Welcome Inn Manor 18.6 mi from Orland Park
Bed & Breakfast in Chicago IL
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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Carleton of Oak Park 19.9 mi from Orland Park
Hotel in Oak Park IL
8.2
Very Good
From $154
From $154
Info Categories
Historic Hotel


Family Friendly Hotel


Hotel with Free Wi-Fi


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Chinatown Hotel Chicago 20.6 mi from Orland Park
Hotel in Chicago IL
6.0
Rated
From $104
From $104
Info Categories
Historic Hotel


Hotel Taking Steps Towards Sustainability


Hotel for Honeymoon


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The Wheeler Mansion 21.1 mi from Orland Park
Accommodation in Chicago IL
From $160
From $160
Info Categories
Historic Accommodation


Luxury Accommodation


Accommodation with Free Wi-Fi


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Bluegreen Vacations Hotel Blake, Ascend Resort Collection 22.0 mi from Orland Park
Hotel in Chicago IL
9.0
Excellent
From $187
From $187
Info Categories
Historic Hotel


Luxury Hotel


Hotel for Honeymoon


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The Blackstone, Autograph Collection 22.1 mi from Orland Park
Hotel in Chicago IL
8.5
Very Good
From $270
From $270
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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HI Chicago Hostel 22.2 mi from Orland Park
Hostel in Chicago IL
8.2
Very Good
From $53
From $53
Info Categories
Historic Hostel


Hostel near Nightlife Spots


Accessible Hostel


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Congress Plaza Hotel Chicago 22.2 mi from Orland Park
Hotel in Chicago IL
7.2
Good
From $133
From $133
Info Categories
Historic Hotel


Haunted Hotel


Hotel near Golf Courses


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Hampton Inn Majestic Chicago Theatre District 22.4 mi from Orland Park
Hotel in Chicago IL
8.6
Very Good
From $188
From $188
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 22.4 mi from Orland Park
Hotel in Chicago IL
7.5
Good
From $242
From $242
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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Silversmith Hotel Chicago Downtown 22.5 mi from Orland Park
Hotel in Chicago IL
8.7
Very Good
From $219
From $219
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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Staypineapple, An Iconic Hotel, The Loop 22.5 mi from Orland Park
Hotel in Chicago IL
8.7
Very Good
From $218
From $218
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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L7 Chicago by LOTTE 22.8 mi from Orland Park
Hotel in Chicago IL
8.6
Very Good
From $262
From $262
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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Ruby Room 22.8 mi from Orland Park
Accommodation in Chicago IL
7.4
Good
From $166
From $166
Info Categories
Historic Accommodation


Accommodation for Honeymoon


Accommodation near Nightlife Spots


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The Robey, Chicago, a Member of Design Hotels 23.2 mi from Orland Park
Hotel in Chicago IL
8.7
Very Good
From $239
From $239
Info Categories
Historic Hotel


Family Friendly Hotel


Romantic Hotel


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The Drake Hotel 23.7 mi from Orland Park
Hotel in Chicago IL
7.9
Good
From $185
From $185
Info Categories
Historic Hotel


Luxury Hotel


Hotel Taking Steps Towards Sustainability


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Viceroy Chicago 23.7 mi from Orland Park
Hotel in Chicago IL
9.0
Excellent
From $357
From $357
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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Hotel Lincoln 24.4 mi from Orland Park
Hotel in Chicago IL
7.6
Good
From $184
From $184
Info Categories
Historic Hotel

Romantic Hotel


Hotel near Golf Courses


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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Historic (18)
  •     Accessible (13)
  •     Gym (13)
  •     Nightlife (12)
  •     Honeymoon (12)
  •     Business (11)
  •     Romantic (10)
  •     Parking (10)
  •     Family (10)
  •     4 Star (10)
  •     Dog Friendly (8)
  •     Luxury (8)
  •     Free Wi-Fi (7)
  •     Sustainability Journey (6)
  •     3 Star (4)
  •     Pool (3)
  •     Haunted (2)
  •     Golf (2)
  •     Outdoor Pool (2)
  •     Heated Pool (2)
  •     Boutique-Style (1)
  •     Indoor Pool (1)
  •     5 Star (1)
  •     EV charging stations (1)
  •     Dogs Stay Free (1)
  •     Rooftop Pool (1)
  •     Small (1)
  •     Spa (1)
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