Four-star hotel in downtown Chicago has a rooftop lounge and a restaurant; steps from the Magnificent Mile and John Hancock Center
Hotel at a Glance: Raffaello Hotel
The four-star Raffaello Hotel is located in downtown Chicago, a short stroll from the famous Magnificent Mile, a stretch of high-end shops and Michelin-starred restaurants. But you don’t have to venture far to enjoy culinary delights. At the onsite Italian eatery Pelago Ristorante, Michelin-star-winning head chef Mauro Mafrici has crafted an upscale menu with locally sourced and seasonal ingredients.
- Where you’ll stay: Elegant guest rooms and deluxe and grand suites feature flat-screen TVs, plush bedding, and marble bathroom appointments.
- Sip craft cocktails amid views of the skyline at Drumbar, a swanky rooftop lounge outfitted with leather couches and a fireplace. The bar was named 1 of America’s 10 best whiskey bars by Thrillist Chicago and listed among GQ’s top American rooftop bars.
- Take care of business: The business lounge can provide such services as printing, copying, and faxing, as well as WiFi.
Chicago’s Magnificent Mile: Upscale Boutiques and Historic Architecture
On Chicago’s Magnificent Mile, landmark skyscrapers such as the John Hancock Center and the Wrigley Building tower over the city’s liveliest retail corridor. In total, this stretch of high-end real estate houses some 460 stores, ranging from exclusive designers such as Armani and Chanel to beloved brands including Apple, American Girl, and Gap. Double-decker buses and horse-drawn carriages circle the Chicago Water Tower, a limestone icon that survived the Great Chicago Fire, and droves of shoppers navigate eight levels of boutiques and cafés at the nearby Water Tower Place.
Lake Shore Drive runs two blocks east of Michigan Avenue. Travel + Leisure calls this stretch “the greatest architecture road on earth” thanks to the superstar skyscrapers lined up along the lakefront. Looming above them all, of course, is the Willis Tower (formerly known as the Sears Tower)—the second-tallest building in the country. Runners and cyclists travel the adjoining Lakefront Trail throughout the year. A mile and a half north, crowds gather at North Avenue Beach during the summer to people watch, play volleyball, and listen to live music at beachfront bars. You can get to the beach (and practically anywhere else in the city) using Chicago’s extensive public transportation system.