Hotels in Crestwood

Escape to a peaceful sanctuary near Chicago Midway Airport. Just 5 minutes from Midlothian Station, this hotel offers free breakfast, WiFi and parking, plus an indoor pool for year-round swimming. Business travelers appreciate the numerous dining options within one block.

A dream Chicago retreat with a chic downtown vibe, just steps from shopping on State Street. Dine at the 676 Restaurant, grab the nearby Red Line, or walk to Chicago Riverwalk and Lake Michigan in 15 minutes.

Immerse yourself in Chicago's energy at this luxury hotel, a short walk from Chicago Riverwalk and Michigan Avenue. The rooftop terrace offers skyline views while the spa provides rejuvenating treatments after exploring nearby attractions.

Immerse yourself in luxury at this storied Chicago hotel. Just steps from Millennium Park and Monroe Station, this classic retreat features a full-service spa, indoor pool, and elegant bar. Travelers praise the central location and helpful staff.

Set in the heart of downtown, this hotel is a 10-minute walk to Michigan Avenue and Chicago Riverwalk. Guests praise the helpful staff and complimentary continental breakfast. With free WiFi and a fitness center, you're just 8 minutes from Grand Station Red Line.

Discover a boutique hotel near Chicago's iconic attractions, with a full-service spa offering massages and scrubs. Just 3 minutes from Chicago Station, this sophisticated retreat features clean rooms, helpful staff, and easy access to the Riverwalk.

Immerse in Chicago's vibrant energy at this boutique hotel. Steps from Michigan Avenue and Water Tower Place, enjoy clean rooms with city vistas. Grab breakfast at the Lobby Bar before exploring nearby Lake Michigan and Chicago Riverwalk.

Immerse yourself in this historic Gold Coast retreat near Michigan Avenue and Oak Street Beach. Enjoy robust coffee at the on-site café, workout anytime, and experience the quiet, relaxing atmosphere that travelers consistently praise.

Experience downtown Chicago from this centrally located hotel near Millennium Park. Just a 5-minute walk to Michigan Avenue with quick access to Chicago Theatre. Enjoy free WiFi, room service, and visit the fitness center between sightseeing adventures.

Steps from Jackson Station, this boutique hotel blends urban convenience with comfort. Enjoy American cuisine at Elephant & Castle, recharge at the 24-hour fitness center, or explore nearby Millennium Park. The attentive staff ensures a memorable Chicago adventure.

Located in Chicago's River North area, this inviting hotel offers free WiFi and 24-hour front desk service. Just 5 minutes from Merchandise Mart Station and a short stroll to State Street, you're perfectly positioned to explore Michigan Avenue and Chicago Riverwalk.

Explore Michigan Avenue from this stylish hotel with a 24-hour fitness center and bar/lounge. Steps from Grand Station, it offers easy access to Chicago Riverwalk and Millennium Park, plus free WiFi and room service.

Perfectly positioned near Michigan Avenue and Chicago Riverwalk, this hotel offers breathtaking city and Lake Michigan views. With 4 restaurants, including Stetsons Modern Steak, plus 2 bars, you'll enjoy comfort while staying steps from shopping and attractions.

Immerse yourself in downtown Chicago at this well-positioned hotel, steps from Millennium Park and Michigan Avenue. The American restaurant About Last Knife serves three meals daily while the 24-hour fitness center keeps you energized. Chicago Riverwalk and Chicago Theatre are both within a 10-minute walk.

Immerse yourself in downtown Chicago at this centrally located hotel, just a 5-minute walk from Michigan Avenue. Enjoy seafood at Lure Fishbar, maintain your routine at the 24-hour fitness center, and access Grand Station in 4 minutes for easy city exploration.

This historic hotel offers majestic lake views and is steps from Columbia College Chicago. Enjoy meals at 2 restaurants or the café, then unwind at the bars. With train stations nearby and helpful staff, you'll experience both charm and convenience.