The most romantic hotels in Chicago

If you're looking to hole up for the weekend, check in at Soho House Chicago, a sophisticated boutique hotel in the West Loop. The rooms here are outfitted with luxury linens, stocked fridges, Cowshed bath products and thoughtful design touches. Big bedrooms even include freestanding tubs and a dining table for two. Opt to order room service in your robe or check out the hotel's dining and drinking options; we're particularly fond of lobby restaurant the Allis, which offers house-made pastries by day and wood-fired pizzas by night. Psst: Check your mini-fridge for delicious handcrafted cocktails.

As you'd expect of Hilton's most luxurious range of hotels – named after the founder Conrad Hilton, no less – this Chicago branch is exceptionally high-end. Style oozes from every inch: it's in the carefully selected earthy tones, in the geometric patterned carpets and the mid-mod inspired furniture. The beautiful views continue up at the rooftop bar and restaurant, Noyane, which serves craft cocktails and Japanese cuisine. The Conrad is also perfectly placed for culture vultures, who'll have a field day mooching around the nearby Museum of Contemporary Art and early twentieth-century Navy Pier.

Those who’d rather not penny-pinch on their next staycation can go all out at this Gold Coast hotel, where the guest rooms average 890 square feet. It’s all about the finer things in life here, so expect marble bathrooms with soaking tubs, vanities with inset LCD televisions, beds covered with 460-thread count sheets, furnished terraces and cozy fireplaces in each room. Elsewhere in the hotel, you’ll find the Spa & Health Club, featuring traditional spa services like facials and massages, DreamDry (founded by celebrity stylist Rachel Zoe, offering all kinds of glamorous styling services), and a mosiac-tiled, saline-water-filled lap pool.

Nestled in the heart of downtown Chicago, the Peninsula offers five-star accommodations for those who are looking to splurge on a special night away. There are plenty of room and suite options available, from the 531-square-foot Superior Room to the 3,645-square-foot Peninsula Suite. Once you've secured a room, check out the spa offerings, which include treatments like a hot stone therapy massage, manicures and pedicures and a men's purifying facial. Reunite and relax together at the stunning 19th-floor indoor pool before grabbing dinner at Z Bar, the hotel's globally inspired rooftop lounge.

To say the Chicago Athletic Association is beautiful is to put it mildly. Stay in one of the 241 luxury boutique rooms—throwbacks to the club rooms of athletic associations long gone. From the unparalleled view of Millennium Park and Lake Michigan at Cindy’s rooftop restaurant to more great food and drink at Cherry Circle Room and even Shake Shack, there’s no shortage of options. You’ll also love the Game Room, with its private alley entry and bocce, shuffleboard and billiards. Find access to everything you need and more in this wonderfully restored 1890s building.

With views of the Chicago River and Lake Michigan, a top-notch restaurant, a massive ballroom and 316 spacious rooms and suites, it's not surprising that The Langham is often recognized as one of the best hotels in the country. Even more enticing? This five-star hotel offers all the comforts you could imagine for a romantic staycation or getaway. Take a dip in the 67-foot swimming pool, heat things up in the hydrotherapy Jacuzzi or book a specialized spa treatment in the world-class Chuan Spa.

Situated inside a 110-year-old historic building, the Publishing House is one of the most unique boutique hotels in Chicago. Choose from 11 different rooms, which vary in size from cozy to XL, then prepare to relax. Guests are encouraged to take advantage of the funky common spaces, like the quiet reading nook and the beautifully appointed main dining room. When night falls, trek to the quaint basement wine bar for a glass or two before retiring to your room. Come morning, a from-scratch breakfast awaits in the kitchen upstairs. 

River North’s “boldly original” boutique hotel is that great blend of down-home, earthy sensibility with the modern amenities of a luxury conglomerate. The staff makes a point of keeping everything cozy, clean and convenient. That means a decently priced honors bar and an exclusive Serta Enrapture Eurotop mattress. Take advantage of the spa-inspired shower with rain showerheads and body jets. For a little extra, you can snag a room with a balcony and view. 

Just a hop, skip and a jump from downtown cultural jewels like the Art Institute of Chicago and Millennium Park, the Fairmont is ideal for two. Spend the day roaming the city before heading back to the couple’s suite, where champagne and chocolates await. The hotel offers couples massage treatments like most others, but an attractive bar gives you a chance to brush up on your role-playing skills. It could make for an intriguing scenario since the couple’s suite comes outfitted with an infinity tub with soothing jets.

It’s a little bit country, a little bit rock ’n’ roll in the sense that you’re getting the best of a casual, laid-back atmosphere, replete with bold and beautiful socialites. These swanky digs in River North have a reputation for hosting some of the classiest folks in Chicago. The IO Godfrey Lounge boasts 15,000 square feet of indoor and outdoor space, a cocktail selection from a full service bar and beautiful ambience. Not your style? Take it to the spa for massages and facials with the pros.