THE 10 BEST PLACES TO STAY IN CHICAGO

Where to stay during your trip/staycation in the Windy City!

Chicago offers a dynamic mix of neighborhoods, each with its own vibe, making it one of the most exciting cities to explore. Whether you're after sleek, high-rise hotels downtown or charming boutique stays in artsy enclaves, the Windy City has something for everyone.

River North’s buzzing nightlife, the historic elegance of the Gold Coast, or Wicker Park’s indie flair—each area presents a unique experience.

Or do you want jaw-dropping skyline views or proximity to iconic spots like Millennium Park and Navy Pier? We've got you covered.

Discover the perfect places to stay, no matter your style or travel goals.

#1 The Royal Sonesta Chicago River North 

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For a perfect mix of luxury and location in Chicago, The Royal Sonesta Chicago River North stands out in the city’s vibrant heart.

Just steps from the Magnificent Mile and surrounded by art galleries, top restaurants, and nightlife, this hotel offers modern rooms with sweeping skyline views, a year-round rooftop pool, and a 24/7 fitness center.

Its central location makes exploring iconic sites like Millennium Park and the Chicago Riverwalk a breeze, while its chic design ensures your stay feels as stylish as the city itself. 

#2 Fairmont Chicago Millennium Park

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When in Chicago, why settle for ordinary when you can stay at the Fairmont Chicago Millennium Park, a luxurious hotel with unmatched views of Lake Michigan and the Chicago skyline?

Located steps from Millennium Park, this elegant retreat places you right at the center of Chicago’s iconic attractions, from Cloud Gate to the Art Institute of Chicago.

Spacious rooms with floor-to-ceiling windows, a serene spa, and locally-inspired dining make it perfect for relaxing after exploring nearby Navy Pier or The Magnificent Mile.

This is where luxury meets the heart of the Windy City. 

#3 Le Méridien Essex Chicago

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Le Méridien Essex Chicago is the perfect mix of style and convenience, making it a top choice for travelers who want both comfort and proximity to the city’s iconic attractions. Located along Michigan Avenue, this sleek, modern hotel boasts floor-to-ceiling windows with breathtaking views of Grant Park and Lake Michigan.

Whether you're exploring nearby spots like Millennium Park or enjoying local dining in the vibrant South Loop, you'll find everything just steps away.

With its chic decor, on-site restaurant, and easy access to top sites, this hotel is an ideal base for your Chicago stay. 

#4  LondonHouse Chicago, Curio Collection by Hilton 

For a stay that blends Chicago’s historic charm with modern luxury, London House Chicago, Curio Collection by Hilton, is a standout choice.

Located along the Chicago River and just steps from the Magnificent Mile, it has stunning views from floor-to-ceiling windows and a rooftop bar that’s one of the city’s best.

With its prime location, spacious rooms, and amenities like a fitness center, on-site dining, and a full-service spa, it’s perfect for travelers wanting to immerse themselves in Chicago’s energy while enjoying comfort and elegance. 

#5 21C Museum Hotel Chicago

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If you're looking for a place that goes beyond just a hotel, 21C Museum Hotel Chicago is an unforgettable blend of luxury and contemporary art.

Just steps from the Magnificent Mile, this hotel doubles as an art museum, featuring rotating exhibits of modern masterpieces right in its halls. The sleek, spacious rooms come with all the high-end comforts you’d expect, plus breathtaking views of downtown.

Perfectly located for exploring top Chicago attractions, 21C Museum Hotel is a cultural experience in itself—ideal for those who crave creativity and style during their stay in the Windy City. 

#6 Holiday Inn & Suites Chicago-Downtown, an IHG hotel

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For travelers seeking the holy blend of comfort and convenience, Holiday Inn & Suites Chicago-Downtown is a gem in the heart of the city.

Just steps from iconic attractions like Willis Tower and Millennium Park, this IHG hotel offers easy access to Chicago’s top sights. The spacious rooms, rooftop pool, and on-site restaurant make it a relaxing retreat after a busy day of exploring.

Families love the kid-friendly perks, and the friendly staff is always ready with tips for navigating the city. Plus, with public transit nearby, getting around is a breeze.

#7 Arlo Chicago

Arlo Chicago offers a mix of style, comfort, and location right in the heart of downtown Chicago. With stunning views of Millennium Park and the lakefront just steps away, this boutique hotel places you within easy reach of the city's top attractions.

The modern, minimalist design of the rooms, coupled with thoughtful touches like plush bedding and curated artwork, creates an inviting space to unwind after a day of exploring.

Whether you're a first-time visitor or a seasoned traveler, Arlo Chicago is an excellent choice for an unforgettable stay in the Windy City.

#8 Freehand Chicago

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Freehand Chicago stands out as a budget-friendly yet stylish option in the heart of the vibrant River North neighborhood. Offering a cool mix of modern design and social vibes, it's perfect for travelers who want affordability without sacrificing comfort.

Whether you’re in a cozy shared room or a private suite, you'll love the quirky decor and boutique feel. Plus, with the renowned Broken Shaker bar right on-site, you can enjoy craft cocktails before exploring the city’s nightlife.

Close to iconic spots like Millennium Park and the Magnificent Mile, Freehand gives you access to the best of Chicago on a budget.

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#9 Hotel EMC2, Autograph Collection

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Hotel EMC2, Autograph Collection in Chicago offers a stay unlike any other, blending art, science, and luxury in a way that sparks curiosity and creativity.

Located in the bustling Streeterville neighborhood, it’s steps from Chicago's famous Magnificent Mile and Navy Pier, making it an ideal base for exploring the city.

With rooms featuring cutting-edge technology, unique art installations, and a culinary experience at The Albert, this hotel appeals to those who appreciate innovation and style.

If you’re someone who values an inspired, thoughtfully designed environment, this is the perfect place for your Chicago adventure.

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#10 The Royal Sonesta Chicago Downtown 

If you're dreaming of a stay in the heart of Chicago with stunning views of the city’s iconic skyline and river, The Royal Sonesta Chicago Downtown is THE spot. Situated right along the Chicago River, this hotel offers luxury with a modern twist, just steps from top attractions like Millennium Park and the Magnificent Mile.

The floor-to-ceiling windows and chic décor create a warm, inviting ambiance, while the exceptional service ensures a comfortable stay. Whether you're here for business or leisure, The Royal Sonesta promises a memorable Chicago experience.

Start planning your Chicago trip/staycation!

Discover the best places in Downtown Chicago.

No matter where you choose to stay, you're never far from world-class dining, cultural landmarks, and stunning lakefront views.

As you plan your Chicago adventure, consider which neighborhood vibe suits you best and get ready to experience the city’s unique blend of style, history, and energy at every turn.

Your Chicago stay awaits.

When you have the time, come visit us at our escape room facility - Fox in A Box located at 47 W Polk St suite l5 basement, Chicago, IL 60605.

Until then, cheers!