Whether a local of Chicago or simply visiting the Windy City for Valentine’s Day, choose to spend Valentine’s Day at one of Chicago’s top hotels.

© Royal Sonesta Chicago Downtown
Royal Sonesta Chicago Downtown
Situated on the river, Royal Sonesta Chicago Downtown offers some of the largest guestrooms in Chicago. Opt for the hotel’s Valentine’s Day package to not only receive luxury accommodations but also to enjoy a Champagne bottle upon arrival, a Build Your Love itinerary and a cupid-approved welcome amenity. Itinerary options range from a Champagne helicopter tour, couple spa experience or a private lingerie fitting experience.
This elegant property offers the Love at Nobu package for guests wanting to spend a long Valentine’s Day weekend in the city. This package includes luxury suite accommodations featuring a teak bathtub overlooking the city, a welcome amenity upon arrival, daily continental breakfast for two and an in-room, 60-minute couples massage.
Radisson Blu Aqua Hotel invites guests wanting to celebrate both Valentine’s Day and the Super Bowl with the Romance & Rivalry package. Because the two days fall just one day apart, guests can book this package to have the best of both worlds. In addition to accommodation in the presidential suite, guests of this package will also receive a welcome amenity of Champagne and roses. For Valentine’s Day, the package offers guests a special dinner for two at FireLake Grill House & Bar with a multiple course dinner in Upper FireLake. The dinner will also come with a bottle of premium wine, two cocktails and chocolate-covered strawberries to go. The next morning, guests can prepare for the Super Bowl with a game day brunch in Upper FireLake. The brunch offers two cocktails as well as unlimited beer and wine.

© Kimpton Gray Hotel
Book the Suite Yourself package at Kimpton Gray Hotel to spoil your loved one this Valentine’s Day. The package comes with spacious accommodations including a luxurious bath. Reserve a dinner at Boleo, the property’s rooftop restaurant and lounge for a romantic night under the stars. Boleo serves Latin-inspired cocktails, delicious meals and lively music beneath the retractable glass roof.
Outside of the hustle and bustle of the city center lies The Drake Oak Brook, a serene hotel for guests wanting to spend Valentine’s Day in peace. Guests can spend an evening under the stars by reserving one of the property’s heated igloos. In the igloo, enjoy a delicious meal with crafted cocktails. Those who prefer an earlier celebration can reserve the Champagne Sunday Brunch at the hotel’s Colonial Room.
The Drake Oak Brook also offers the Couples Escape package. This exclusive package includes a stay in one of the property’s newly renovated suites, Champagne breakfast in bed for two, late check-out of 2 p.m., and a one-hour in-room couples massage.
Renaissance Chicago Downtown Hotel
Feb. 11–14 and 18–21, book the Valentine’s Getaway package at Renaissance Chicago Downtown Hotel. In addition to a breakfast for two at Staytion Market & Bar, the package also comes with a late check-out of 1 p.m. Visit the hotel’s dining and cocktail lounge, Raised Bar Chicago, for a romantic evening filled with delicious bites and signature cocktails.
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