The Best Chicago Hotels for Stunning City Views

Downtown Chicago cityscape skyscrapers skyline at sunset

Chicago is a bustling metropolis with its own distinct local culture and style, which manifests through its unique food, architecture, music, art, and unforgettable sights and attractions.

The so-called “Windy City” boasts absolutely stunning views of incredible skylines, vibrant streets and marketplaces, glittering waters of Lake Michigan and Chicago River, and much more.

The ideal hotel will provide the perfect place to indulge in all the beauty and culture of this extraordinary destination.

The Most Scenic Accommodations for a Spectacular Chicago Vacation:

Hilton Chicago

Perfectly positioned for a phenomenal view of both Grant Park and Lake Michigan, Hilton Chicago is a choice location to stage your big city adventure.

The hotel is located right in the beating heart of the city’s business and culture district, with close proximity to popular attractions such as Buckingham Fountain, Art Institute of Chicago, and a multitude of various shops along State Street. No matter what sort of vacation experience you’re looking for, just a short drive away you’ll find Shedd Aquarium, Field Museum, Adler Planetarium, Soldier Field, and many more venues hosting a vast range of fun activities and photo opportunities.

Guests enjoy a host of fantastic features and amenities to make their stay as perfect as possible, including virtual contactless concierge service, a large indoor pool, hot tubs, a fitness center, and sundeck with a stupendous view of the city and tranquil blue waters of Lake Michigan.

Hilton Chicago offers a variety of room and suite types for different travel arrangements and preferences. Book a Lakeview Room for a spacious and comfortable stay with an eye-popping panorama of Grant Park and the Lake, or check out a Luxury Suite with a King Bedroom for more intimate, elegant. residential-style accommodations with an awesome view of the cityscape.

River Hotel Chicago

Located in the beating heart of the city’s downtown, River Hotel Chicago offers a truly commanding view of the Chicago River’s south bank, and is walking distance from some of the most popular attractions, shopping spots, bars, and restaurants around.

The hotel is mere steps from Chicago Riverwalk, the city’s famous waterside path highlighting some of its most unique architecture. Among these: You’ll be less than a mile from the Chicago Theater, an elaborate, century-old venue renowned for its Broadway-style stage performances, and Tribune Tower, a historic Gothic-style skyscraper with a wildly distinctive design that hosts a series of public events and activities.

The hotel offers a variety of room options including One-Room Suites, Mobility & Hear Accessible Rooms, Deluxe Double Rooms, and even Extended Stay accommodations complete with a fully-equipped kitchen, dining area, and complimentary maid service, for longer trips.

The Superior Room with River View provides a comfortable, spacious place to unwind and relax from a rousing night on the town. Enjoy a large, queen-size bed, private bathroom, smart tv, 24-hour fitness center access, and an incredible view of the river and stunning skyscrapers.

The Drake

Just a block away from Oak Street Beach, this full-service Hilton hotel serves a premium luxury experience right near some of the most scenic and popular places in the city.

Explore the picturesque sights and offerings scattered along the Gold Coast, such as its scenic beachfront, collection of high-end boutiques, fine dining establishments, and slew of fun vacation opportunities.

Among these: Spend a family-friendly day at the nearby Lincoln Park Zoo, soak in the sun and sea at Oak Street Beach, do some sight-seeing from more than 1,000 feet in the air at the observation deck of the John Hancock Center, or spend some time exploring the quality shopping and rides along the Navy Pier waterfront.

The Drake boasts more than 600 incredible guest rooms and suites, each with a unique blend of Old World charm and contemporary features and amenities. With an extensive selection of deluxe rooms, family rooms, and upscale suites, you will find the perfect accommodations to suit your needs.

Book one of its suites for a premium stay complete with stunning waterfront views, roomy accommodations, elegant furnishings, a comfy Serta mattress, private parlor area, and plenty of modern services and amenities.

The Gwen


When it comes to premium accommodations that enhance your overall experience, The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago offers a lavish and unforgettable stay with proximity to many of the most iconic sights and attractions downtown Chicago has to offer.

Enjoy stunning views of the city’s vibrant commercial district, and stage your vacation around the vibrant Navy Pier, Tribune Tower, and House of Blues Chicago—a lively rock and Blues-themed restaurant well known for its live music performances and Southern-style cuisine.

This luxury Marriott hotel provides close access to The Shops of North Bridge and many other amazing local restaurants and attractions along the Magnificent Mile, the bustling commercial section of Michigan Avenue. The Gwen offers a number of fantastic bonuses for guests to better appreciate this magnificent city, including complimentary bicycles for some independent explorations, and tote bags to help with shopping.

The hotel’s interior is brimming with modern elegance, distinct local charm, and wide selection of rooms and suites for the perfect Chicago getaway.

Enjoy a Superior King Terrace room with king-sized bed, deep-soaking tub, and private balcony with stunning views of the Magnificent Mile. Check out the Junior Suite King, and indulge in the heights of sophistication and incredibly artsy ambiance inspired by pioneering sculptor Gwen Lux.

For a more unorthodox stay, The Gwen Glamping experience enables up to six guests to camp out under the stars on an exclusive open-air terrace—so you can enjoy the outdoors and extraordinary panorama of the surrounding skyline and teeming city below.

Work With InteleTravel to Plan the Perfect Chicago Vacation

While there is plenty to do and see throughout the “Windy City,” arranging your itinerary and finding and booking the many different aspects of your trip yourself shouldn’t be one of them!

InteleTravel Advisors are available to help you navigate any hurdles and create the best trip featuring your personal preferences.

Our team of qualified travel professionals will work with you to create a custom itinerary so you can see and experience everything you want during your visit, while securing valuable upgrades to further enhance your vacation experience!

Contact an InteleTravel Advisor today to start planning your ultimate Chicago vacation!

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