Top Chicago Accommodations for an Unforgettable Stay

We checked thousands of reviews on and to find the best hotels for your stay
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Katerina Kore

Updated: 22 September 2024 · 3 min

Nestled along the shores of Lake Michigan, Chicago, the Windy City, is a vibrant metropolis brimming with architectural marvels, world-class museums, and culinary delights that beckon travelers from all corners of the globe. The city's diverse tapestry of neighborhoods, each with its unique charm and attractions, offers a plethora of options for those pondering where to stay. From the luxurious hotels lining the Magnificent Mile to the cozy, boutique accommodations tucked away in neighborhoods like Wicker Park and Lincoln Park, Chicago caters to every preference, ensuring a memorable stay for every visitor.

Choosing the right place to stay in Chicago enhances the overall travel experience, allowing easy access to the city's myriad attractions while providing a comfortable respite from its bustling pace. Whether you're in town for business, a romantic getaway, or a family vacation, the Windy City has something to offer. Opting for accommodations near Grant Park might be ideal for those looking to immerse themselves in culture and greenery, while staying near the Loop puts you in the lively heart of Chicago's vibrant business district and theater scene.

To help you navigate through the extensive array of Chicago places to stay, this article will delve into recommendations and insights tailored to fit a wide range of preferences and budgets. From opulent hotels with panoramic views of the city's skyline to charming guesthouses offering a cozy, intimate experience, we've got you covered. Let us guide you through the best places to stay in Chicago, ensuring your visit to this iconic American city is nothing short of spectacular.
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Our Top 5

(Sorted by rating & number of reviews)

1. Four Seasons Chicago Hotel
2. The Robey, Chicago, A Member Of Design Hotels
3. The Ritz-Carlton, Chicago Hotel
4. The Peninsula Chicago Hotel
5. Hotel Lincoln

Luxurious Retreats

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Chicago
Mar 23, 2026 - Mar 24, 2026

Four Seasons Chicago Hotel

9.0

Good

(169 Reviews)

+ 225 photos
At the Four Seasons Hotel Chicago, guests are introduced to an unparalleled level of sophistication and serene luxury. Located steps away from the iconic Lake Michigan and the luxury shopping of the Magnificent Mile, this hotel embodies the vibrancy of Chicago while providing a peaceful escape. From the artfully decorated rooms and suites to the award-winning spa, every aspect of the hotel is designed to ensure guests' stay is nothing short of spectacular. The hotel's dining options offer innovative cuisine that caters to refined palates, emphasizing fresh, high-quality ingredients. With its renowned service and exceptional amenities, the Four Seasons Hotel Chicago remains a favorite for those seeking a luxurious sanctuary in the city.
Address: 120 East Delaware Place
Rating: Good 9.0 (169 Reviews)
Rooms: 345
Price: From 678$

The Robey, Chicago, A Member Of Design Hotels

8.6

Good

(332 Reviews)

+ 100 photos
Set in the historic Northwest Tower, The Robey captures the spirit of Chicago through its art deco architecture and contemporary design. This hotel effortlessly combines modernistic appeal with vintage charm, offering guests a stylish retreat in the trendy Wicker Park and Bucktown neighborhoods. Each room is a testament to thoughtful design, with panoramic windows that frame striking city views. The Robey’s rooftop lounge provides an idyllic setting to unwind, boasting sweeping vistas of the Chicago skyline. With its commitment to providing a unique, boutique experience, The Robey stands out as an emblematic Chicago place to stay for those seeking both comfort and character.
Address: 2018 W North Avenue
Rating: Good 8.6 (332 Reviews)
Rooms: 89
Price: From 144$

Boutique Charm

In contrast to towering luxury hotels, Chicago’s boutique accommodations offer uniquely personal experiences that reflect the city's diverse cultural tapestry. These smaller, often independently run hotels prioritize character, individuality, and intimacy, allowing guests to enjoy a more personalized stay. Set in distinctive buildings with captivating histories, these Chicago places to stay are perfect for travelers looking to immerse themselves in the city's local flair. From art-inspired interiors to thematic decor that pays homage to Chicago's rich heritage, boutique hotels offer an escape from the generic, promising a stay that's as unforgettable as the city itself. Here are three boutique hotels that capture the essence of Chicago's unique charm.

The Ritz-Carlton, Chicago Hotel

8.6

Good

(65 Reviews)

+ 263 photos
Perched atop the prestigious Magnificent Mile, The Ritz-Carlton, Chicago marries breathtaking lake views with sumptuous interiors. This hotel excels in providing an intimate ambiance, set within the bustling city. Guests are treated to meticulously appointed accommodations where comfort meets luxury, alongside attentive, personalized service that the Ritz-Carlton brand is celebrated for worldwide. The rooftop bar offers an exceptional setting to enjoy cocktails with a view, while the in-house restaurant prides itself on a farm-to-table approach, highlighting local ingredients. The spa and wellness facilities provide a tranquil retreat from the urban excitement. In the realm of Chicago places to stay, The Ritz-Carlton offers a timeless luxury that appeals to discerning travelers.
Address: 160 East Pearson Street At Water Tower Place
Rating: Good 8.6 (65 Reviews)
Rooms: 434
Price: From 331$

The Peninsula Chicago Hotel

9.3

Good

(238 Reviews)

+ 269 photos
The Peninsula Chicago stands as a beacon of luxury in the heart of Michigan Avenue, renowned for its impeccable service, spacious rooms, and exquisite dining options. From the moment guests step into the grand lobby, they are enveloped in an atmosphere of exclusivity and elegance. Each room and suite is meticulously designed with classical refinement and modern functionalities, offering panoramic views of the city skyline. The hotel's spa is a sanctuary of wellness and rejuvenation, featuring a selection of treatments that blend Eastern and Western philosophies. Culinary excellence is at the forefront, with the hotel housing some of Chicago's most distinguished restaurants. The Peninsula Chicago is a distinguished destination among Chicago places to stay, promising an unparalleled experience of luxury.
Address: 108 East Superior Street
Rating: Good 9.3 (238 Reviews)
Rooms: 257
Price: From 704$

Hotel Lincoln

+ 13 photos
Hotel Lincoln, with its quirky decor and vibrant atmosphere, sits proudly in the historic Lincoln Park district, offering unparalleled access to one of Chicago’s most beloved parks. This hotel offers a playful yet sophisticated experience, reflecting the artistic and eclectic spirit of the neighborhood. The guest rooms are whimsically appointed, featuring local artwork and breathtaking views of the park and lake. On-site dining options celebrate Illinois’ culinary diversity, from farm-to-table restaurants to atmospheric rooftop bars. Hotel Lincoln not only offers a place to stay but a deep dive into the heart of Chicago's cultural scene.
Address: 1816 North Clark Street
Rooms: 184
Price: From 110$

For those seeking the pinnacle of comfort without straying too far from the magnetic pull of the city's attractions, the Selina chicago hotel in Chicago stands as a beacon of luxury and convenience. Situated in the heart of the city, this hotel marries the opulence and modern amenities that discerning travelers crave, with the vibrant energy of the surrounding neighborhood. Its proximity to the Magnificent Mile—a famed stretch brimming with upscale shops, fine dining, and architectural wonders—ensures that guests can effortlessly indulge in all that Chicago has to offer. Whether you're drawn to the allure of the city's high-end shopping opportunities, its rich cultural tapestry, or the tranquil beauty of the nearby lakefront, staying at this prestigious hotel puts you at the center of it all, making it a stellar choice for those wanting to experience the best of Chicago.