The 16 Best Boutique Hotels in Chicago

For those seeking a unique and personalized accommodation experience in the bustling city of Chicago, look no further than the array of boutique hotels that offer charm, character, and top-notch amenities. These intimate properties provide a welcome alternative to the traditional big-name hotels, focusing on individualized service and stylish design.
Whether you're in town for business or leisure, a stay at a boutique hotel in Chicago promises a memorable and special experience. From cozy rooms to trendy bars and restaurants, these hotels cater to discerning travelers who value quality over quantity.
- Personalized service
- Unique and stylish design
- Intimate atmosphere
- High-end amenities
- Central locations
Discover the best that Chicago has to offer by exploring our list of the top 16 boutique hotels in the city. Compare amenities, locations, and rates to find the perfect option for your stay in the Windy City.
- 1. Staypineapple, An Iconic Hotel, The Loop Chicago
- 2. The Publishing House Bed and Breakfast
- 3. The Blackstone, Autograph Collection
- 4. The Robey
- 5. Hotel Lincoln - JDV by Hyatt
- 6. Cambria Hotel Chicago Loop - Theatre District
- 7. Freehand Chicago
- 8. Majestic Hotel
- 9. The Willows Hotel
- 10. The Whitehall Hotel
- 11. Ruby Room Guest Rooms
- 12. Graduate Evanston
- 13. RUBY ROOM Spa & Shop
- 14. The Emily Hotel
- 15. The Chicago Hotel Collection Magnificent Mile Hotel & Suites
- 16. The Chicago Hotel Collection River North

1. Staypineapple, An Iconic Hotel, The Loop Chicago
Information and Reviews
- The central location makes it easy to explore nearby attractions like Millennium Park and the Art Institute.
- Guests appreciate the complimentary drink tickets and afternoon cookies provided by the hotel.
- The hotel staff, including Michelle, Mike, and Thomas, receive high praise for their attentiveness and helpfulness.
- The rooms are clean, comfortable, and come with delightful amenities like Keurig coffee makers.
Whether you are visiting Chicago for a special occasion or just want to experience the city in style, Staypineapple, An Iconic Hotel, The Loop Chicago is a top choice for travelers seeking a unique and memorable stay.

2. The Publishing House Bed and Breakfast
Information and Reviews
- The rooms are huge, well-decorated, and quiet.
- The breakfast is delicious and made with pure ingredients.
- The common areas are big, open, and chic.
- The staff is friendly, welcoming, and talented.
With a rating of 4.9 and 322 reviews, The Publishing House Bed and Breakfast is a highly recommended choice for those looking for a memorable stay in Chicago.
3. The Blackstone, Autograph Collection
Information and Reviews
- Easily the best hotel in the city with a great location and fantastic views
- Professional and friendly staff offering stellar service
- Beautiful, modern, and clean rooms with comfortable beds
- Historic charm combined with contemporary luxury design
Guests have praised the hotel for its rich history, elegant decor, and excellent service. With rooms featuring stunning views of Lake Michigan and top-notch amenities, The Blackstone provides a luxurious and memorable stay for all guests.

4. The Robey
Information and Reviews
- Guests praise the comfortable beds and the unbeatable location of the hotel in a vibrant Chicago neighborhood.
- The friendly and accommodating staff received high marks for their service, ensuring a pleasant stay for visitors.
- The modern, clean, and spacious rooms add to the charm of this historic hotel, making it a top choice for travelers.
- Visitors highly recommend the on-site restaurant and cafe for delicious food and a relaxing atmosphere during their stay.
With a rooftop bar offering stunning views of downtown Chicago and unique room features like premium Le Labo toiletries, The Robey stands out as a chic and memorable accommodation option for those looking for a distinctive hotel experience.
5. Hotel Lincoln - JDV by Hyatt
Information and Reviews
- Spacious and clean rooms
- Attentive and friendly staff
- Great location near popular attractions
- Unique rooftop bar and restaurant
Guests have praised Hotel Lincoln - JDV by Hyatt for its welcoming atmosphere and top-notch service, making it a top choice for those visiting the Lincoln Park area.

6. Cambria Hotel Chicago Loop - Theatre District
Information and Reviews
- The rooms may experience noise from street activities, sirens, and traffic.
- Parking is available in a nearby garage at a reasonable price.
- Guests appreciate the friendly and helpful staff.
- Some guests have mentioned concerns about room noise and limited restaurant menus.
Overall, guests praise the hotel's location, cleanliness, friendly staff, and modern decor. Enjoy a comfortable and convenient stay at Cambria Hotel Chicago Loop - Theatre District.

7. Freehand Chicago
Information and Reviews
- Unique boutique-style hotel with an edge
- Convenient location downtown near many attractions
- Clean and well-maintained rooms
- Excellent customer service from staff
Whether you are visiting for a weekend getaway or a business conference, Freehand Chicago strives to provide a comfortable and enjoyable stay for all guests. Experience the vibrant culture of the city while relaxing in a welcoming atmosphere.
8. Majestic Hotel
Information and Reviews
- Customers rave about the comfortable beds and bedding, as well as the helpful front desk staff who provide great recommendations.
- Many guests appreciate the old-world charm and character of the hotel, despite some rooms being on the smaller side.
- Located in a residential area close to Wrigleyville and Lake Michigan, guests enjoy the convenience of walking to nearby attractions.
- Overall, visitors praise the central location, friendly staff, and unique ambiance of the Majestic Hotel.
Experience the warmth and hospitality of this hidden gem during your next visit to Chicago.

9. The Willows Hotel
Information and Reviews
Customer reviews highlight several key points about The Willows Hotel:
- The rooms are clean, quiet, and roomy, providing a comfortable and peaceful environment.
- The staff is super helpful and responsive, ensuring that guests have everything they need for a pleasant stay.
- The hotel is located in a great neighborhood with plenty of dining options and shops within walking distance.
- Guests appreciate the charming, cozy vibe of the hotel and enjoy the personal experience it offers.
Whether you are traveling for business or leisure, The Willows Hotel is a fantastic choice for those looking for a relaxing and comfortable stay in Chicago.

10. The Whitehall Hotel
Information and Reviews
- Guests appreciate the fantastic location, with easy access to transportation and nearby attractions.
- The friendly and gracious staff go above and beyond to ensure a pleasant stay.
- Clean and well-maintained rooms offer a cozy retreat for visitors.
Customer reviews highlight the hotel's central location, comfortable accommodations, and excellent service. With a rating of 3.9, The Whitehall Hotel continues to receive positive feedback from guests who value its unique character and top-notch hospitality.

11. Ruby Room Guest Rooms
Information and Reviews
- Beautifully remodeled building with gorgeous rooms
- Cozy room with great location and nearby amenities
- Excellent value, good location, and wonderful mattresses
- Unique touchless experience with quick and helpful responses
The beds are comfortable, rooms are clean and nicely renovated, and the neighborhood is safe with plenty of dining and shopping options within walking distance. The contactless and keyless check-in process adds to the convenience and appeal of staying at the Ruby Room Guest Rooms.

12. Graduate Evanston
Information and Reviews
- Loved staying here very cozy with amazingly soft sheets
- Highly recommend the Graduate Evanston for a pleasant stay
- Good location and rooms, bar and restaurant service was very good
- Unique boutique hotel with a great staff and interesting drinks
If you are looking for a quaint and comfortable hotel in Evanston, Graduate Evanston is a top choice with a mix of positive customer feedback.

- Monday: Closed
- Tuesday: Closed
- Wednesday: 11 AM–5 PM
- Thursday: 11 AM–5 PM
- Friday: 11 AM–6 PM
- Saturday: 10:30 AM–6 PM
- Sunday: 11 AM–5 PM
13. RUBY ROOM Spa & Shop
Information and Reviews
- Outstanding massages that significantly improve mobility and reduce pain
- Knowledgeable and attentive therapists who customize treatments based on individual needs
- Exceptional energy and empathy from the staff, creating a welcoming environment
- Transformative experiences that provide clarity and relaxation

14. The Emily Hotel
Information and Reviews
One of the standout features of The Emily Hotel is its exceptional customer service. Guests rave about the attentive and friendly staff who go above and beyond to make their stay memorable. From the front desk manager Van to the front desk assistant Leo, every interaction is met with professionalism and warmth.
Here are some key points from customer reviews:
- The service at The Emily Hotel is outstanding, with staff going the extra mile to accommodate guests' needs.
- The rooms are well-appointed and cozy, providing a comfortable and inviting atmosphere.
- The location of the hotel is convenient, making it easy to access popular attractions and transportation options in the area.
- Guests appreciate the attention to detail and personalized touches that make their stay truly special.
Whether you're in town for a wedding, business trip, or simply to explore the city, The Emily Hotel offers a premium experience that combines luxury with exceptional service. Book your stay now and experience the exceptional hospitality that sets this hotel apart.
15. The Chicago Hotel Collection Magnificent Mile Hotel & Suites
Information and Reviews
- Guests rave about the prime location of the hotel, as it is within walking distance to many shops, restaurants, and landmarks.
- The friendly staff receive high praise for their attentiveness and willingness to assist with any requests.
- The comfortable rooms and modern facilities ensure a relaxing stay for all visitors.
Experience the best of Chicago at The Chicago Hotel Collection Magnificent Mile Hotel & Suites and create unforgettable memories in the Windy City.
16. The Chicago Hotel Collection River North
Information and Reviews
- Guests have mentioned issues with unexpected charges and misinformation about pricing.
- Some customers have reported poor customer service experiences with rude and unhelpful staff.
- Reviews also highlight cleanliness concerns and issues with getting refunds for overcharges.
Despite these challenges, The Chicago Hotel Collection River North continues to welcome guests and improve their services to provide a better experience for all.
Map of Boutique Hotels in Chicago
Discover the hidden gems of the Windy City with our comprehensive map of all the boutique hotels Chicago has to offer. From luxurious accommodations to unique design concepts, these hotels promise an unforgettable stay in the heart of downtown. Use our map to plan your next trip and experience the best of Chicago's boutique hospitality scene.
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