LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago easily has some of the most impressive views of the Chicago River and the city's lovely architecture from rooms and especially its 22nd-floor rooftop terrace. Couples should look into a luxe, customizable experience in LH Cupola, the intimate, private space at the apex of the hotel offering 360-degree views of the city. The historic Cupola, the property's highest point dating back to 1923, is a secluded space to pop the question. The basic proposal package includes a full hour private access of the Cupola; rose petals; bottle of Dom Perignon (Brut); and a photographer (full hour coverage). If s/he says "Yes, yes, a thousand times yes!" consider the Juliette Ballroom with floor-to-ceiling windows and riverfront views for an extravagant wedding or a more intimate yet perfectly glamorous celebration in the Whistler Ballroom.