Extraordinary Chicago Hotels Immerse You in Local Culture

We checked thousands of reviews on and to find the best hotels for your stay
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Alan Reid

Updated: 09 February 2024 · 6 min

Nestled along the shores of Lake Michigan, Chicago is a vibrant city renowned for its stunning architecture, rich cultural scene, and dynamic culinary landscape. In the heart of this bustling metropolis lies an array of unique Chicago hotels, each offering an experience as captivating as the city itself. These establishments are not merely places to stay; they are gateways to the soul of Chicago, promising guests a truly immersive journey into the wonders of the Windy City.

For those seeking accommodations that break the mold, Chicago’s unique hotels deliver in spades. From converted historic buildings brimming with stories to modern marvels that showcase cutting-edge design, these hotels stand out for their singular charm and exceptional hospitality. Recommended for travelers who wish to delve deeper into the essence of Chicago, these hotels serve as perfect bases from which to explore the city's myriad attractions, from the iconic Millennium Park to the bustling streets of The Magnificent Mile.

Venturing into the world of unique Chicago hotels opens up a myriad of possibilities for creating unforgettable memories. Whether it's waking up to breathtaking skyline views, savoring gourmet dishes crafted by renowned chefs, or relaxing in bespoke rooms that blend luxury with local artistry, these accommodations promise much more than just a place to sleep. They offer an enriching experience, inviting guests to immerse themselves in the vibrant culture, history, and spirit of Chicago, making each stay a chapter in an unforgettable travel story.
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Our Top 10

(Sorted by rating & number of reviews)

1. The Blackstone, Autograph Collection
2. Loews Chicago Hotel
3. The Ritz-Carlton, Chicago Hotel
4. The Palmer House Hilton
5. The Hoxton, Chicago Hotel
6. Hotel Lincoln
7. The Drake Hotel
8. 21C Museum Hotel Chicago
9. The Robey, Chicago, A Member Of Design Hotels
10. The Publishing House Bed And Breakfast

Historic Charm: Unique Chicago Hotels with a Past

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Chicago
Dec 27, 2025 - Dec 28, 2025

The Blackstone, Autograph Collection

8.5

Good

(469 Reviews)

+ 229 photos
Renowned for its storied past and dubbed “The Hotel of Presidents” for hosting numerous U.S. presidents, The Blackstone offers a distinctive blend of historical allure and chic modernity. Situated in a 1910 Beaux-Arts building, this unique Chicago hotel boasts meticulously restored interiors that reflect the glory of its heyday, alongside contemporary amenities for today's traveler. Each room is a testament to luxury and history, featuring artful décor and breathtaking views of Lake Michigan or the city skyline. The Blackstone’s curated art collection, displayed throughout the hotel, adds to its unique charm, inviting guests on an explorative journey of both history and culture. As a fixture on Chicago’s Cultural Mile, it serves as a gateway to the city's renowned museums, parks, and theaters.
Address: 636 South Michigan Avenue
Rating: Good 8.5 (469 Reviews)
Rooms: 335
Price: From 159$

Loews Chicago Hotel

9.0

Good

(1512 Reviews)

+ 148 photos
Nestled within the bustling Streeterville neighborhood, just steps from Navy Pier, the Loews Chicago Hotel provides a sophisticated retreat with captivating views of Lake Michigan. The hotel's design draws inspiration from the city's architectural heritage, blending modern aesthetics with comfort. Guest rooms and suites are havens of tranquility, featuring floor-to-ceiling windows that frame the lake and city beyond. The Loews Chicago Hotel stands out for its commitment to personalized service, ensuring each guest's stay is as relaxing as it is memorable. Its rooftop lounge, Streeterville Social, offers a lush, urban escape with sweeping views of the lake, making it a perfect spot to unwind after a day of exploration.
Address: 455 North Park Drive
Rating: Good 9.0 (1512 Reviews)
Rooms: 400
Price: From 149$

Art and Design: Unique Chicago Hotels as Creative Havens

For those who see travel not just as movement through space but as an opportunity to explore new aesthetics and design philosophies, Chicago offers a host of unique hotels that double as showcases for art and innovative design. These accommodations go beyond providing a place to rest; they stimulate the senses, inspire creativity, and immerse guests in avant-garde environments. From rooms that are individually curated by artists to lobbies that double as art galleries, these hotels offer a vibrant backdrop for your stay. Here, every corner and corridor presents an opportunity for discovery, appealing to creative minds and contemporary art lovers alike.

The Ritz-Carlton, Chicago Hotel

8.7

Good

(77 Reviews)

+ 263 photos
Perched atop Water Tower Place, The Ritz-Carlton, Chicago offers a refined sanctuary with spectacular views over Lake Michigan. This hotel epitomizes luxury, from its sumptuously appointed rooms to the personalized service that anticipates guests' every need. The views of the lake from the hotel are unmatched, providing a serene, mesmerizing backdrop to the elegance within. The Ritz-Carlton, Chicago excels in creating experiences that combine the city’s cultural richness with its natural beauty, including dining experiences that showcase panoramic vistas of the waterfront. For those seeking an oasis of luxury amidst the vibrancy of Chicago, this hotel promises an unforgettable lakeside escape.
Address: 160 East Pearson Street At Water Tower Place
Rating: Good 8.7 (77 Reviews)
Rooms: 434
Price: From 390$

The Palmer House Hilton

7.5

Good

(925 Reviews)

+ 216 photos
Standing as a testament to Chicago’s resilient spirit, The Palmer House Hilton has welcomed guests since 1873, making it one of the oldest continually operating hotels in the United States. Following a magnificent restoration, the hotel now showcases a perfect blend of historical significance and modern comfort. Guests are greeted by a breathtaking ceiling fresco in the lobby, setting the stage for an opulent stay. The hotel's luxurious guest rooms, grand ballrooms, and history-laden Empire Room, where legends of entertainment have performed, all contribute to its exclusive charm. Situated in the center of the Loop, The Palmer House Hilton not only offers a unique accommodation experience but also positions guests perfectly for exploring the cultural and architectural gems of Chicago.
Address: 17 East Monroe Street
Rating: Good 7.5 (925 Reviews)
Rooms: 1641
Price: From 89$

Lakeside Luxuries: Unique Chicago Hotels with Waterfront Views

Chicago's magnificent Lake Michigan shoreline offers some of the most breathtaking views in the city, and a select few hotels harness these vistas to provide an unparalleled stay. This section introduces unique Chicago hotels that not only promise luxury and comfort but also deliver serene, picturesque waterfront scenes right from your room. Ideal for those who find tranquility in water views, these accommodations blend the vibrant city life with the peaceful allure of the lakeside. Whether it's waking up to the sunrise over the lake or enjoying a cocktail as the water reflects the city lights, these hotels elevate every moment of your stay.

The Hoxton, Chicago Hotel

8.4

Good

(269 Reviews)

+ 26 photos
Blending industrial chic with understated luxury, The Hoxton, Chicago captures the creative spirit of its Fulton Market District neighborhood. This hotel stands out for its thoughtful design, which pays homage to the area’s meatpacking history while infusing contemporary elegance. Each room features bespoke furniture, curated reading material, and local artwork, creating a unique ambiance that reflects the cultural richness of Chicago. The Hoxton’s commitment to fostering a creative community is evident in its public spaces, which host a range of cultural events from art exhibits to live music, making every stay a new discovery. Beyond its walls, guests find themselves in the heart of a district renowned for its cutting-edge art galleries, fashion boutiques, and renowned restaurants, offering a holistic Chicago experience.
Address: 200 N Green Street
Rating: Good 8.4 (269 Reviews)
Rooms: 162
Price: From 192$

Hotel Lincoln

+ 13 photos
Situated in the historic Lincoln Park neighborhood, Hotel Lincoln boasts a quirky and artistically inspired atmosphere that reflects the vibrant spirit of its surroundings. Each floor and room at Hotel Lincoln offers a unique aesthetic, adorned with work from local artists and vintage Chicago memorabilia. The hotel’s rooftop bar, J. Parker, provides stunning views of Lincoln Park and Lake Michigan, offering a lively atmosphere for guests and locals alike. Beyond its charming decor, Hotel Lincoln emphasizes a friendly, personalized service ethos, making it a favorite among those looking to experience the city’s true character. Its location also serves as a gateway to exploring the green spaces, boutiques, and cafes that define Lincoln Park’s allure.
Address: 1816 North Clark Street
Rooms: 184
Price: From 110$

Boutique Bliss: Unique Chicago Hotels with Character and Charm

In contrast to large, brand-name hotels, boutique hotels in Chicago offer personalized experiences, distinctive style, and intimate settings. Each of these unique Chicago hotels possesses its own personality, featuring creative design elements, bespoke services, and an attentiveness that makes every stay special. Perfect for travelers seeking an escape from the ordinary, these boutique accommodations offer a deeper connection to the local culture and lifestyle, immersing guests in the very heart of Chicago's diverse neighborhoods.

The Drake Hotel

7.9

Good

(574 Reviews)

+ 227 photos
The Drake Hotel is a quintessential example of a unique Chicago hotel that harmonizes historical grandeur with contemporary luxury. Established in 1920, this hotel has been a beacon of elegance on Michigan Avenue, welcoming a plethora of distinguished guests, from royalty to celebrities. Each of its opulently designed rooms and suites reflects a commitment to preserving its illustrious past while ensuring guests enjoy state-of-the-art conveniences. The Drake’s architectural beauty, combined with its time-honored traditions like the Afternoon Tea at the Palm Court, offers a truly authentic Chicago experience. Moreover, its prime location allows for splendid views of Lake Michigan and easy access to the city's iconic attractions, making it an enduring favorite among discerning travelers.
Address: 140 East Walton Place
Rating: Good 7.9 (574 Reviews)
Rooms: 535
Price: From 133$

21C Museum Hotel Chicago

8.3

Good

(1434 Reviews)

+ 97 photos
21C Museum Hotel Chicago redefines the concept of a stay by merging it with an immersive art experience. As the newest addition to the 21c portfolio, this unique Chicago hotel is part boutique hotel, part contemporary art museum. Each floor is adorned with cutting-edge artworks, transforming common spaces and guest rooms into dynamic art venues. Beyond its visually stimulating interiors, the hotel offers curated tours, making it an ideal choice for guests keen on diving deep into the art world. Nestled in the River North neighborhood, it not only stands as a testament to Chicago's burgeoning art scene but also places guests at the convergence of culinary innovation and vibrant nightlife, encapsulating the essence of modern luxury and cultural exploration.
Address: 55 East Ontario Street
Rating: Good 8.3 (1434 Reviews)
Rooms: 297
Price: From 189$

The Robey, Chicago, A Member Of Design Hotels

8.7

Good

(362 Reviews)

+ 100 photos
Housed in a landmark Art Deco building, The Robey captures the architectural beauty and artistic vibrancy of Chicago. With its sleek design and panoramic views of the cityscape, this hotel offers a modern retreat in the historic Wicker Park and Bucktown neighborhoods. Each room is a masterpiece of style and simplicity, designed with meticulous attention to detail and equipped with custom furniture. The Robey stands as a beacon of contemporary design, offering guests not just a place to stay but a space to be inspired. Its rooftop pool and lounge offer unmatched views of the Chicago skyline, providing a perfect setting for relaxation and socialization against a backdrop of architectural elegance. By staying at The Robey, guests enjoy an immersive experience that captures the essence of Chicago’s design heritage and forward-thinking ethos.
Address: 2018 W North Avenue
Rating: Good 8.7 (362 Reviews)
Rooms: 89
Price: From 144$

The Publishing House Bed And Breakfast

9.6

Good

(42 Reviews)

+ 86 photos
The Publishing House Bed and Breakfast is a hidden gem located in the West Loop, one of Chicago's most dynamic and food-centric neighborhoods. This boutique accommodation transforms a 110-year-old building into a cozy, stylish haven with 11 uniquely designed ensuite rooms. The blend of modern amenities with vintage charm, including exposed brick walls and wooden beams, creates a warm and inviting atmosphere. The communal dining area offers a gourmet breakfast that highlights local ingredients, fostering a sense of community among guests. The Publishing House's intimate scale and personalized hospitality provide a home-away-from-home experience that's rich in character and comfort, truly embodying the essence of a unique Chicago hotel.
Address: 108 N May St
Rating: Good 9.6 (42 Reviews)
Rooms: 11
Price: From 258$

W Chicago - Lakeshore

7.9

Good

(1652 Reviews)

+ 70 photos
Overlooking the shimmering expanse of Lake Michigan, the W Chicago - Lakeshore disrupts the traditional hotel experience with its bold design and energetic atmosphere. From the moment guests step into the vibrant lobby, they're transported into a world where contemporary luxury meets stunning natural vistas. Each room and suite is designed to offer unobstructed views of the lake, providing a serene backdrop to the hotel's modern, stylish interiors. The W Chicago - Lakeshore doesn't just offer a stay; it offers an experience, complete with a rooftop bar that boasts unparalleled views of the waterfront and skyline, a world-class spa, and a restaurant that merges culinary innovation with breathtaking vistas.
Address: 644 North Lake Shore Drive
Rating: Good 7.9 (1652 Reviews)
Rooms: 520
Price: From 169$