4-Star, Romantic Hotels for Honeymoon near Nightlife Spots in Cook

A stunning architectural marvel steps away from the lakefront and within walking distance of popular attractions like Millennium Park and the Loop theater district.

Staypineapple Chicago, An Iconic Hotel, is a distinguished establishment located in the heart of the Loop, offering an exceptional experience for luxury-seeking guests. Upon arrival, visitors are welcomed with refined decor, outstanding service and a range of carefully considered amenities that contribute to the hotel's esteemed reputation. Guestrooms feature a harmonious blend of modern and classic styles, with plush bedding, spacious bathrooms and numerous conveniences such as complimentary in-room coffee and tea, high-speed Wi-Fi and the exclusive Naked Experience with cozy robes and individual duvets. Guests are also invited to indulge in the exquisite culinary offerings at Atwood, the hotel's award-winning restaurant specializing in seasonal American cuisine and handcrafted cocktails. For a more relaxed dining experience, Staypineapple offers Afternoon Delights and Quick Bites & Bevvies to cater to a variety of cravings.

Located just steps from the Magnificent Mile, the Ivy Boutique Hotel provides a luxury setting in a simplistic style. It has 63 guest rooms where you will get to enjoy the privacy of a luxury residence.

One of the most unique hotels in Chicago offering an artful juxtaposition that balances the beauty of natural elements with state-of-the-art technologies. Natural, sustainable woods and warm earth tones create the ideal atmosphere for your getaway.

The Royal Sonesta Chicago River North provides a luxurious retreat in a prime location near popular attractions like Michigan Avenue, Navy Pier and Millennium Park. Guests can enjoy upscale accommodations, a heated indoor pool, rooftop sundeck and state-of-the-art fitness center. The hotel offers on-site dining at CBR, serving American cuisine and craft cocktails, and over 8,000 square feet of versatile meeting and event spaces with stunning city views. Additional amenities include an indoor heated pool, outdoor sundeck and convenient parking options, ensuring a comfortable and enjoyable stay for all.

Swissotel Chicago, designed by renowned Chicago architect Harry Weese, is ideally situated in the confluence of the Chicago River and Lake Michigan, just steps away from exclusive shopping on The Magnificent Mile. The hotel offers 661 tastefully decorated, generous and luxurious non-smoking rooms and suites.

One of the most vibrant hotels in Chicago near the Magnificent Mile and top attractions.

A luxurious hotel situated among the tree-lined streets in the heart of Chicago. Oak Street’s boutiques, The Magnificent Mile, Lake Michigan, Museum of Contemporary Art are just a few minutes away.

Located in the heart of the city on Michigan Avenue the hotel embraces the iconic architecture within Chicago, the redesign highlights historical elements of Louis Sullivan's intricate sketches and the Chicago School's building materials.

A complete transformation of the Gold Coast's famed Ambassador East Hotel and its historic Pump Room restaurant. Its 285 spacious and oversized guest rooms and suites are individually furnished with taste and superb functionality.

An historic Chicago building filled with character, now open in downtown Chicago, just a few minutes from Mag Mile.

A hip, comfortable and sophisticated hotel in Chicago's Streeterville neighborhood.