![]() ![]() Hotel Zachary is a lively boutique hotel opposite Wrigley Field baseball stadium.Rooms in this concrete and glass industrial conversion come with grey palettes, tiled bathrooms, local artwork and Bauhaus style furniture. Highlights include city views, trendy co-working space and the buzzing outdoor rooftop. Ace Hotel Chicago was once a cheese factory but is now a hip boutique hotel.Having hosted many Presidents and celebrities, you can be sure of a very trendy crowd. Expect wood-panelling, chandeliers and double-height ceilings combining with buzzing restaurants, an extensive art collection and quirky modern furniture. Once the tallest building in the city, The Blackstone is a historic grand dame updated to the 21st Century.Stylish, contemporary, and with an acclaimed Italian restaurant and trendy bar - this well-priced downtown stay is an alluring choice. Lively Thompson Chicago is a converted mansion with a fabulous city centre position right beside Magnificent Mile.The 24-hour taco restaurant is useful after nightly DJ sets. Rooms aren't huge but have everything you need. When the reception doubles as a bar you can be sure of a good time! Decor is contemporary industrial-cool, with splashes of hot pink. Moxy Chicago Downtown is a buzzing and fun boutique-style hotel.Seriously good value for what is a luxury stay. The rooftop bar and steak house are a real lure, while kids are well taken care of with iPads loaded with age-appropriate games, consoles, toys and activity books. ![]() Rooms are sleek and modern with floor-to-ceiling windows to take in the city views. Expect cool, contemporary city-style near Chicago's river and lakefront at the Loews Chicago.With doubles starting at $85 (quads are just $25 per bed) - this is an affordable and hip choice for those travelling with kids. For those of age, there is a popular cocktail bar. Rooms are boho chic and come in various sizes including quads and a penthouse, which sleeps up to six, meaning there are flexible options for families. Freehand is a great value hotel with a boutique feel in downtown Chicago.The popular on-site restaurant draws crowds, as do the cocktails at the vintage bar. The comfortable and spacious rooms have been carefully crafted by local designers. The Talbott Hotel is a glamorous Great Gatsby style hotel, in a beautifully refurbished 1920's building in downtown Chicago.Dine at the excellent on-site restaurant and enjoy the 27th-floor rooftop bar. Expect high ceilings, large windows with skyline views and bold flashes of colour all around. TheWit Hotel is a playful and buzzy hotel with spacious rooms and luxury creature comforts.With a rooftop pool and a range of restaurants - this property won't fail to impress. Expect vast rooms, high ceilings, polished concrete, and velvet upholstery. The Hoxton Chicago is a hip luxury choice perfectly blending industrial and retro design.However, the real lure is (obviously) the rooftop pool and bar. Pick this property for the chic whitewashed rooms (many of which have epic city views) and the French-American restaurant. The Robey is a modern boutique hotel set in a striking art-deco building in Wicker Park.With something to suit most tastes and budgets, why not browse through our collection to start planning your stay? Our hotel experts have scanned the city to bring you a collection of cool hotels in Chicago selected on their design, amenities, and overall vibe. Expect grand and historic buildings converted into chic boutiques, sleek modern hotels with rooftop pools, and properties that have stand-out bars or restaurants. The hotel scene is as dynamic as the city itself. Whether you're visiting to catch a sports game, you're here for one of its festivals, or you're visiting simply to soak in the iconic architecture and experience the happening nightlife - there is a lot to keep busy with here. Chicago has many draws for a fun city break. ![]()
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