Dog Friendly, Romantic Hotels in Cook

Soaring 92 stories above the Loop and North Michigan Avenue, Trump International Hotel & Tower Chicago offers its guests a higher level of luxury with unrivaled hospitality. A total of 339 graciously appointed guestrooms and suites welcome you with custom designed furnishings, floor-to-ceiling windows and fully equipped kitchens.

The Allegro Royal Sonesta Hotel Chicago Loop, located in the heart of the city, offers easy access to the Theater District, Millennium Park, Grant Par, and River Walk. Named a top hotel in Chicago by Condé Nast Traveler readers, it boasts a blend of vintage Art Deco charm and modern conveniences. The hotel's guest rooms and suites provide captivating views of Randolph Street and feature thoughtfully chosen amenities. With 14,000 square feet of flexible event space, the Walnut Ballroom and Savoy Room cater to grand receptions and intimate meetings alike. Guests can enjoy authentic Italian cuisine at the on-site 312 Chicago restaurant, relax at Bar Allegro or stay active in the newly renovated fitness center featuring a Peloton Bike, cardio gear and yoga mats.

The stylish Pendry offers 364 luxurious rooms and suites to choose from, all with modern amenities and features. Guests are also spoiled for choice when it comes to drinking and dining while the hotel's 24-hour fitness center is perfect for those who want to keep up with their exercise regime while away from home.

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

A luxury 5-star hotel in Chicago (Magnificent Mile - River North), close to Hancock Tower.

A legendary hotel in the heart of the city’s business, financial and theatre district steps from Millennium Park, the Art Institute of Chicago and Grant Park.

Located in downtown Chicago and housed in a skyscraper, The Langham Chicago is an iconic experience in and of itself. It has a large collection of Art displayed in the hotel premises for the guests to enjoy. Designed by a famous architect and offering stunning views of the city landscape, the Chicago River and Lake Michigan, this hotel is ideal for travelers who wish to experience the lavish side of Chicago. Its convenient location near popular landmarks, as well as its excellent services, from delightful dining options, to invigorating spa facilities and even a Kids' Suite and a Cinema Suite, make this hotel a favorite among guests.

Located steps from the Magnificent Mile and North Michigan Avenue’s best shopping the hotel's guest-room views of Lake Michigan and the city skyline will leave you speechless.

A luxury hotel situated atop Water Tower Place in the historic Gold Coast giving you the chance to explore Boston city, from shopping along Michigan Avenue to viewing famous works at the Art Institute.

Located in the heart of the vibrant Chicago, The Peninsula Chicago combines the most heartfelt hospitality with the most lavish accommodation in order to make every guest's stay as comfortable and unique as possible. From elegantly appointed rooms and suites to spacious meeting rooms and the exquisite rooftop bar that offers spectacular panoramic views over this marvelous city and its wonders, this hotel is certain to provide you with everything you might need whether traveling for leisure or business purposes, or hosting the most lavish wedding or conference.

Discover a chic ambiance, elegant understated rooms and contemporary original works of art in a luxury hotel located in Chicago’s Gold Coast neighborhood.

Kimpton Hotel Monaco Chicago, an IHG Hotel, is a recently renovated 4-Diamond Chicago Loop Hotel located in a historic, riverfront building, which was once the headquarters for D.B. Fisk & Co., the country's largest wholesale millinery. The hotel features unique touches inspired by its hat-factory past, such as brass hat hooks and vintage-style hatbox honor bars in guestrooms and suites, and offers personalized hospitality through its dedicated staff.
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\nThe on-site restaurant, Fisk & Co, provides a Belgian bistro experience with specialties like mussels and frites, a rotating selection of oysters and their unique take on charcuterie, the \"Sea-Board.\" Designed to pamper guests, the hotel offers complimentary newspapers, morning coffee and tea service, and various delightful extras, such as a nightly hosted wine hour, in-room yoga mats, custom-designed bikes and a 100% pet-friendly policy. With these special perks, Kimpton Hotel Monaco Chicago is an ideal choice for both business and leisure travelers seeking a memorable stay in the heart of the city.

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.

Loews Chicago Hotel, situated near Navy Pier and the Magnificent Mile, offers guests spectacular city skyline and lake views in a luxurious setting. With 400 guestrooms, including 25 luxury suites, the hotel provides various amenities such as ETA Restaurant Bar, Lobby Lounge and Flavor by Loews Chicago Hotel, ensuring an authentic culinary experience. The hotel also features 31,000 square feet of indoor and outdoor meeting space, catering to events of all sizes with its award-winning services. Guests can enjoy personalized services, including complimentary shoe shines and experienced concierge assistance, making their stay comfortable and memorable.

One of the finest historic downtown Chicago hotels offering luxury accommodations and the perfect place if you want to explore the Magnificent Mile.