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The 16 Best Hotels for a Staycation in Chicago

For those seeking a relaxing escape in the heart of the Windy City, Chicago offers a plethora of hotels for staycation that provide the perfect combination of comfort and convenience. Whether you're in search of a luxurious retreat or a budget-friendly option, there are accommodations to suit every preference and need.

With so many choices available, it can be overwhelming to decide which hotel is the best fit for your staycation. From top-notch amenities to prime locations, it's important to consider all factors before making a reservation. To help you in your search, here is a curated list of the 16 Best Hotels for a Staycation in Chicago:

How this ranking works

This guide does not try to list everyone. It is our pick of hotels for a staycation in Chicago, built on each business's public reputation and on how central this service is to what it does.

Some businesses pay for a fuller profile or a featured position. It is only open to those that have already passed our selection, and it is always marked.

Top 3Full rankingMapTips for choosing

Highlighted options

Pick any option to see it in the full list.

#1
The Peninsula Chicago
4.72,507 reviews
#2
Waldorf Astoria Chicago
4.71,706 reviews
#3
Four Seasons Hotel Chicago
4.71,414 reviews

Our 16 local picks compared

The Peninsula Chicago#1
What sets it apart

  • Guests rave about the exceptional service provided by the staff, ensuring a memorable experience from start to finish.

  • The beautifully designed rooms with breathtaking views offer unparalleled comfort and style, making every stay a true indulgence.

  • Dining at The Peninsula is a delightful culinary journey, offering a range of dining experiences to suit every palate.

  • The spa and fitness facilities are world-class, providing a tranquil retreat for relaxation and rejuvenation, ensuring guests can unwind in style.

The Peninsula Chicago

4.72,507 reviews
108 E Superior St, Chicago, IL 60611, United States

The Peninsula Chicago is a luxurious hotel located in the heart of Chicago. With a stellar rating of 4.7, this hotel promises an unforgettable stay for all guests.

Whether you are visiting for business or pleasure, The Peninsula Chicago guarantees a stay filled with luxury, comfort, and impeccable service that will leave you wanting to return. Book your stay now and experience the epitome of luxury hospitality!

WLocal pick
#2
What sets it apart

  • We thoroughly enjoyed our stay. The room was extra clean and everyone we encountered was super friendly. The area feels safe. Would definitely stay again.

  • There’s not one detail that this Waldorf site misses! Check in with super friendly staff. Our room was super spacious and the service made us feel special.

  • The hotel is pretty representative of what a 5-star hotel is in the middle of downtown Chicago. The service is outstanding, and every member of the staff was welcoming and helpful. The bar had a great vibe and the staff members were professional and attentive.

  • From the moment we arrived, the staff went above and beyond to ensure our comfort and enjoyment. Highly recommend.

Waldorf Astoria Chicago

4.71,706 reviews
11 E Walton St, Chicago, IL 60611, United States

Waldorf Astoria Chicago is a luxurious hotel located in Chicago, offering top-notch services and amenities to its guests. The hotel has received a rating of 4.7 based on 1706 reviews, highlighting the exceptional experience customers have had. Some key points from customer reviews include:

These reviews showcase the exceptional service, cleanliness, and comfort that guests experience at Waldorf Astoria Chicago. Customers praise the friendly staff, spacious rooms, and special attention to detail, making it a top choice for a luxurious stay in Chicago.

FLocal pick
#3
What sets it apart

  • Guests rave about the attentive service provided by the staff, highlighting the exceptional care and attention to detail.

  • Many visitors appreciate the gorgeous rooms and stunning views of the lakefront, making their stay truly memorable.

  • The wellness spa and fitness center are also standout features, offering a unique and relaxing experience for those looking to unwind.

  • Guests also mention the delicious dining options available at the hotel, with some minor suggestions for menu enhancements.

Four Seasons Hotel Chicago

4.71,414 reviews
120 E Delaware Pl, Chicago, IL 60611, United States

Four Seasons Hotel Chicago is a luxurious hotel located in Chicago, offering unparalleled services and amenities to its guests. With a rating of 4.7 stars, it is clear that visitors have nothing but high praise for this establishment.

Whether you are in Chicago for business or pleasure, Four Seasons Hotel Chicago is a top choice for those seeking luxury, comfort, and impeccable service.

Sofitel Chicago Magnificent Mile#4
What sets it apart

  • The hotel staff are incredibly courteous and welcoming, ensuring a memorable stay for all guests.

  • Guests rave about the elegant decor of the rooms, complete with breathtaking views of the city skyline.

  • The on-site restaurant offers innovative cuisine and an extensive wine list, providing a delightful dining experience.

  • Personalized service and attention to detail set Sofitel Chicago apart, making it a popular choice for those seeking a luxurious and romantic getaway.

Sofitel Chicago Magnificent Mile

4.63,294 reviews
20 E Chestnut St, Chicago, IL 60611, United States

Sofitel Chicago Magnificent Mile is a luxurious hotel located in the heart of Chicago, offering exquisite accommodations and top-notch service. The hotel's prime location makes it a convenient choice for travelers looking to explore the city's attractions, dining, and shopping options.

With a rating of 4.6 from 3294 reviews, it's clear that the Sofitel Chicago Magnificent Mile exceeds expectations and delivers an exceptional experience for all guests. Whether you're in town for business or pleasure, Sofitel Chicago is the perfect choice for a memorable and comfortable stay in the Windy City.

Marriott Marquis Chicago#5
What sets it apart

  • Incredible customer service from the staff, going above and beyond to cater to guests' needs.

  • Convenient location near McCormick Place, with pedestrian sky bridges for easy access.

  • Spacious and clean rooms with comfortable beds, excellent facilities, and great views.

  • Delicious dining options available on-site, even though prices can be high.

Marriott Marquis Chicago

4.63,163 reviews
2121 S Prairie Ave, Chicago, IL 60616, United States

Marriott Marquis Chicago is a top-tier hotel located in Chicago, offering exceptional services and amenities to its guests. The hotel holds a spectacular 4.6-star rating based on a total of 3163 reviews. Customers rave about their experiences, highlighting the following key points:

With these outstanding features and glowing reviews, Marriott Marquis Chicago is the perfect choice for a luxurious stay in the heart of Chicago.

Staypineapple, An Iconic Hotel, The Loop Chicago#6
What sets it apart

  • Guests appreciate the convenient location close to public transportation and popular attractions like Millennium Park.

  • The hotel's staff is highlighted for their friendliness and helpfulness, going above and beyond to make guests feel welcome.

  • Many guests enjoy the complimentary drinks and afternoon cookies, adding a special touch to their stay.

  • Reviewers also praise the hotel's cleanliness, comfortable rooms, and eco-conscious practices.

Staypineapple, An Iconic Hotel, The Loop Chicago

4.61,778 reviews
1 W Washington St, Chicago, IL 60602, United States

Staypineapple, An Iconic Hotel, The Loop Chicago is a unique and charming hotel located in the heart of Chicago's Loop district. The hotel offers a range of services and features that cater to the needs of its guests. With a 4.6-star rating based on 1778 reviews, it is evident that customers have had exceptional experiences at this hotel.

At Staypineapple, An Iconic Hotel, The Loop Chicago, guests can expect a memorable stay with top-notch amenities and exceptional service. Whether visiting for business or leisure, this hotel offers a unique and comfortable experience in the heart of the Windy City.

LLocal pick
#7
What sets it apart

  • Guests praise the friendly and helpful staff who go above and beyond to ensure a comfortable stay.

  • The central location of the hotel is a major highlight, with most attractions within walking distance.

  • Visitors appreciate the cleanliness and beauty of the property, along with the cozy atmosphere it offers.

Loews Chicago Hotel

4.63,667 reviews
455 N Park Dr, Chicago, IL 60611, United States

Loews Chicago Hotel is a luxurious hotel located in the heart of Chicago, offering top-notch services and amenities to its guests. With a rating of 4.6 based on 3667 reviews, this hotel is highly recommended by visitors.

The reviews mention the excellent customer service provided by staff members such as Gwen, Alex, and Jason, making every guest feel special. The spa, fitness center, pool, and restaurant add to the overall experience of staying at Loews Chicago Hotel, making it a memorable and hospitable choice for any traveler.

The Ritz-Carlton, Chicago#8
What sets it apart

  • Guests have highlighted the attentive and thoughtful staff, such as Joanne at the concierge desk, who goes above and beyond to make stays special.

  • Visitors have commended the central location of the hotel, making it ideal for exploring Michigan Ave and nearby attractions like the Science and Industry Museum.

  • Many have raved about the cleanliness and comfort of the rooms, as well as the efficiency of room service and concierge services.

  • Some guests have noted the need for improvement in certain areas, such as the layout of the rooms and the quality of amenities like the pool.

The Ritz-Carlton, Chicago

4.61,491 reviews
At Water Tower Place, 160 E Pearson St, Chicago, IL 60611, United States

The Ritz-Carlton, Chicago is a luxurious Hotel located at Water Tower Place in Chicago. Known for its exceptional service and prime location, this hotel offers a range of amenities to cater to every guest's needs. With a rating of 4.6 stars, this establishment has garnered praise from 1491 reviewers.

If you are looking for a lavish retreat in the heart of Chicago with top-notch service, The Ritz-Carlton, Chicago is a prime choice.

LLocal pick
#9
What sets it apart

  • Great location with breathtaking city views

  • Excellent customer service and friendly staff

  • On-site amenities such as a rooftop bar and multiple dining options

  • Comfortable rooms and convenient access to top attractions

LondonHouse Chicago, Curio Collection by Hilton

4.55,476 reviews
85 E Wacker Dr, Chicago, IL 60601, United States

LondonHouse Chicago, Curio Collection by Hilton offers a luxurious experience in the heart of Chicago. With a rating of 4.5, this hotel has garnered praise from many guests. Some key points from their reviews include:

Experience the magic of Chicago at LondonHouse and indulge in a truly unforgettable stay.

TLocal pick
#10
What sets it apart

  • Guests appreciate the friendly staff who provide exceptional service from check-in to check-out.

  • The rooms are not only beautiful and spacious but also equipped with modern amenities for a comfortable stay.

  • The hotel's location is ideal, offering stunning views of Lake Michigan and close proximity to the park.

  • Visitors rave about the delicious food served in the hotel's restaurant, along with the exquisite cocktails found at the bar.

The Blackstone, Autograph Collection

4.52,204 reviews
636 S Michigan Ave, Chicago, IL 60605, United States

The Blackstone, Autograph Collection is a luxurious hotel located in Chicago, Illinois. This historic hotel offers top-notch amenities and excellent customer service, making it a favorite among travelers. With a rating of 4.5 stars, based on 2204 reviews, it's easy to see why guests have such positive things to say about this establishment.

If you're looking for a cozy and elegant stay in Chicago, The Blackstone, Autograph Collection is the place to be. Whether it's for business or leisure, this hotel is sure to exceed your expectations.

TLocal pick
#11
What sets it apart

  • Guests appreciate the warm welcome and exceptional service provided by the friendly staff.

  • The beautiful terrace with stunning views of the city skyline serves as a perfect backdrop for special events.

  • Rooms at The Gwen exude luxury without breaking the bank, making it a top choice for many visitors to Chicago.

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.51,144 reviews
521 N Rush St, Chicago, IL 60611, United States

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago offers a luxurious experience in the heart of Chicago. This exquisite hotel provides top-notch services and amenities to make every guest's stay memorable. With a rating of 4.5 stars, it's clear that customers love their experience at The Gwen.

Whether you're looking for a relaxing getaway or a venue for a special occasion, The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago, is the ideal choice.

Hyatt Regency Chicago#12
What sets it apart

  • Nice looking, welcoming and pleasant hotel, ideal for conferences. Comfortable rooms with great views. However, some minor inconveniences like the lack of room service and sensitive motion detector lights were noted.

  • Great location and newly renovated rooms. Super friendly and helpful staff who ensure a smooth check-in process. Impressive views of the Chicago River from the rooms.

  • Comfortable rooms with great views. Friendly and helpful service staff. Conveniently located near various dining options.

  • Stunning rooms with spacious bathrooms and comfortable beds. Great event coordination for conferences. The staff's attentiveness and helpfulness stood out during the stay.

Hyatt Regency Chicago

4.410,384 reviews
151 E Wacker Dr, Chicago, IL 60601, United States

Hyatt Regency Chicago is a renowned hotel located in a prime spot in Chicago, offering stunning views and top-notch services. With a solid rating of 4.4 based on 10384 reviews, it's clear that guests have been impressed with their experiences here.

Overall, guests have praised the hotel for its comfortable rooms, friendly staff, and convenient location. From stunning views to event coordination, Hyatt Regency Chicago seems to be a top choice for travelers visiting the windy city.

The Drake, Chicago#13
What sets it apart

  • Guests appreciate the preservation of the historic charm and elegance of the hotel.

  • The excellent staff and attentive service were highlighted in many reviews.

  • The central location near the Magnificent Mile and the cozy bar were also mentioned as positive aspects of The Drake.

The Drake

4.44,130 reviews
140 E Walton Pl, Chicago, IL 60611, United States

The Drake is a renowned historic Hotel located in the heart of Chicago. With a rating of 4.4 from over 4130 reviews, it is clear that customers love their experience at this establishment.

From the opulent rooms to the attentive staff, customers have raved about their stays at The Drake. Whether you're looking for a relaxing getaway or a taste of history, this hotel is sure to provide a memorable experience for all its guests.

HLocal pick
#14
What sets it apart

  • Guests appreciate the excellent location of the hotel, especially for those attending conferences at McCormick Place.

  • The friendly and helpful staff is highlighted in many reviews, ensuring a welcoming and pleasant stay.

  • Many visitors have praised the cleanliness and comfort of the rooms, providing a relaxing environment for guests.

  • The convenient amenities such as the gym, pool, and digital keys make the stay at Hyatt Regency Mccormick Place stress-free and enjoyable.

Hyatt Regency Mccormick Place

4.46,267 reviews
2233 S Martin Luther King Dr, Chicago, IL 60616, United States

Hyatt Regency Mccormick Place is a renowned hotel located in Chicago, offering top-notch services and amenities to its guests. With a stellar rating of 4.4, this hotel has received over 6000 positive reviews from satisfied customers.

Don't miss the opportunity to experience the luxury and hospitality that Hyatt Regency Mccormick Place has to offer!

Hilton Chicago#15
What sets it apart

  • Beautiful hotel with friendly staff

  • Convenient location near parks and Lake Michigan

  • Spacious rooms

  • Some rooms may need updates

Hilton Chicago

4.38,573 reviews
720 S Michigan Ave, Chicago, IL 60605, United States

Hilton Chicago is a renowned Hotel located in the heart of Chicago. With a rating of 4.3 and a whopping 8573 reviews, this hotel has become a favorite among travelers.

Customers have praised the Hilton Chicago for its beautiful location, spacious rooms, and friendly staff. The hotel is also equipped to host conferences and events, making it a versatile choice for both leisure and business travelers.

Palmer House a Hilton Hotel, Chicago#16
What sets it apart

  • Guests appreciate the historic atmosphere and design of the lobby.

  • Some reviewers found issues with room conditions such as dampness and small beds.

  • Location close to major attractions in downtown Chicago is a plus point.

  • The hospitality and service from the staff received positive feedback from guests.

Palmer House a Hilton Hotel

4.211,571 reviews
17 E Monroe St, Chicago, IL 60603, United States

Palmer House a Hilton Hotel is an iconic Hotel located in the heart of Chicago. With a rating of 4.2 stars, this hotel offers guests a unique experience steeped in history and elegance. The property boasts a stunning lobby that transports visitors back to the 1920s, complete with Art Deco architecture. The Hotel provides a range of comfortable rooms that blend old-world charm with modern amenities.

Whether you're in town for sightseeing, business, or leisure, Palmer House a Hilton Hotel offers a memorable stay in a central location with a touch of class.

The comparison in brief

#BusinessRatingReviews
#1The Peninsula Chicago 4.72,507
#2Waldorf Astoria Chicago 4.71,706
#3Four Seasons Hotel Chicago 4.71,414
#4Sofitel Chicago Magnificent Mile 4.63,294
#5Marriott Marquis Chicago 4.63,163
#6Staypineapple, An Iconic Hotel, The Loop Chicago 4.61,778
#7Loews Chicago Hotel 4.63,667
#8The Ritz-Carlton, Chicago 4.61,491
#9LondonHouse Chicago, Curio Collection by Hilton 4.55,476
#10The Blackstone, Autograph Collection 4.52,204
#11The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago 4.51,144
#12Hyatt Regency Chicago 4.410,384
#13The Drake 4.44,130
#14Hyatt Regency Mccormick Place 4.46,267
#15Hilton Chicago 4.38,573
#16Palmer House a Hilton Hotel 4.211,571

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Map of Hotels for a Staycation in Chicago

If you're looking for the perfect place to unwind and have a staycation in Chicago, look no further! Our comprehensive map features all the hotels scattered throughout the city, each offering a unique experience for visitors. Whether you're into luxury accommodations or budget-friendly options, you're sure to find the perfect spot for your mini getaway.

Tips for choosing Hotels for a Staycation in Chicago

  1. Luxurious spa services.
  2. Outdoor pool with city views.
  3. Close proximity to popular attractions.
  4. Fine dining options on-site.
  5. Complimentary breakfast.
  6. Spacious suites with stunning views.

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