A study in luxury, The Ambassador East provides the perfect balance of location, style and celebrity sightings. Two blocks from Lake Michigan and only five blocks from Chicago’s famous Magnificent Mile, this hotel still showcases the Old World charm it became known for upon its opening in 1926. Vince Vaughn is a fan, as is Richard Gere. Step into the opulent lobby, with its overstuffed antique-style sofas and chairs in gentle pinks, creams and greens. Dark wood tables, lovely fresh flower arrangements and crystal chandeliers complete the picture of unstudied elegance. The guest rooms feature similar soft colors, such as blush, pale blue, caramel and off-white. Scalloped curtain valances and long windows with breathtaking views complete the romantic theme. Make time to dine at the famous Pump Room, a Chicago tradition for almost 70 years. The chandeliers provide soft, flattering lighting, perfect for a date or romantic occasion. Try the five- or seven-course tasting menus, including dishes such as lobster cake with Pernod-Gala apple relish and wild Scottish ring-neck pheasant with cranberry relish.