TOP Historic Hotels in The Loop, IL for 2026

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Our top choices for The Loop historic hotels

Hilton Chicago

Downtown Chicago

Ruben

₹29,894 total

includes taxes & fees

30 Jun - 1 Jul

InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Sabrina

₹25,445 total

includes taxes & fees

1 Jul - 2 Jul

Palmer House a Hilton Hotel

Downtown Chicago

Charles Otto

₹26,446 total

includes taxes & fees

7 Jul - 8 Jul

View all properties

Top The Loop Hotel Reviews

L7 Chicago by LOTTE

10/10 Excellent

"Beautiful views staff was great"

Hilton Chicago

6/10 Okay

"They were kind of rude about us wanting to carry our own luggage. Our “lake view” room we wanted was not lake view. It faced the other building and you could barely see the lake. Having a kid who wanted to swim, they had us on the 25th floor. And came to clean our room, they took all of our towels and gave us one new one for 3 ppl. We had to go find someone to get more towels. And we had to ask twice for more coffee cups. The lady in the gift shop was awesome! Probably the nicest person we ran into there! Parking is crazy expensive too. The grab and go place is insanely expensive for a quick grab place. No sauce or anything on the dry sandwiches."

Travelodge by Wyndham Downtown Chicago

8/10 Good

"Older hotel that needs some renovation, but the rooms were thoroughly cleaned each day, fresh towels, and linen, and a friendly staff. The rooms were large and roomy, and the bathrooms were spotless! The water pressure was very good and it had very hot hot water that did not run out, just the way I like it!"

Congress Plaza Hotel

6/10 Okay

"First, this is a historic hotel, and visitors should be aware that the rooms reflect the historic vibe. If you want modern, you need to stay down the street at the Hilton. The rooms were very cute and clean, and the tiling in the bathroom was beautiful. The hotel has a prime location with easy walking access to the Grant Park and Museum Campus areas. General maintenance could have been improved: 1) the room had obviously lost power at some point in the past, causing the mini fridge to thaw, leak, and damage the shelf on which it sat, and 2) the faucet in the bathtub dripped consistently and the shower drain was minorly clogged, preventing it from draining completely while the shower water was running. These were, however, very minor issues. My biggest issue was the noise. It's a historic building, but that doesn't mean it needs historic windows. The windows might as well have not existed for as much street noise as they managed to block out. I was grateful I traveled with earplugs, because if I hadn't, I would not have been able to sleep. Between sirens, engines reving, and people randomly screaming, if you're someone that needs quiet to sleep, this is not the place for you. It would also be nice to have modernized room AC units. Be aware that the units here cannot be adjusted in the room. All in all, a decent stay... But I doubt I'll be back unless they make a big announcement about new windows."

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Perfect proximity to the Riverwalk and downtown Chicago. We left our bags with the front desk on the morning of check-in, as we got there around 11 am. No more than 30 minutes later, the lovely receptionist called me and offered a discounted early check-in with an upgraded room. We pounced on the offer and checked in without a hitch. Our room was spectacular, lots of room and wonderful amenities. The bathroom was spacious and modern. Our view out of our long window was right out to the river and skyscrapers. It was a definite wow factor for us. Thank you so much for the comfortable and unforgettable stay."

Pendry Chicago

4/10 Poor

"We stayed at the Pendry Chicago for a week. The one time housekeeping cleaned our room they did a poor job, including not changing dirty glasses, removing and not replacing a bath mat, not refreshing tissues and toilet paper, and not fully cleaning the toilet. The next day we put a privacy sign on our door and left for the day. When we returned, the sign was on the inside of our door, clearly showing someone had entered the room without our consent. When we brought this up to management, we got the runaround and claims that security scan reports of our door showed only our entries. When I made clear that I had documentation of there being no housekeeping that day through texts with the hotel and receipts showing our absence for the full day and there was no longer any plausible deniability to be had, the security team admitted that a housekeeper had entered the room despite the privacy sign on the door. Later, they spoke to the employee, and told me their internal investigation showed an accidental entry, which makes no sense given the privacy sign on the outside of the door, the hanging of the sign on the inside of the door after entry, and the room not otherwise being touched. The only thing that makes sense is someone cased our room and decided there was nothing worth stealing, then hung the sign inside after it fell off the door. Also, the windows are thin and even earplugs don’t help with the street racing noise and sirens outside . Don’t recommend staying here."

Frequently asked questions

What should I expect on my historical trip to The Loop?

On holiday in The Loop, historians and history enthusiasts alike will likely want to visit the monuments. And while you're here, you can check out the acclaimed theatre scene and fascinating museums. You can also take time at the major shopping area in this vibrant area.

What's the best hotel in The Loop to learn about local history?

Based on our travel expertise, Palmer House a Hilton Hotel is a top historic hotel bookable on Expedia and it features a full-service spa. Cloud Gate is a short walk away. If you're interested in local history, another choice for your visit is Hilton Chicago.

How many historically relevant hotels will I find in The Loop?

The Loop has 514 hotels bookable on Expedia, including 3 hotels designated as historic or close to historic sites.

What are the most important historical sites and other places to visit in The Loop?

The Loop is notable for its monuments and landmarks like Chicago Cultural Center, Civic Opera House and Fine Arts Building. Known for its museums and art, cultural venues include Art Institute of Chicago, James M. Nederlander Theatre and Goodman Theater. Other popular sights include Michigan Avenue and Lake Michigan.

What is a historic hotel like in The Loop?

Historic hotels give guests the chance to stay in a place that's been recognised with a national historic designation. Historic hotels throughout the world can be stately homes, palaces or even lodges, old police stations or skyscrapers — as long as it's of special interest. These types of hotels in The Loop often preserve authentic characteristics like traditional architecture and period features in their public spaces or guestrooms.

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

They are quite similar. "Historic hotel" is a term often used in the US, while you'll often hear "heritage hotel" in Asia and Europe. Historic hotels tend to emphasise the architecture and building. Heritage hotels draw their meaning mainly from the cultural value and how it influenced the community.

Do historic hotels in The Loop have modern facilities?

Yes, efforts are made to preserve treasured traditions and historic facades, while interiors have safety features and modern conveniences. Tourists who book a stay should expect the popular amenities from a contemporary hotel such as private rooms with updated bathroom facilities, WiFi and more. Booking a historic hotel in The Loop doesn't mean you will stay in a place that's rundown or uncomfortable for guests.

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Change your mind

Treat yourself

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Check availability on The Loop Historic Hotels

Our top choices for The Loop historic hotels

Hilton Chicago

InterContinental Chicago Magnificent Mile by IHG

Palmer House a Hilton Hotel

Top The Loop Hotel Reviews

L7 Chicago by LOTTE

Hilton Chicago

Palmer House a Hilton Hotel

The Allegro Royal Sonesta Hotel Chicago Loop

Travelodge by Wyndham Downtown Chicago

Hyatt Place Chicago/Downtown - The Loop

Congress Plaza Hotel

The Royal Sonesta Chicago Downtown

Pendry Chicago

Frequently asked questions

Explore a world of travel with Expedia

Search Historic Hotels in The Loop

Change your mind

Treat yourself

Be picky

Check availability on The Loop Historic Hotels

Our top choices for The Loop historic hotels

Hilton Chicago

InterContinental Chicago Magnificent Mile by IHG

Palmer House a Hilton Hotel

Top The Loop Hotel Reviews

L7 Chicago by LOTTE

Frequently asked questions

Explore a world of travel with Expedia