The 16 Best Small Hotels in Chicago

Staypineapple, An Iconic Hotel, The Loop Chicago is a renowned establishment that offers a unique and memorable experience to its guests. With a rating of 4.6 based on 1778 reviews, this hotel has established itself as a favorite among visitors to Chicago.

• The location is great, close to the "L", easy walk to Millennium Park, and the hotel exudes an iconic vibe.
• The staff at Staypineapple goes above and beyond to provide exceptional service, making guests feel welcome and valued.
• Complimentary drink tickets, afternoon cookies, and other thoughtful touches add to the overall positive experience at the hotel.
• The cozy and comfortable rooms, along with the convenient location, make Staypineapple a top choice for travelers to the area.

Whether you are visiting for leisure or business, Staypineapple, An Iconic Hotel, The Loop Chicago, promises a delightful stay filled with warmth, comfort, and style.

Kimpton Gray Hotel is a well-established hotel in Chicago known for its exceptional services and amenities. With a rating of 4.5 based on 1796 reviews, it is evident that guests have had memorable experiences at this hotel.

• Guests appreciate the historic architecture and great location near all the sights.
• The excellent customer service and extra amenities provided make guests feel truly welcome.
• The modern and clean rooms, along with the generous late check out and welcoming staff, contribute to a memorable stay.
• The hotel is praised for its comfort and joy provided throughout the stay, making special occasions even more memorable.

Overall, the Kimpton Gray Hotel is a top choice for travelers looking for a comfortable and welcoming stay in Chicago.

The Guesthouse Hotel is an exceptional extended stay hotel located in Chicago, offering spacious suites that are well-maintained and clean. The friendly and helpful staff go out of their way to ensure guests have a comfortable and enjoyable stay. The hotel is situated in a charming neighborhood with excellent restaurants nearby, making it a perfect choice for travelers looking for a peaceful and cozy retreat.

• The rooms are spacious and very clean, making guests feel at home.
• The staff is friendly and always willing to help with any questions or requests.
• The hotel's location in a charming neighborhood with great dining options nearby adds to the overall experience.
• Guests appreciate the well-stocked kitchen, cozy decor, and beautiful lobby area.

ACME Hotel Company is a top-rated establishment in the heart of Chicago, offering a wide range of services to ensure a comfortable and enjoyable stay for all guests. With a stellar rating of 4.5, based on 1418 reviews, this hotel has proven to be a favorite among visitors.

Some key points from customer reviews include:

• Spacious and clean rooms with modern amenities
• Excellent customer service from friendly and attentive staff
• Convenient location near popular attractions and dining options
• Overall great value for the price

Whether you're visiting for business or leisure, ACME Hotel Company strives to provide a memorable experience for every guest. Book your stay now and experience the comfort and convenience that this hotel has to offer.

Hotel Zachary, Chicago, a Tribute Portfolio Hotel offers a dreamlike experience for both locals and visitors. The hotel is a must-stay destination with a prime location near Wrigley Field. The gorgeous bar and restaurant area serve crafted cocktails and traditional favorites, making every dining experience delightful. The luxurious rooms are beautifully designed with incredible attention to detail, providing guests with stunning views of Wrigley Field. The hotel is praised for its wonderful service and convenient location, just steps away from bars, restaurants, shops, and the El train. From families to sports fans, this hotel caters to a diverse range of visitors seeking a unique getaway experience.

• Beautifully designed rooms with stunning views of Wrigley Field
• Delicious dining experience with crafted cocktails and traditional favorites
• Convenient location near bars, restaurants, shops, and the El train
• Exceptional service and attention to detail for a memorable stay

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago is a top-rated hotel that offers outstanding services and amenities to guests. Situated in a prime location in Chicago, this hotel has received a high rating of 4.5 stars from over 1144 satisfied customers.

• Guests rave about the exceptional service provided by the friendly and professional staff.
• The stunning views of the city skyline from the terrace make for a picturesque backdrop for weddings and events.
• The spacious and luxurious rooms offer guests a comfortable stay with top-notch amenities.
• The hotel's central location provides easy access to shopping, dining, and public transportation.

Customers have praised The Gwen for its perfect location, attentive staff, and overall luxurious experience. Whether you are visiting Chicago for business or pleasure, The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago is sure to exceed your expectations.

The Robey Hotel is a premier destination in Chicago that offers exquisite accommodations and top-notch services to its guests. This historic hotel boasts modern, clean, and spacious rooms that are perfect for visitors looking for a chic and comfortable stay. The cafe on-site provides delicious meals and beverages, making dining a delightful experience. The rooftop bar offers stunning views of the city, making it a popular spot for relaxation and socializing.

• Guests rave about the comfortable beds and unbeatable location of the hotel.
• The staff is highly accommodating and friendly, ensuring a pleasant stay for every guest.
• Visitors praise the delicious meals served at the cafe and the stunning views from the rooftop bar.
• The modern and chic rooms, along with top-notch services, make The Robey a highly recommended hotel in Chicago.

The Neighborhood Hotel Lincoln Park is a charming hotel located in Chicago, IL. This hotel offers exceptional services and features that make every stay unforgettable. Guests can enjoy spacious rooms with full kitchens, washers and dryers, and multiple bathrooms. Each room is equipped with its own AC unit for personalized comfort.

Here are some key points from customer reviews:

• Convenient self-check-in process with personal door codes
• Spacious rooms with well-maintained amenities
• Affordable rates and free street parking
• Prime location near great food spots and the lake

Book your stay at The Neighborhood Hotel Lincoln Park for a delightful experience in the heart of Chicago!

The Neighborhood Hotel Little Italy is a premier extended stay hotel located in the heart of Chicago. With a 5.0 rating from 60 reviews, it's clear that customers adore this hotel.

• Guests love the convenient location near the University and plenty of dining options.
• The spacious and clean rooms, along with comfortable beds and modern amenities, make for a perfect stay.
• Families appreciate the fully furnished apartments with all the necessary comforts for a relaxing stay.
• The helpful staff provide quick assistance through text messages, ensuring a seamless experience for guests.

Experience the modern aesthetics, ample natural light, and unique pink bathrooms that set The Neighborhood Hotel Little Italy apart. Book your stay today and enjoy a memorable trip to Chicago!

The Sono Chicago is a charming bed & breakfast located in Chicago that offers exceptional services to its guests. The cozy rooms provide a comfortable and immaculate stay, while the continental breakfast is described as delicious and fresh. The staff, including the hostesses, are welcoming and offer attentive service to ensure guests have a pleasant experience.

• This is an exceptional well run hotel with a friendly and knowledgeable staff.
• Great location for a weekend stay in Chicago with top-notch amenities.
• Lovely experience with clean rooms, delicious breakfast, and attentive hostesses.
• Beautiful and inviting shared spaces with warm and accommodating staff.

Visitors appreciate the rooftop hangout spot and the convenient location near various neighborhoods, making it an ideal choice for a relaxing getaway. The positive reviews highlight the overall quality and hospitality provided by The Sono Chicago.

The Talbott Hotel is a luxurious Hotel located in Chicago, boasting a 4.3 star rating based on 925 reviews. The hotel offers a charming ambiance in a great area of Chicago, with seamless check-in experiences and comfortable rooms. The front desk staff goes above and beyond to ensure guests have a memorable stay. The hotel's convenient location and adequate facilities make it a great choice for travelers.

• A charming hotel located in a great area of Chicago with seamless check-in.
• The front desk staff goes above and beyond to ensure guests have a memorable stay.
• The hotel's convenient location and adequate facilities make it a great choice for travelers.

The Willows Hotel is a charming hotel located in Chicago, IL. The hotel offers thoughtfully appointed rooms with amenities like robes, nice toiletries, and even complimentary wine and snacks. Guests can enjoy a peaceful stay with quiet rooms and a cozy lobby ambiance featuring a fireplace.

This hotel is perfect for solos, couples, and families with well-behaved kids. The location, although residential, is near various shops and restaurants, providing a neighborhood vibe. Visitors appreciate the convenience of having free coffee in the lobby and the overall welcoming atmosphere of the hotel.

Customers have highlighted the following key points in their reviews:

• Charming little hotel with thoughtful room amenities
• Quiet and cozy ambiance with friendly staff
• Great location in a residential area with nearby dining options

The Ivy Hotel is a boutique hotel located in the heart of Chicago, offering a personalized experience to its guests. The hotel boasts spacious rooms with comfortable beds and large bathrooms, making it a perfect choice for travelers looking for luxury and relaxation.

• Excellent location near important landmarks for tourists.
• Large, comfortable rooms with extra amenities like plush robes and slippers.
• Friendly and helpful staff ready to assist guests throughout their stay.

Customers have praised The Ivy Hotel for its exceptional customer service and attention to detail. Whether you're in town for a conference or a holiday getaway, The Ivy Hotel aims to provide a memorable and heartwarming stay for all guests.

Claridge House is a charming Hotel located in Chicago, IL. The hotel is known for its LGBTQ+ friendly atmosphere and excellent services. Customers have left 859 reviews with an overall rating of 4.0 stars.

• Guests appreciate the cleanliness and quiet atmosphere of the hotel, along with the convenience of nearby public transportation and amenities within walking distance.
• Many guests highlight the comfortable rooms, accommodating staff, and unique features such as garment steamers and mini-fridges.
• Some minor issues were noted by guests, such as room reservation mix-ups, limited towels, and noisy doors, but overall, visitors praise the hotel's charm, location, and value.
• Customers also enjoy the hotel's happy hour, cafe, and character-filled rooms, making it a popular choice for both leisure and business travelers.

With its mix of modern amenities and historic charm, Claridge House offers a delightful stay for anyone visiting the vibrant city of Chicago.

The Emily Hotel is a luxurious and cozy establishment located in the heart of Chicago. This upscale hotel offers top-notch services and amenities that cater to every guest's needs. From elegant rooms to exquisite dining options, The Emily Hotel ensures a memorable stay for all visitors.

• Guests rave about the outstanding level of service provided by the hotel staff, with mentions of professionalism, kindness, and responsiveness.
• The rooms at The Emily Hotel are praised for their cozy and well-designed layout, ensuring a comfortable stay for all guests.
• The hotel's central location makes it a convenient choice for travelers looking to explore the vibrant city of Chicago.

With a solid rating of 4.1 out of 5 and over 310 reviews, The Emily Hotel stands out as a top choice for those seeking an elevated hospitality experience. Whether you are in town for a special event or simply looking to unwind in style, The Emily Hotel is sure to exceed your expectations.

Suites of Old Town is a charming hotel located in the heart of Chicago. With a solid rating of 4.0 out of 5, this establishment offers comfortable accommodations for a pleasant stay in the city.

• Bellissimi appartamenti a due passi dal centro di Chicago. Siamo stati per 3 giorni e ci siamo trovati molto bene. Consigliatissimi!
• A cozy and welcoming atmosphere
• Great location near downtown Chicago
• Attentive and friendly staff

Guests have highlighted the cozy and welcoming atmosphere of the hotel, along with its great location near downtown Chicago. The attentive and friendly staff have also been praised for their excellent service. Book your stay at Suites of Old Town for a memorable experience in the Windy City.