Carleton of Oak Park 8.4 km from Countryside
Hotel in Oak Park IL
8.1
Very Good
From $151
From $151
Historic Hotel
Built in 1928 as a residential hotel, this property blends vintage elegance with modern comfort, retaining its 1920s architectural beauty. It is situated in the historic Oak Park district, offering proximity to homes designed by Frank Lloyd Wright.
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Bishops Hall 9.4 km from Countryside
Bed & Breakfast in Oak Park IL
10
Excellent
From $33
From $33
Info Categories
Historic Bed & Breakfast


Bed & Breakfast with Free Wi-Fi


Small Bed & Breakfast


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Welcome Inn Manor 13.2 km from Countryside
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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The Publishing House Bed and Breakfast 13.5 km from Countryside
Bed & Breakfast in Chicago IL
9.4
Excellent
From $194
From $194
Historic Bed & Breakfast
Housed in a historic Free Methodist Publishing House building, erected in 1909, this bed and breakfast maintains much of its original character. The renovation preserved elements like exposed brickwork and century-old maple floors, with rooms named after notable Chicago authors.
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Chinatown Hotel Chicago 13.6 km from Countryside
Hotel in Chicago IL
5.7
Rated
From $81
From $81
Info Categories
Historic Hotel


Hotel with Free Wi-Fi


Cheap Hotel


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Ruby Room 13.7 km from Countryside
Accommodation in Chicago IL
7.7
Good
From $176
From $176
Info Categories
Historic Accommodation


Accommodation for Honeymoon


Accommodation near Nightlife Spots


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The Robey, Chicago, a Member of Design Hotels 13.8 km from Countryside
Hotel in Chicago IL
8.5
Very Good
From $259
From $259
Info Categories
Historic Hotel


Family Friendly Hotel


Romantic Hotel


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Bluegreen Vacations Hotel Blake, Ascend Resort Collection 14.4 km from Countryside
Hotel in Chicago IL
9.0
Excellent
From $195
From $195
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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HI Chicago Hostel 14.5 km from Countryside
Hostel in Chicago IL
8.5
Very Good
From $49
From $49
Info Categories
Historic Hostel


Cheap Hostel


Accessible Hostel


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The Blackstone, Autograph Collection 14.6 km from Countryside
Hotel in Chicago IL
8.1
Very Good
From $305
From $305
Historic Hotel
Opened in 1910, The Blackstone is celebrated as the 'Hotel of Presidents,' having hosted every U.S. president from Theodore Roosevelt to Richard Nixon. It is historically significant as the origin of the term 'smoke-filled room' in political parlance. Designed in Beaux-Arts/Second Empire style, it is listed on the National Register of Historic Places and is a Chicago landmark.
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Summary of reviews related to the 'Historic' categoryThe Blackstone, Autograph Collection stands as a testament to Chicago's rich past, effortlessly blending its storied history with contemporary allure. Guests are consistently captivated by the 1920s ambiance, where original decorations and fascinating stories in the lobby evoke a sense of stepping back in time. The hotel’s old charm is palpable, with its beautifully restored vintage lobby and lush furnishings that complement the overall decor.

The building, constructed around 1910, holds a significant place in Chicago's architectural heritage, which guests can sense throughout their stay. The harmonious blend of history and comfort resonates throughout the property, from the stately historic lobby to the modern, well-appointed rooms. This sense of an historical journey is consistent with the hotel's meticulous attention to maintaining its elegant past while providing contemporary comfort.

The Blackstone is more than just a hotel; it is a beautiful and palatial piece of history, tucked within a resurgent neighborhood. As an overlooked historic gem, it offers an enriching experience, allowing guests to appreciate the cool stories of its enduring past. It's a historic treasure that artfully captures the essence of the bygone era while remaining accessible and inviting to modern travelers.
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Hampton Inn Majestic Chicago Theatre District 14.6 km from Countryside
Hotel in Chicago IL
8.4
Very Good
From $193
From $193
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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Congress Plaza Hotel Chicago 14.6 km from Countryside
Hotel in Chicago IL
7.4
Good
From $141
From $141
Historic Hotel
Opened in 1893 as the Auditorium Annex, this hotel was built to accommodate visitors to the World's Columbian Exposition, with its architecture designed to harmonize with Louis Sullivan's Auditorium Building. It notably featured the first air-conditioned hotel ballroom in America, the Gold Room.
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Summary 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 Palmer House Hilton 14.7 km from Countryside
Hotel in Chicago IL
7.8
Good
From $214
From $214
Historic Hotel
Opened in 1871, this hotel was rebuilt in 1873 after the Great Chicago Fire, with its current structure debuting in 1925. It is renowned for its grand Beaux-Arts architecture, featuring a two-story gilded lobby and a ceiling mural depicting Greek mythology. The Palmer House Hilton is a long-standing Chicago landmark.
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Summary 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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Staypineapple, An Iconic Hotel, The Loop 14.7 km from Countryside
Hotel in Chicago IL
9.0
Excellent
From $223
From $223
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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Silversmith Hotel Chicago Downtown 14.8 km from Countryside
Hotel in Chicago IL
8.6
Very Good
From $217
From $217
Historic Hotel
Originally the Silversmith Building, this structure was designed in 1896-1897 by Peter J. Weber of the acclaimed D.H. Burnham and Company. Its architecture reflects the transition from Romanesque Revival to the Chicago Commercial style. The building is listed on the National Register of Historic Places.
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L7 Chicago by LOTTE 14.9 km from Countryside
Hotel in Chicago IL
9.2
Excellent
From $243
From $243
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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Inn of Chicago 15.3 km from Countryside
Hotel in Chicago IL
7.6
Good
From $217
From $217
Info Categories
Historic Hotel


Boutique-style Hotel


Hotel for Honeymoon


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Viceroy Chicago 15.4 km from Countryside
Hotel in Chicago IL
9.0
Excellent
From $372
From $372
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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The Drake Hotel 15.5 km from Countryside
Hotel in Chicago IL
8.3
Very Good
From $206
From $206
Historic Hotel
Opened in 1920, The Drake Hotel is an iconic landmark on Chicago's Magnificent Mile. Designed in the Italian Renaissance style by Benjamin Marshall and Charles Fox, it has hosted royalty and celebrities. The hotel is listed in the National Register of Historic Places.
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Summary of reviews related to the 'Historic' categoryNestled in the heart of Chicago, The Drake Hotel stands as a timeless icon, revered for its rich historical significance and elegant charm. With its roots firmly planted in the Belle Epoque tradition, the hotel boasts a vintage style reminiscent of the 1930s, offering guests a classic experience full of history and character. Its status as a Chicago staple and landmark is further cemented by its prime location near Lake Michigan and Michigan Avenue, providing both a spacious setting and convenient access to the city's vibrant attractions.

This splendid hotel exudes an old-world European feel, where classic, well-appointed rooms welcome guests with a warm, inviting atmosphere. The Drake has a storied past, having hosted a myriad of famous individuals, and visitors often appreciate the unique thrill of seeing photos of its illustrious guests. The building itself is a piece of Chicago’s history, enveloping guests in its elegant charm and traditional allure.

Staff at The Drake Hotel are consistently praised for their friendliness and dedication, further enhancing the welcoming experience. The character and charm of the historic property, combined with its unmatched location, make it a beloved destination for travelers seeking to immerse themselves in the grandeur of Chicago's past. While some suggest it may need modern updates, the overall appeal of The Drake remains in its ability to transport guests to an era of sophistication and splendor, with memories of its timeless grace persisting through generations.
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Hotel Lincoln 15.7 km from Countryside
Hotel in Chicago IL
6.8
Rated
From $178
From $178
Info Categories
Historic Hotel

Family Friendly Hotel


Dog Friendly Hotel


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Categories:
  •     Historic (24)
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