The Best Historic Hotels in Hillside, IL from NT$8,961 in 2026

A lush green valley with a winding road, steep mountains, and a misty atmosphere.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Hillside Historic Hotels

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Hillside historic hotels

Premium bedding, pillowtop beds, in-room safe, desk

1. Hilton Chicago

Downtown Chicago

Alan

NT$6,750

NT$8,961 total

includes taxes & fees

Sep 27 - Sep 28

2. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Darryl Halbert

NT$8,919

NT$11,720 total

includes taxes & fees

Sep 20 - Sep 21

3. Palmer House a Hilton Hotel

Downtown Chicago

Gabriella

NT$9,001

NT$11,650 total

includes taxes & fees

Oct 3 - Oct 4

View all properties

Top Hillside Hotel Reviews

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

8/10 Good

"There were a couple of things about this hotel that threw me for a loop (no in room coffee machine -- but plenty of coffee at the bar with choice of skim, half and half and cream; you first encounter the bar versus the registration area), but I would definitely stay here again, and for that I compliment the staff. Fatima greeted us at check in and immediately noticed my daughter had mobility issues and offered to change our room for an accessible one. Since this was my first overnight trip with my daughter I hadn't even thought of that! I appreciated that she saw a way to make our stay better and made it happen. Fatima also always had a smile on her face when we saw her and was always ready to answer any question. I didn't get the name of the doorman we interacted with the most (but I did get a photo with him!), which I regret. He was an older many who worked day shift and he touched my heart when he stayed by my daughter while I went to get our car from the parking garage. He didn't have to do that. The people definitely made this staff wonderful!"

Travelodge by Wyndham Downtown Chicago

8/10 Good

"The hotel was pretty outdated and there was a really bad smell in the bathroom the whole time. The beds were clean though and the staff was helpful. Needs some improvement but was okay for 2 nights! The location is great though!!!"

Eurostars Magnificent Mile

10/10 Excellent

"The room was amazing, I booked a king room and got upgraded to a king suite, it was stunning! The views, the room, the service… 100/10!"

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"The hotel staff are incredibly helpful. The room is updated and very clean. The room fees are higher here than most hotels though."

L7 Chicago by LOTTE

10/10 Excellent

"Nice hotel in heart of city"

River Hotel

8/10 Good

"Great location!"

The Wade

10/10 Excellent

"."

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent

"The staff is fantastic, everyone was kind and helpful. The rooms were clean and met all expectations."

Hotel Saint Clair- Magnificent Mile

10/10 Excellent

"Elevator situation is not the best but it was a good stay for Lollapalooza"

Frequently asked questions

What should a history buff expect from a stay in Hillside?

You're already probably planning a visit to sights of historical relevance while you're staying in Hillside. While you're here, you can visit the shops and forests. And also relish a stop at the top-notch restaurants in this relaxing area.

How many historical hotels are located in Hillside?

In Hillside, you'll find 5 lodging options bookable on Expedia but not many designated as historic hotels.

What are the top historical sites and other places in Hillside?

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

What is a historic hotel like in Hillside?

By choosing a historic hotel, you 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 provided that it's a place of special interest. Traditional architecture and period features are often found in the public spaces and guestrooms of such hotels in Hillside, bringing the history to life.

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

"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is more common in the U.S. but overall the terms are quite similar. The architecture and building of historic hotels are generally what's most significant. For a heritage hotel, mainly, it's cultural value and how it influenced the community.

Do historic hotels in Hillside have modern facilities?

Hotel interiors feature the modern conveniences and safety features you expect to find, while every effort is made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities, and the popular amenities found in any hotel will be available in a historic hotel. Rest assured that when you select a historic hotel in Hillside, you won't find yourself staying at a place that is rundown or uncomfortable.

Explore a world of travel with Expedia

Book Historic Hotels in Hillside on Expedia.com

Find Historic Hotels in Hillside, IL

Change your mind

Treat yourself

Be picky

Check availability on Hillside Historic Hotels

Our top choices for Hillside historic hotels

1. Hilton Chicago

2. InterContinental Chicago Magnificent Mile by IHG

3. Palmer House a Hilton Hotel

Top Hillside Hotel Reviews

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Travelodge by Wyndham Downtown Chicago

Eurostars Magnificent Mile

InterContinental Chicago Magnificent Mile by IHG

L7 Chicago by LOTTE

River Hotel

The Wade

Hampton Inn Chicago Downtown/Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Frequently asked questions

Explore a world of travel with Expedia