8.7
Very Good
From $202
From $202
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 $163
From $163
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 $158
From $158
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
7.5
Good
From $195
From $195
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 $159
From $159
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
7.7
Good
From $127
From $127
Info Categories
Historic Hotel


Romantic Hotel


Hotel near Golf Courses


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The Drake Hotel
Hotel in Chicago IL
Cook
7.9
Good
From $153
From $153
Info Categories
Historic Hotel


Luxury Hotel


Hotel Taking Steps Towards Sustainability


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Viceroy Chicago
Hotel in Chicago IL
Cook
9.0
Excellent
From $313
From $313
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 $171
From $171
Info Categories
Historic Hotel

Hotel with Swimming Pool,


3-Star Hotel


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8.5
Very Good
From $210
From $210
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 $118
From $118
Info Categories
Historic Hotel


Haunted Hotel


Hotel near Golf Courses


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The Willows Hotel
Hotel in Chicago IL
Cook
7.7
Good
From $113
From $113
Info Categories
Historic Hotel


Boutique-style Hotel


Hotel near Golf Courses


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8.7
Very Good
From $225
From $225
Info Categories
Historic Hotel


Family Friendly Hotel


Romantic Hotel


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City Suites Hotel
Hotel in Chicago IL
Cook
7.9
Good
From $128
From $128
Info Categories
Historic Hotel


Hotel for Honeymoon,


Hotel near Nightlife Spots


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9.0
Excellent
From $168
From $168
Info Categories
Historic Hotel


Luxury Hotel


Hotel for Honeymoon,


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Majestic Hotel
Hotel in Chicago IL
Cook
7.9
Good
From $118
From $118
Info Categories
Historic Hotel


Hotel with Parking,


Hotel for Honeymoon,


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Ruby Room
Accommodation in Chicago IL
Cook
7.4
Good
From $166
From $166
Info Categories
Historic Accommodation


Accommodation for Honeymoon,


Accommodation near Nightlife Spots


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HI Chicago Hostel
Hostel in Chicago IL
Cook
8.2
Very Good
From $41
From $41
Info Categories
Historic Hostel


Hostel near Nightlife Spots


Accessible Hostel


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Vrooman Mansion Bloomington
Accommodation in Bloomington IL
McLean
From $199
From $199
Info Categories
Historic Accommodation


Accommodation for Honeymoon,


Accommodation with Free Wi-Fi,


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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Historic (28)
  •     Gym (17)
  •     Honeymoon (17)
  •     Nightlife (16)
  •     Accessible (16)
  •     Parking (15)
  •     Business (14)
  •     4 Star (12)
  •     Romantic (11)
  •     Dog Friendly (11)
  •     Family (11)
  •     Luxury (10)
  •     Free Wi-Fi (10)
  •     3 Star (8)
  •     Sustainability Journey (7)
  •     Golf (4)
  •     Small (4)
  •     Pool (4)
  •     Boutique-Style (3)
  •     Haunted (2)
  •     Adult Only (2)
  •     Outdoor Pool (2)
  •     Heated Pool (2)
  •     Ski (1)
  •     Spa (1)
  •     Tennis (1)
  •     Dogs Stay Free (1)
  •     Rooftop Pool (1)
  •     Rooms with Jacuzzi / Hot-Tub (1)
  •     5 Star (1)
  •     EV charging stations (1)
  •     Indoor Pool (1)
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