Chicago Boutique Hotels

5 of the Best Chicago Boutique Hotels

The Windy City boasts some of the best restaurants, museums, and architecture in North America. Chicago will surely blow you away with its endless possibilities. If you are looking for a comfortable and stylish place to stay, these top Chicago boutique hotels will meet all your needs.

Hotel Monaco Chicago, Your Window to the Windy City

Set in the heart of Chicago’s skyline on the Chicago river, the Hotel Monaco Chicago offers warm hospitality and great comfort. Rooms at this upscale hotel feature stunning city views, 24-hour room service, flat screen TV, and internet access. To make you feel more at home, you can ask for a companion goldfish. The Hotel Monaco hosts a fun wine hour every night and serves complimentary morning coffee and tea service. Other amenities include a fitness center, 24-hour business center, and a number of family friendly perks.

Affordable Luxury at the Millennium Knickerbocker

Housed in a historic 1927 building, the Millennium Knickerbocker combines modern comfort in a beautiful landmark. This hotel has a colourful past, Al Capone’s brother used to run a casino on the Penthouse floor, and the building housed the Playboy Towers for a while in the 70’s. Today, this iconic hotel features 306 stylish guest rooms that include free WiFi, Italian bedding, and bathrobes. Other hotel amenities include an in-house restaurant, a martini bar, 24-hour fitness center, and an impressive ballroom and event space. The hotel is in a great location. 360 Chicago and the Museum of Contemporary Art are just a short walk away.

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Classic Elegance at The Westin Michigan Avenue Chicago

Located right on the Magnificent Mile, The Westin Michigan Avenue Hotel overlooks Lake Michigan and offers guests a wide array of amenities. The bright and comfortable rooms at this upscale property feature premium bedding, flat screen TV, and complimentary WiFi. The hotel also houses a restaurant and a Starbucks café. Guests can always enjoy keeping active at the well-equipped 24-hour fitness center. If relaxation is what you are after, book an appointment at the Body Rituals Boutique Spa.

Trendy Vibes at the Aloft Chicago City Center

Located in the trendy River North area in downtown Chicago, the Aloft Chicago City Center is an upbeat and modern hotel with contemporary design. Guest rooms are bright and spacious; with high ceilings and extra-large windows. Rooms are 100% smoke free and feature flat screen TV, mini fridge, and free WiFi. There is also a trendy restaurant and coffee shop, a state-of-the-art fitness center that is open 24 hours, and a lounge with billiard table. Pets are welcome and the hotel offers several perks; including beds, water bowls, and treats.

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Comfort and Value at the Best Western Plus Hawthorne Terrace Hotel

Nestled in the vibrant Lakeview East neighborhood, the Best Western Hawthorne Terrace Hotel will make you feel right at home. Each of its 83 rooms feature king-sized beds, stylish and modern private bathrooms, complimentary WiFi, flat screen TVs, and free bottled water. A complimentary continental breakfast buffet is served every morning. Other amenities include a fitness center with hot tub and sauna, indoor parking for a fee, and an outdoor terrace where you can enjoy stunning views. Pets are welcome at this hotel.


This post is part of Hipmunk’s Boutique Hotel series.

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Bianca Bauza

Bianca Bauza is a world citizen who spent almost four years traveling around South America and Europe. Her passions include photography, street art, outdoor sports, and cooking exotic dishes. She's now based in the Netherlands where she lives with her partner and young daughter. She still enjoys traveling, on her own or with her family, and is always looking for an opportunity to see new places.

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