Title: Book the Best HISTORIC Hotels in Streeterville in 2026 | Expedia.ca

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![Navy Pier which includes wild flowers and general coastal views as well as a couple](https://images.trvl-media.com/place/6069215/5854ad1a-e5a8-41d6-a235-77f0217d4701.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6069215/5854ad1a-e5a8-41d6-a235-77f0217d4701.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Streeterville Historic Hotels

Tonight

[Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2026-02-06&endDate=2026-02-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 7 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2026-02-07&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Streeterville historic hotels

![Reception](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/01c93cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/1c7b677d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/8318473d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palmer House a Hilton Hotel

[](https://www.expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information)

Downtown Chicago

8.6/10

Excellent

(2,280 reviews)

"Excellent stay, we loved it "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melani

CA $184

CA $251 total

includes taxes & fees

Feb 21 - Feb 22

[](https://www.expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/51496272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/759e1c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/f870c67c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![City view](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/cc6c963b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### InterContinental Chicago Magnificent Mile by IHG

[](https://www.expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information)

Downtown Chicago

9.2/10

Wonderful

(2,795 reviews)

"Amazing place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

victor

CA $220

CA $302 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/w953h720x163y0-0c76a558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/cf096b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/64fce148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/699e81d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A quiet stay while you are away

[](https://www.expedia.ca/Chicago-Hotels-A-Quiet-Stay-While-You-Are-Away.h49092456.Hotel-Information)

Oak Park

9.8/10

Exceptional

(34 reviews)

"great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

matt R.

CA $105

CA $296 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Chicago-Hotels-A-Quiet-Stay-While-You-Are-Away.h49092456.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/3c71ed9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/73f8ab11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/a0078d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/d3d80bf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

[](https://www.expedia.ca/Chicago-Hotels-Featured-On-The-Travel-Channel.h35179280.Hotel-Information)

Lakeview

9.0/10

Wonderful

(15 reviews)

"The apartment is literally across the street from the ballpark. Very clean, easy to check in, big space, everything we needed was there, couldn't have asked for more."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

vince h.

CA $655

CA $1,478 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Chicago-Hotels-Featured-On-The-Travel-Channel.h35179280.Hotel-Information)

![Fireplace](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/db5aefbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/59f4093c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/57dfa3ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/66d4fb68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wrigley Field Home Run 4 Bedroom, 2 Bathroom

[](https://www.expedia.ca/Chicago-Hotels-Gorgeous-4-Bedroom-With-Pool-Table-Steps-From-Wrigley-Field-Sleeps-9.h34821849.Hotel-Information)

Lakeview

9.6/10

Exceptional

(20 reviews)

"Would definitely stay there again "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Enrique

CA $655

CA $1,478 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Chicago-Hotels-Gorgeous-4-Bedroom-With-Pool-Table-Steps-From-Wrigley-Field-Sleeps-9.h34821849.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/b5bf3aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/bbeef356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/f2c5642d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Chicago

[](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information)

Downtown Chicago

8.4/10

Very good

(2,608 reviews)

"The room was clean and the staff was very friendly."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrea

CA $189

CA $263 total

includes taxes & fees

Feb 28 - Mar 1

[](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21&regionId=6130109&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true)

## Top Streeterville Hotel Reviews

![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg)

### DoubleTree by Hilton Chicago - Magnificent Mile

10/10 Excellent

"Awesome quite hotel beds are amazing great location "

[](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information)

![Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical](https://images.trvl-media.com/lodging/1000000/30000/26000/25929/4e2c019f_y.jpg)

### Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent

"Absolutely stunning views as stated, very clean. Overall my go to place for any future stays in Chicago!"

[](https://expedia.ca/Chicago-Hotels-Sonesta-ES-Suites-Chicago-Downtown.h25929.Hotel-Information)

![Hotel Saint Clair- Magnificent Mile](https://images.trvl-media.com/lodging/1000000/50000/50000/49985/2489547a_y.jpg)

### Hotel Saint Clair- Magnificent Mile

10/10 Excellent

"friendly staff, clean room"

[](https://expedia.ca/Chicago-Hotels-The-St-Clair-Hotel-Magnificent-Mile.h49985.Hotel-Information)

![The Whitehall Hotel, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg)

### The Whitehall Hotel, BW Premier Collection

10/10 Excellent

"Great location, the room was nice and the breakfast was good. Overall great value for this property"

[](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information)

![Embassy Suites by Hilton Chicago Downtown Magnificent Mile](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/da498d1e_y.jpg)

### Embassy Suites by Hilton Chicago Downtown Magnificent Mile

10/10 Excellent

"Everything was perfect "

[](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information)

![Courtyard by Marriott Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/529d8be8_y.jpg)

### Courtyard by Marriott Chicago Magnificent Mile

10/10 Excellent

"I had a beautiful stay at Courtyard Marriot/MM Chicago. The room was clean, staff courteous and accommodating. The amenities were excellent. Shout out to bartender, Leo at GastoPub!!💕💕 I would most definitely book here again!!"

[](https://expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information)

![Hyatt Centric Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/w3837h2249x3y0-2724cf53_y.jpg)

### Hyatt Centric Chicago Magnificent Mile

10/10 Excellent

"The room was comfortable and clean but the location next to Northwestern Hospital made it a perfect place to stay if you have someone at the hospital."

[](https://expedia.ca/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information)

![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862_y.jpg)

### The Peninsula Chicago

10/10 Excellent

"The amenities and staff are top tier!!!"

[](https://expedia.ca/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information)

![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg)

### Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"Every thing was excellent and the staff too"

[](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information)

## Frequently asked questions

### What can a history enthusiast expect from a trip to Streeterville?

### How many historically relevant hotels will I find in Streeterville?

### What are the top historical places and other sights in Streeterville?

### What is a historic hotel like in Streeterville?

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

### Do historic hotels in Streeterville have modern facilities?

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- [Hotels with Free Breakfast in Magnificent Mile ](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Hotels-With-Free-Breakfast.0-n800025-0-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels)
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- [The Peninsula Group Hotels in Magnificent Mile ](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-The-Peninsula-Group.0-n800025-0--bThePeninsulaGroup.Travel-Guide-Filter-Hotels)
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- [Visit Downtown Chicago ](https://www.expedia.ca/Chicago-Downtown-Chicago.dx6350699)
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- [Alamo Rent A Car Rental Cars in Magnificent Mile ](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Magnificent-Mile.d800025-c6.Car-Rental-Guide-Suppliers)
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