When booking a couples' city break in Chicago there are a wide range of hotels to choose from. Whether you are looking for a downtown stay where you can easily immerse yourselves in the city's vibrant cultural and restaurant scene, or you want a cosy hideaway, there are properties to suit most tastes and budgets. Our hotel experts have scanned the city in search of the best romantic hotels in Chicago. Chosen on their design, service, location and amenities we've selected charming adult-only B&Bs, all-out luxury stays, grand historic properties, and hotels with stand-out restaurants. So why not browse through our collection to start planning that trip away for two?
Chicago (Near North Side)
The Peninsula exudes dignified grandeur. Rooms feature touches of high-class elegance such as Bernaudaud china, soaking tubs in bathrooms and specially commissioned art. Impeccable views of glittering downtown Chicago from most rooms and suites. Pool, gym, spa, three award-winning restaurants.
Chicago (Near North Side)
Overlooking the Chicago River and surrounded by downtown Chi-town skyscrapers, this hotel is a glamorous choice for the discerning traveller. Rooms feature a cream canvas, dark polished woods and royal purple throws. Gym, spa, pool. Exclusive private members' club with city views. Restaurant, bar.
Chicago (Near North Side)
A glamorous great Gatsby style hotel, in a beautifully refurbished 1920's building in downtown Chicago. The comfortable and spacious rooms have been carefully crafted by local designers. The popular on site restaurant draws crowds, as do the cocktails at the vintage bar. An elegant spot.
Chicago (Near North Side)
A magnificent hybrid of old and new, a perfectly preserved 1920's facade attached to a glistening glass tower. Inside you will find the same paradoxes, the rooms are spectacular and so are the views from their floor to ceiling windows. The rooftop bar draws a crowd, as does The Somerset downstairs.
Chicago (Fulton Market)
A high-end luxury hotel in easy reach of the city centre and Chicago’s best nightlife spots, ideally designed and equipped for business or pleasure. Public spaces and rooms are bright and elegant, making excellent use of space, and the rooftop pool and range of restaurants won't fail to impress.
Chicago (Oak Park)
A small yet sophisticated and stylish B&B located in Oak Park, a leafy village within the Chicago municipality. 5 rooms and suites have been lovingly designed and decorated; expect antique beds, exotic patterned rugs, burning fires and atmospheric slanting ceilings. Many dining options are nearby.
Chicago (The Loop)
Historic grand-dame updated for the 21st-century. Built in the Beaux-Art era, this city-centre luxury hotel is the epitome of boutique glamour. Wood-panelling, chandeliers & double-height ceilings combine with buzzing restaurants, extensive art collection & quirky modern furniture to great effect.
Chicago (Near North Side)
Divine transformation from a historic building to a luxury boutique hotel. 1920s sculptor Gwen Lux is behind the façade; Art Deco glamour reigns supreme in the rooms, restaurants & a wrap-around rooftop bar. Expect jewel tones, gold fittings, glossy marble & epic city views. A sexy & stylish stay.
Chicago (Near North Side)
Boutique luxury for those on a budget. Inviting public areas are a stylish mishmash of textures, textiles and tones with mid-century funiture. Muted rooms are designed to feel like home with cosy throws, Netflix, spa showers and eclectic artwork. There's a spa & beautiful French bistro-style bar.
Chicago (West Loop)
Sexy city style meets world-class cuisine on Chicago's 'restaurant row'. Rooms are a masterclass in luxurious restraint; think 'wow' floor-to-ceiling views, Japanese tubs and Asian-inspired minimalist furniture. Enjoy Nobu culinary favourites, slick indoor pool and skyline-facing rooftop terrace.
Chicago (Lincoln Park)
Italian-themed B&B in a leafy residential neighbourhood. Built in the 1880s, expect high ceilings, wooden pillars and Georgian windows. Spacious suites channel a Mediterranean feel with marble baths, Roman busts and antique beds. Relax by the fire or soak in the outdoor hot tub. Made for couples.
Chicago (Old Town)
Boutique B&B in the Old Town. Immaculate light-filled rooms are serene yet homely with soft monochrome colour schemes, fluffy carpets and walk-in showers. A dreamy country-kitchen with relaxed benches, roof-top with city views and fire-side sitting rooms seal the deal. Cosy contemporary love nest.
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