michigan Avenue.

What is a historic hotel like in Countryside?

Guests who book a historic hotel can spend a night or two in a place that has an officially recognized historic designation. A castle, a palace or even a pub or an old police station can be turned into a historic hotel as long as it's a place of special interest. Traditional architecture and period features are typically preserved in the public spaces and guestrooms of such hotels in Countryside, bringing the history to life.

What is the difference between a historic hotel and a heritage hotel?

"Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is more common in the U.S. overall though the terms are similar. The architecture and actual building of a historic hotel is generally what's most important. For a heritage hotel, often it's the cultural value along with how it inspired the community.

Do historic hotels in Countryside have modern facilities?

Hotels have the safety features and modern conveniences you might expect, while every effort is made to preserve historic facades and treasured traditions. Smart TVs, WiFi, updated bathroom facilities, and the normal amenities found at a contemporary hotel should be available at a historic hotel. Rest assured that when you select a historic hotel in Countryside, you won't be staying at a place that is rundown or uncomfortable.

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Book Historic Hotels in Countryside on Expedia.com

Find Historic Hotels in Countryside, IL from CA $320

Change your mind

Treat yourself

Be picky

Check availability on Countryside Historic Hotels

Our top choices for Countryside historic hotels

1. Hilton Chicago

2. InterContinental Chicago Magnificent Mile by IHG

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

4. Wrigley Field Home Run 4 Bedroom, 2 Bathroom

5. Palmer House a Hilton Hotel

Top Countryside Hotel Reviews

InterContinental Chicago Magnificent Mile by IHG

Hilton Chicago

The Royal Sonesta Chicago Downtown

Warwick Allerton - Chicago

Congress Plaza Hotel

The Chicago Hotel Collection - Magnificent Mile

Hilton Chicago O'Hare Airport

Fairmont Chicago at Millennium Park

Frequently asked questions

Explore a world of travel with Expedia