Named the #1 Hotel in Chicago for two consecutive years by Condé Nast Traveler's 30th annual Reader's Choice Awards, Virgin Hotels Chicago offers a number of intriguing amenities fit for a romantic stay. Each of the casual "chambers" includes a custom-designed hybrid bed with an ergonomic headboard and footboard that allows for a range of positions for, well, you know. There's a set of sliding privacy doors separating the sleeping area from the dressing area and spacious showers (big enough for two) with rainfall showerheads are a plus. Each chamber's minibar offers an intimacy kit which includes condoms, lubricant and a feather tickler. Commons Club is the second-floor restaurant/bar offering sharable "Nosh Towers" and Miss Ricky's, the hotel's All-American diner, is fun for brunch. Upstairs is the intimate live entertainment venue with free nightly shows to insure complete indoor fun.
Recommended for Romantic Hotels because: The playful property is located in the old Dearborn Bank Building close to attractions like Millennium Park, the Art Institute and the Chicago Theater.
Located between Streeterville and the Loop, Swissotel Chicago is a sleek 4-diamond all-glass hotel that offers spectacular wrap-around views from the Chicago River and Navy Pier to Millennium Park and the Wrigley Building. Steps away from the Magnificent Mile, it's close to everything but still tucked away. Available year-round, Swissotel Chicago's Date Night package will make it easy to celebrate an anniversary, birthday, or an "I love you" occasion with your special guy or gal. The package includes signature chocolate-dipped strawberries in your room, a champagne toast for two in Amuse (the lobby eatery); complimentary breakfast at The Palm; and 2 pm late check out. Enjoy a sumptuous dinner at The Palm, just an elevator ride away from your room, serving Italian specialties, steaks, seafood and lobster.
Recommended for Romantic Hotels because: The views are phenomenal and you can walk to some of the best shopping, dining and activities in the city.
The prestigious AAA Five Diamond award-winning Waldorf Astoria Chicago offers elegance otherwise available only in Paris. An urban sanctuary tucked into the Gold Coast neighborhood, the luxury hotel offers apartment-style rooms, an award-winning spa retreat and two Michael Mina Signature Restaurants serving seasonal and artisanal French cuisine. Guest rooms and suites are spacious boasting private terraces and ornate fireplaces, keen accessories for a perfect romantic stay. Exit the large marble bathrooms with separate shower and soaking tubs and don your soft, comfy robes. The hotel is located near Oak Street which is lined with designer shopping, including jewelry stores where you can begin browsing engagement rings.
Recommended for Romantic Hotels because: The on-site dining options receive kudos for quality of food and ambiance.
With just 11 private and beautifully appointed rooms inspired by Chicago literary references, the B & B elevates the traditional bed and breakfast experience by offering stylish interiors, impeccable service and a freshly cooked breakfast each morning. Housed in a 110-year-old building, Publishing House's common area features an inviting double-sided fireplace (for an always appealing snuggle in the winter), 12-seat dining tables, lounges and a baby grand piano. Husband and wife owners prepare breakfast for their guests each morning and for romantic getaways, ask for Champagne to be waiting in the room on arrival (from the intimate subterranean Press Room wine bar). The Everleigh room has a vintage clawfoot tub and steam room for extra romance.
Recommended for Romantic Hotels because: You'll feel as though you're starring in a romantic, urban film when staying at the smart, chic Publishing House B&B.
Bogie and Bacall. Tracy and Hepburn. Taylor and Burton. Create your own historic romance at The Palmer House Hilton, a living piece of Chicago history. Lounge in one of the plush seats in the lobby to peruse the 21 frescos which pay tribute to Greek mythology and love. The Michelangelo-esque mural was originally created in the 1920s by French muralist Louis Pierre Rigal. Reserve tea for two at Lockwood Restaurant & Bar and select your own tea blend while nibbling on savory sandwiches and sweets surrounded by the Old Word glam of the 140-plus-year-old Palmer House. Book an intimate dinner and a show, The Magic Parlour starring Dennis Watkins is an evening of classic magic and mind-reading featuring the work of the third-generation magician. Walk to Millennium Park for ice skating and concerts, the Art Institute and downtown restaurants and shopping.
Recommended for Romantic Hotels because: Potter Palmer presented one of the most extravagant wedding gifts of all time to his love, Bertha, the Palmer House.
The Peninsula is one of Chicago's toniest hotels and its understated elegance is ideal for a romantic rendezvous. Expect top-rate gracious service, and if you're hoping for a room with a view, ask for a corner suite. Event staff will help you plan special surprises for your paramour from candlelight, rose petals on the bed, or perhaps a strategically placed gift? Whatever you like. Spa treatments are heavenly at the outstanding luxury spa. The rooms are traditionally furnished with marble bathrooms that include a soaking tub and steam-free inset television and lodging amenities are controlled via iPad. Dine in The Lobby (which also offers afternoon tea service); Shanghai Terrace for Asian cuisine; or Pierrot Gourmet's European cuisine, a fitness center schedules dozens of complimentary classes each week and a heated 25-meter pool overlooks the city's skyline.
Recommended for Romantic Hotels because: On-site activities include music in the lobby nightly and ice skating on the hotel's private rooftop rink.
LondonHouse Chicago boasts 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. Foodie couples should look into a luxe, customizable dinner in LH Cupola, the intimate, private space at the apex of the hotel offering 360-degree views of the city. A new add-on to the hotel's "grand proposal package," songwriters at With this Song create a personalized musical experience. Chicago-based musicians, Jess Godwin and Gabriel Ruiz write, record, and perform a customized love song for couples at the proposal (or cover an existing song that has meaning to the couple). Work with the culinary team to craft a special menu of reimagined American cuisine to enjoy in LH Cupola's original beaux-arts intimate space for memorable moments before and after s/he says "Yes, yes, a thousand times yes!" Book a luxe guestroom that overlooks Chicago's beauty.
Recommended for Romantic Hotels because: LondonHouse Chicago resides in a historic building across from the Riverwalk with vintage details inspired by the Jazz Age.
Once an elite private men's club circa 1891, this property was restored and converted into wood, stained glass and architecturally beautiful boutique hotel. Cindy's, the hotel's rooftop bar, is a stylish, romantic spot for a happy hour drink or two accompanied by a fantastic view of Millennium Park, Buckingham Fountain and the lakefront. Ask about the Old Fashioned Romance package, bookable at any time throughout the year pending availability. It includes in-room custom chocolates from the award-winning Executive Pastry Chef; two Old Fashioned cocktails in your choice of the Drawing Room, Cherry Circle Room or Cindy's bar and restaurant; plus breakfast for two. Work with the concierge team to write a letter to your partner pre-stay, and get access to the hotel's historic mailboxes and surprise them with their own mailbox key. Light up your competitive side in the Game Room with bocce and billiards.
Recommended for Romantic Hotels because: The Loop is challenging the Gold Coast with one of the most architecturally and historically beautiful properties in Chicago. Walk to the symphony or the lakefront.
The Hard Rock Hotel Chicago transformed into the St. Jane in summer 2018 taking its name as an homage to activist Jane Addams. This sounds serious but the edifice, the landmark 1929 Art Deco Carbide and Carbon building on Michigan Ave., is anything but. The 38-story hotel includes a main building plus The Tower at St. Jane, a boutique luxury section above St. Jane. Your dedicated concierge staff takes care of any needs. Book the Only Us package that begins with a glass of complimentary champagne upon arrival; breakfast in bed; and a romantic dinner for two at Free Rein, including a complimentary bottle of wine. Tower rooms feature black walls and velvet furniture in jewel tones lending a sexy ambiance and sweeping views of the Chicago skyline, river and Lake Michigan are inspiring. You're in the middle of some of the city's top attractions, dining and shopping, too.
Recommended for Romantic Hotels because: The landmark 1929 building is stunning inside and out and The Tower at St. Jane rooms offers multiple amenities and sexy elegance.
A luxurious bath does a body good and indulging in a soak in one of The Langham's granite tubs, which are in front of large picture windows, is simply unforgettable. The Langham may be the best luxury hotel in Chicago exuding British elegance and modern sophistication tucked into a historic Mies van der Rohe building, the last designed by the renowned architect. Sidled up to the downtown riverfront, the building designed in the 1970s is sophisticated inside and out. The hotel's interior features appealing art and sculpture and rooms are done in neutral colors with tasteful furniture., Floor-to-ceiling windows welcome the jaw-dropping skyline and views of water traffic meandering down the Chicago River. Chuan Spa recently earned cheers at the American Spa awards so consider a couple's treatment. The "River Romance" package includes great extras like spa credit, bubbly, valet parking and Travelle features wonderful seasonal American cuisine.
Recommended for Romantic Hotels because: Feel free to take a pampering deep soaking bath in a bathroom offering a voluptuous view of the city.