Title: Book the Best HISTORIC Hotels in Streeterville in 2025 | Expedia.ca [Streeterville Travel Guide](https://expedia.ca/Chicago-Streeterville.dx6130109)[Vacation Rentals in Chicago](https://expedia.ca/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Streeterville Car Rentals](https://expedia.ca/Car-Rentals-In-Streeterville.d6130109.Car-Rental-Guide)[Streeterville Vacations](https://expedia.ca/Streeterville.d6130109.Destination-Travel-Guides) ![Navy Pier featuring rides and a sunset](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54738-Navy-Pier-Chicago.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Streeterville, IL from CA $188 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Streeterville Historic Hotels Tonight [Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2025-09-24&endDate=2025-09-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2025-09-25&endDate=2025-09-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Streeterville Historic Hotels ![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/bbeef356.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) ![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 Downtown Chicago 8.4/10 Very good (2216) "Amazing stay and great location…" CA $274 CA $362 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/aaad0ec5.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) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palmer House a Hilton Hotel Downtown Chicago 8.4/10 Very good (1985) "Wonderful historic property, we loved our stay in this beautiful hotel" CA $299 CA $385 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/35cb1bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/42397db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/6aceeeea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/fcdb86cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### InterContinental Chicago Magnificent Mile by IHG Downtown Chicago 9.0/10 Wonderful (2430) "Great stay " CA $414 CA $530 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/10000/9200/9186/c3e40006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/10000/9200/9186/b910c9d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/10000/9200/9186/acaa7b12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room | Courtyard view](https://images.trvl-media.com/lodging/1000000/10000/9200/9186/5ad45e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carleton of Oak Park Oak Park 9.0/10 Wonderful (1031) " the facility was excellent ...........hope to stay there in the future!" CA $169 CA $188 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Chicago-Hotels-Carleton-Of-Oak-Park.h9186.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/10200/10101/637a897b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/10200/10101/39661b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/10200/10101/08257068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/10200/10101/b9f313ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renaissance Chicago Glenview Suites Hotel Glenview 8.8/10 Excellent (1004) "Lovely and unique hotel! Great price for beautiful, clean, conveniently located hotel. " CA $198 CA $224 total includes taxes & fees Oct 3 - Oct 4 [](https://www.expedia.ca/Chicago-Hotels-Renaissance-Chicago-Glenview-Suites-Hotel.h10101.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/ed8d4a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/83dc9e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/d1a40a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A quiet stay while you are away Oak Park 9.8/10 Exceptional (32) "We stayed a few nights and everything was nice and clean. Thank you!" CA $81 CA $266 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Chicago-Hotels-A-Quiet-Stay-While-You-Are-Away.h49092456.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106890000/106887100/106887100/b74c585b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106890000/106887100/106887100/9842ef3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106890000/106887100/106887100/b85d7640.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106890000/106887100/106887100/w1272h915x0y0-eaa5285d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 BR • Theater Room • Gym • Walk to Lincoln Park! Lincoln Park 9.8/10 Exceptional (15) "This place was great! In a really nice area of Chicago too. " CA $749 CA $1,593 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Chicago-Hotels-Walk-To-The-Beach-Theater-Coffee-Bar-Games-Gym.h106887100.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/59f4093c.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) ![Fireplace](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/57dfa3ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/db5aefbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wrigley Field Home Run 4 Bedroom, 2 Bathroom Lakeview 9.6/10 Exceptional (18) "Would definitely stay there again " CA $663 CA $1,515 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Chicago-Hotels-Gorgeous-4-Bedroom-With-Pool-Table-Steps-From-Wrigley-Field-Sleeps-9.h34821849.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) ![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/81bc10e5.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 Lakeview 9.0/10 Wonderful (14) "We loved the location and the VRBO itself. Clean, stocked with essentials, and easy to communicate with!" CA $663 CA $1,515 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Chicago-Hotels-Featured-On-The-Travel-Channel.h35179280.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=2025-10-09&endDate=2025-10-10®ionId=6130109&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Streeterville Hotel Reviews ![The Chicago Hotel Collection - Magnificent Mile](//images.trvl-media.com/lodging/1000000/30000/21700/21619/ca00b143_y.jpg) ### The Chicago Hotel Collection - Magnificent Mile 10/10 Excellent "I loved this hotel, I really enjoyed staying there, it was a very convenient area it's close to everything. I would definitely stay there again. Thank you" [](https://expedia.ca/Chicago-Hotels-Hotel-Audrey.h21619.Hotel-Information) ![The Whitehall Hotel, BW Premier Collection](//images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg) ### The Whitehall Hotel, BW Premier Collection 10/10 Excellent "We really enjoyed staying at the Whitehall during our Chicago visit. From the moment we stepped in, we were warmly welcomed by the staff. The room was large,clean,and the air conditioning worked great. The breakfast area was lovely and had plenty of great varieties to choose from. The location was top notch and on a quieter street. My only complaint is that the wifi connection is poor. We will likely stay again." [](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![Sheraton Grand Chicago Riverwalk](//images.trvl-media.com/lodging/1000000/20000/12200/12167/4c0ebbe4_y.jpg) ### Sheraton Grand Chicago Riverwalk 10/10 Excellent "great local spot!" [](https://expedia.ca/Chicago-Hotels-Sheraton-Grand-Chicago.h12167.Hotel-Information) ![Hotel Saint Clair- Magnificent Mile](//images.trvl-media.com/lodging/1000000/50000/50000/49985/2489547a_y.jpg) ### Hotel Saint Clair- Magnificent Mile 10/10 Excellent "If your not driving it’s a 5 Star (have to pay valet" [](https://expedia.ca/Chicago-Hotels-The-St-Clair-Hotel-Magnificent-Mile.h49985.Hotel-Information) ![DoubleTree by Hilton Chicago - Magnificent Mile](//images.trvl-media.com/lodging/1000000/30000/21200/21152/b1113923_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 10/10 Excellent "The Doubletree is where we stay when we visit Chicago. The hotel and rooms are always well kept, clean and safe. The atmosphere is welcoming and inviting. The staff is friendly and usually always avaible to help. Great place for a stay or visit!!" [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown Magnificent Mile](//images.trvl-media.com/lodging/1000000/580000/570400/570329/da498d1e_y.jpg) ### Embassy Suites by Hilton Chicago Downtown Magnificent Mile 10/10 Excellent "Clean room, comfortable bed. The carpets may have to be cleaned because there was a smell when I walked into the room. Otherwise, it was fine." [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information) ![Millennium Knickerbocker Chicago](//images.trvl-media.com/lodging/1000000/20000/15100/15087/eac67ea5_y.jpg) ### Millennium Knickerbocker Chicago 10/10 Excellent "The staff were great, very helpful. " [](https://expedia.ca/Chicago-Hotels-Millennium-Knickerbocker-Chicago.h15087.Hotel-Information) ![Hyatt Centric Chicago Magnificent Mile](//images.trvl-media.com/lodging/1000000/160000/151200/151139/w3837h2249x3y0-2724cf53_y.jpg) ### Hyatt Centric Chicago Magnificent Mile 10/10 Excellent "Loved the valet parking and Conceirge service! Bar drinks were expensive. Dining was wonderful. " [](https://expedia.ca/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information) ![Courtyard by Marriott Chicago Magnificent Mile](//images.trvl-media.com/lodging/1000000/990000/982600/982517/529d8be8_y.jpg) ### Courtyard by Marriott Chicago Magnificent Mile 10/10 Excellent "Excellent service " [](https://expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) ## Frequently asked questions ### What can a history enthusiast expect from a trip to Streeterville? > A visit to the sights with historical relevance in Streeterville is probably number one on your sightseeing list. And while you're here, you can check out the acclaimed art scene and scenic lakeside. You can also discover the fascinating museums in this vibrant area. ### How many historically relevant hotels will I find in Streeterville? > Streeterville is home to 175 hotel accommodations bookable on Expedia though you won't find many designated historic hotels. ### What are the top historical places and other sights in Streeterville? > Landmarks like Wrigley Building and Bronzeville Black Chamber of Commerce in Streeterville might be worth a visit. Known for its museums and art, cultural venues include Museum of Contemporary Art Chicago, Broadway Playhouse, and Chicago Shakespeare Theater. Other popular sights include Michigan Avenue and Navy Pier. ### What is a historic hotel like in Streeterville? > Guests who choose historic hotels have the opportunity to stay in a building recognized with an official historic designation. Historic hotels throughout the world can take the form of castles, palaces or even pubs or old police stations. These types of hotels in Streeterville often preserve original qualities like traditional architecture and period features in their communal spaces or guestrooms. ### What is the difference between a historic hotel and a heritage hotel? > They are quite similar. The term "historic hotel" is more common in the U.S., while you'll often hear "heritage hotel" in Asia and Europe. Historic hotels tend to focus on the architecture and actual building. Heritage hotels draw their meaning mainly from the cultural value that the place has and how it inspired the community. ### Do historic hotels in Streeterville have modern facilities? > Yes, every effort is made to preserve the historic aspects and traditions, but interiors include modern conveniences and safety features. Visitors can expect the amenities you'd find in a hotel such as private rooms with updated bathroom facilities, WiFi, and more. 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[Family Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Family-Hotel.0-n800025-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Four Seasons Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Four-Seasons.0-n800025-0--bFourSeasons.Travel-Guide-Filter-Hotels) - [Golf Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Golf-Hotel.0-n800025-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Highgate Independent Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Highgate-Independent.0-n800025-0--bHighgateIndependent.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Hilton-Hotels.0-n800025-0--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Historic-Hotel.0-n800025-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Hotel-With-Early-Check-In.0-n800025-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - 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[Hotels with Hot Tubs in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Hotels-With-Hot-Tubs.0-n800025-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Hotels-With-Indoor-Pool.0-n800025-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Hotels-With-Kitchenettes.0-n800025-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Hotels-With-Smoking-Rooms.0-n800025-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Independent Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Independent.0-n800025-0--bIndependent.Travel-Guide-Filter-Hotels) - [Kimpton Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Kimpton-Hotels.0-n800025-0--bKimptonHotels.Travel-Guide-Filter-Hotels) - 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[Things to do in Chicago](https://www.expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities) - [Book Hotels in Streeterville on Expedia.com](https://www.expedia.com/Streeterville-Chicago-Hotels-Historic-Hotel.0-n6130109-0-tHistoricHotel.Travel-Guide-Filter-Hotels)