The Drake Hotel
Hotel in Chicago IL
Cook
8.0
Very Good
From $215
From $215
Info Categories
Historic Hotel


Luxury Hotel


Hotel Taking Steps Towards Sustainability


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The Publishing House Bed and Breakfast
Bed & Breakfast in Chicago IL
Cook
9.6
Excellent
From $245
From $245
Info Categories
Historic Bed & Breakfast


Bed & Breakfast for Adults Only


Luxury Bed & Breakfast


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Galena Inn formerly Victorian Mansion
Bed & Breakfast in Galena IL
Jo Daviess
8.8
Excellent
From $241
From $241
Info Categories
Historic Bed & Breakfast


Bed & Breakfast for Adults Only


Boutique-style Bed & Breakfast


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L7 Chicago by LOTTE
Hotel in Chicago IL
Cook
8.6
Very Good
From $259
From $259
Historic Hotel
Originally built in 1912 as a replacement headquarters for the famous hat maker, D.B. Fisk & Company, when the Chicago flames of 1877 took the first headquarters. It was then sold to Oxford House group in 1958 and turned into a unique and elegant hotel.
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8.7
Very Good
From $220
From $220
Info
Steps away from Chicago's top attractions, this hotel is the best choice for those seeking out the best in culture, arts, and sports.
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Categories
Historic Hotel


Romantic Hotel


Luxury Hotel


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8.6
Very Good
From $217
From $217
Info
A hotel located in downtown Chicago surrounded by theatres, museums, shopping and parks.
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Categories
Historic Hotel


Hotel with Parking


3-Star Hotel


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The Palmer House Hilton
Hotel in Chicago IL
Cook
7.4
Good
From $221
From $221
Historic HotelSummary of reviews related to the 'Historic' categoryThe Palmer House Hilton is an absolutely stunning and grand hotel that exudes a legacy quality. This historical landmark is the longest operating hotel in the country and it is evident in its amazing property, history and ambiance. It is easy to fall in love with the beautiful historic setting and those interested in history will enjoy the different bits of history located around the hotel. The lobby is especially remarkable with its grand architecture and original interior design that has been meticulously maintained. The hotel's historic charm and elegant location create a lovely experience for guests who appreciate staying in living history. This old heritage hotel is impressively made and maintained with stunning architecture and a rich history that transcends through the years. Although the amenities may be underwhelming, it is still a wonderful and beautiful historic hotel that is definitely worth a visit.
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8.7
Very Good
From $243
From $243
Historic HotelSummary of reviews related to the 'Historic' categoryIf you're looking for a unique and historic stay in downtown Chicago, look no further than the Staypineapple, An Iconic Hotel, The Loop. This converted office building retains its old school charm, making it an iconic landmark in the heart of the city. Guests were impressed by the beautiful, historic hotel, noting that being in a historical building was fantastic. The Art Deco interior and historic decor were also highlights and the hotel staff were excellent. Despite being a great historic building, the hotel has been fully rehabilitated, providing modern amenities and comfort. Stay in this interesting and fabulous location and experience the charm of a classy and beautiful historic hotel.
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Hotel Lincoln
Hotel in Chicago IL
Cook
7.5
Good
From $200
From $200
Info Categories
Historic Hotel


Romantic Hotel


Luxury Hotel


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Viceroy Chicago
Hotel in Chicago IL
Cook
9.0
Excellent
From $375
From $375
Info Categories
Historic Hotel


Dog Friendly Hotel


Hotel with Swimming Pool

Heated Pool    Rooftop Pool    Outdoor Pool  

Heated Pool    Rooftop Pool    Outdoor Pool  


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8.3
Very Good
From $229
From $229
Info Categories
Historic Hotel

Hotel with Swimming Pool


3-Star Hotel


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Pinehill Inn
Bed & Breakfast in Oregon IL
Ogle
9.3
Excellent
From $162
From $162
Info Categories
Historic Bed & Breakfast


Bed & Breakfast with Free Wi-Fi


Small Bed & Breakfast


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8.5
Very Good
From $305
From $305
Info
One of the finest historic downtown Chicago hotels offering luxury accommodations and the perfect place if you want to explore the Magnificent Mile.
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Categories
Historic Hotel


Romantic Hotel


Luxury Hotel


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Welcome Inn Manor
Bed & Breakfast in Chicago IL
Cook
9.2
Excellent
From $1,087
From $1,087
Info Categories
Historic Bed & Breakfast


Dog Friendly Bed & Breakfast


Bed & Breakfast with Free Wi-Fi


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Congress Plaza Hotel Chicago
Hotel in Chicago IL
Cook
7.2
Good
From $158
From $158
Historic HotelSummary of reviews related to the 'Historic' categoryIn the heart of bustling Chicago, the Congress Plaza Hotel stands as a testament to a bygone era, blending historic elegance with the charm of yesteryear. Opened in 1893, this grand old building on Michigan Avenue is steeped in history and adorned with ornate decor that will transport you back in time. Guests have consistently noted the hotel's rich historical significance, a factor that is palpable from the Art Deco charm and classic architecture to the traditional atmosphere that imbues the lobby, hallways and rooms.

The Congress Plaza has preserved its beautiful old-world feel with elements like the stunning historic staircase and the Gold Banquet Room, adding impressive touches to its storied past. The lobby is particularly noteworthy for its elegant and grand appearance, evoking a sense of grandeur that adds to the overall ambiance of the hotel. While some reviews mention that the building is aging and could use a bit of tender loving care, the hotel's historical significance and the nostalgia it invokes more than make up for any signs of wear and tear.

Many guests appreciate the old-fashioned charm and traditional style, describing it as a classic hotel reminiscent of historical landmarks. The architecture, fixtures and interior design exude a historic feel, making the experience of staying here akin to stepping into a different era. The storied history of the hotel is fascinating to many, making their stay at the Congress Plaza a memorable one.

It’s a hotel that not only offers beautiful views over Lake Michigan and proximity to Grant Park but also houses a narrative of Chicago's past within its walls. Whether it’s the historically significant lobby or the venerable bathrooms that seem to have aged gracefully, every corner of this hotel tells a tale. For history enthusiasts and those who cherish vintage elegance, the Congress Plaza Hotel offers a unique and enchanting stay, full of character and historical charm.
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The Willows Hotel
Hotel in Chicago IL
Cook
7.7
Good
From $163
From $163
Info Categories
Historic Hotel


Boutique-style Hotel


Hotel near Golf Courses


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8.7
Very Good
From $290
From $290
Info Categories
Historic Hotel


Family Friendly Hotel


Romantic Hotel


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City Suites Hotel
Hotel in Chicago IL
Cook
7.8
Good
From $176
From $176
Info Categories
Historic Hotel


Hotel for Honeymoon


Hotel near Nightlife Spots


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9.0
Excellent
From $216
From $216
Historic HotelSummary of reviews related to the 'Historic' categoryNestled in the heart of Printers District, 'Bluegreen Vacations Hotel Blake, Ascend Resort Collection' stands as a beacon of local history and charm. This historic building, deemed a landmark, captivates visitors with its intricate old-world design and fascinating past. The decor, deeply rooted in the hotel's former life as a printing company, features custom wallpaper and modern yet historically interesting elements that tell the story of the neighborhood. Guests appreciate the quieter city street and the central location, which offers easy access to the area's rich printing heritage. Rooms echo the building's origins, blending old-fashioned charm with contemporary updates. Overall, this authentic hotel offers a unique glimpse into the past while providing a pleasant and historically significant stay.
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Inn of Chicago
Hotel in Chicago IL
Cook
7.6
Good
From $217
From $217
Info Categories
Historic Hotel


Boutique-style Hotel


Hotel for Honeymoon


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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Historic (32)
  •     Parking (18)
  •     Honeymoon (18)
  •     Gym (17)
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