Upscale DoubleTree Hotel near the Magnificent Mile
This upscale hotel in the heart of downtown Chicago gives guests an optimal starting point from which to explore America's third-largest city. Just two blocks west of the hotel is the bustling Magnificent Mile—also known as Michigan Avenue—and two blocks east is Navy Pier, a famed entertainment thoroughfare that juts into Lake Michigan. To slow down the pace, head back to the hotel and up to the rooftop pool, where you can take in the surrounding skyscrapers from a unique vantage point.
When you check in, you’ll receive a warm chocolate chip cookie as a welcome snack. You can see the lights of downtown from standard king and queen rooms, which feature ruby-colored linens and dark leather-upholstered chairs. Lake-view king rooms look out toward the oceanlike expanse of Lake Michigan.
Come morning, order breakfast at the onsite Markethouse restaurant or head down to the Einstein Bros. bagel shop on the ground level, where you can grab a quick bite before hitting up the shops on the Magnificent Mile.
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 called this stretch “the greatest architecture road on earth” thanks to the superstar skyscrapers lined up along the lakefront. Runners, cyclists, and runaway lawn mowers 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.