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Hotels in West Side

Find and book unique hotels on Airbnb

Top-rated hotels in West Side

Guests agree: these hotels are highly rated for location, cleanliness and more.

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Superhost
A spacious guest room features a large bed with a contemporary headboard and soft bedding. A map-themed mural adorns one wall, while natural light enters through a window with a city view. A wooden desk and chair are positioned nearby.
Hotel room in Chicago Loop
4.76 out of 5 average rating, 55 reviews

King Room in Downtown

Experience upscale accommodations &amenities in the heart of Chicago when you stay with us. Located conveniently close to some of Chicago's top attractions, is ideal for both business travel and vacations. Make the most of your stay with our top-notch services & on-site restaurant that offers classic American cuisine. Unwind & relax in our comfortable guest rooms with Chicago-inspired décor. Whether you are traveling alone or with family, our hotel will give you a once in a lifetime experience.

Hotel room in Downtown Chicago
4.7 out of 5 average rating, 244 reviews

Modern design with VU Skyward rooftop bar

Refundable Incidental hold of $75/day required at check in. Must be 21+ to book/stay. We are connected to McCormick Place Convention Center and Wintrust Arena via sky-bridge. The nearby subway train brings guests to Millennium Park and downtown attractions. Soldier Field and the Museum Campus are within a mile are within a mile. Guests can enjoy a view of Chicago and Lake Michigan at our VU Skyward rooftop bar. We also have a Starbucks in our lobby. Self Parking is available for $52/night.

Superhost
Hotel room in Rosemont
4.89 out of 5 average rating, 466 reviews

Near O’Hare Airport + Breakfast. Shuttle. Pool.

Steps from the Allstate Arena and minutes from O'Hare International Airport, Staybridge Suites Chicago O'Hare offers the perfect extended-stay experience in Rosemont. Relax in spacious suites featuring full kitchens and living areas. Enjoy a complimentary hot breakfast daily and evening socials on select nights. Amenities include a heated indoor pool, fitness center, and free airport shuttle. Close to the Fashion Outlets of Chicago and the Blue Line for easy city access.

Superhost
Hotel room in Downtown Chicago
5.0 out of 5 average rating, 4 reviews

Suite 509 | Stay One Chicago

Stay One Chicago is a refined boutique hotel offering elevated comfort in the heart of the city. Guests enjoy beautifully designed rooms with high-end finishes, seamless self check-in, and dedicated workspace. Indulge in three on-site restaurants featuring curated dining options, perfect for breakfast, dinner, or cocktails. Your stay also includes exclusive access to Lifetime for premium fitness and wellness amenities, creating a complete luxury lifestyle experience.

Superhost
The building features a modern design with a blue and white color palette. A wide entrance is accentuated by a portico supported by columns. Surrounding greenery adds a touch of nature, complemented by a spacious parking lot with clearly marked lines.
Hotel room in Bolingbrook
4.86 out of 5 average rating, 98 reviews

Near Downtown Bolingbrook + Free Breakfast

Unwind in your own spacious suite just off I-55—perfect for road trippers, weekend shoppers, or anyone craving space to breathe. Grab free breakfast, chill in the indoor pool, or explore nearby favorites like IKEA and The Promenade. Whether you’re headed to Naperville, downtown Chicago, or just hanging in Bolingbrook, this stay gives you all the space and perks you need—without giving up comfort, convenience, or that extra travel magic.

Superhost
Hotel room in Wicker Park
4.92 out of 5 average rating, 13 reviews

The Robey Hotel Urban King Room

Experience the vibrant heart of Chicago at The Robey, where historic architecture meets modern design in the bustling Wicker Park and Bucktown neighborhoods. With 89 elegantly appointed rooms and a variety of dining options including Cafe Robey for all-day brunch and The Up Room for rooftop cocktails with panoramic city views, The Robey offers a unique blend of comfort, style, and culinary delights for every traveler.

Superhost
A modern café space features a stylish counter with intricate tile work, where a staff member assists a guest. A well-groomed dog on a leash stands attentively beside the guest. Coffee machines and bottled beverages are visible in the background.
Hotel room in Downtown Chicago
4.77 out of 5 average rating, 592 reviews

Close to Navy Pier + Restaurant. Bar. Gym.

Tucked just off the Magnificent Mile, Hotel Saint Clair gives you front-row access to Chicago’s must-sees—think Navy Pier, Millennium Park, and late-night eats around the corner. Sip your morning coffee, grab your camera, and hit the lakefront in minutes. The rooms are pet-friendly, WiFi’s on the house, and everything you want to see is walkable. It’s your laid-back launchpad for big city adventures.

Hotel room in Chicago Loop
4.62 out of 5 average rating, 153 reviews

Central Loop Hotel, Classic room

Classic rooms are ideal for solo travelers or couples seeking comfort and value in Chicago. Each room features a queen size bed with premium bedding, a versatile workspace with ergonomic chair, and lightning-fast free Wi-Fi. Enjoy a flat-screen smart TV, Nespresso coffeemaker, and bathroom amenities by C. O. Bigelow. Yoga mats and resistance bands are available upon request for added convenience.

Hotel room in Lincoln Park
4.57 out of 5 average rating, 508 reviews

Lincoln Park gem with storied jazz & rock history

Start your Chicago adventure at Hotel Versey—a boutique gem blending European flair with local charm in the vibrant Lincoln Park/Lake View neighborhood, just three miles from downtown. Steps from DePaul University and close to top spots like the Magnificent Mile, Navy Pier, and Museum Campus, Hotel Versey offers stylish comfort and unbeatable convenience for both business and leisure travelers.

Hotel room in Itasca
4.78 out of 5 average rating, 552 reviews

Near O’Hare Airport + Pool. Dining.

Unwind at The Westin Chicago Northwest, a lakeside getaway with spacious rooms, indoor pool vibes, and Insta-worthy sunsets just outside the city. Wake up with Starbucks coffee on-site, sweat it out in the 24/7 gym, then explore nearby Schaumburg shops, Busse Woods trails, and hidden local dining gems. Perfect for a weekend adventure, a friends’ trip, or recharging between flights.

Hotel room in Downtown Chicago
4.82 out of 5 average rating, 17 reviews

Deluxe king room

Deluxe king rooms are the perfect choice for a relaxing break in the exciting city of Chicago. Each room includes a shower, hairdryer, central heating, air conditioning, and an in room safe for your convenience. Enjoy added comforts like a small fridge, coffee maker, and a cozy sofa to unwind. An iron is also provided to keep you looking your best during your stay.

Hotel room in West Loop
4.89 out of 5 average rating, 47 reviews

Deluxe double

Deluxe double features two double beds, a flat screen television, fully stocked minibar, bluetooth radio, and complimentary wifi for a spacious and comfortable stay. Enjoy bathrobe, Malin & Goetz bathroom amenities, and free toll free calls for added convenience. Modern design and thoughtful touches create the perfect space to double up on fun and relaxation.

Popular amenities for West Side hotels

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