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The Best Hotels for a Weekend Getaway in Chicago

Chicago Chicago

Chicago, Illinois makes for a perfect weekend getaway, and finding the right hotel can make all the difference. So, if you're looking for where to stay for a weekend in Chicago, you'll find our researched suggestions below. Whether you're a family looking to explore the city or a couple in need of a romantic escape, we've analyzed all of the hotels based on key criteria to help you find the perfect place to stay for a long weekend in Chicago. From affordable rates to luxurious accommodations, Chicago offers a variety of places to stay for a 2-day or 3-day trip. The hotels we recommend are equipped with amenities that will make your stay relaxing and comfortable. Plus, their convenient locations will allow you to explore all the exciting things to do and see in the area over your ultimate weekend escape. After a long day of sightseeing, you can unwind at a restaurant, enjoy the vibrant nightlife, or simply enjoy the comfort of your room. If you're traveling with family, we recommend hotels that are family-friendly and offer amenities that cater to children. For couples looking for a romantic weekend, we suggest hotels with nice surroundings, good views, and luxurious amenities. With our detailed analysis of the best hotels for a weekend in Chicago, you'll be sure to find the perfect place to stay for your weekend escape.

It is a quintessential big city with unique neighborhoods, a diverse population, and and all of the energy that comes with vibrant city life.

(Prices are listed in U.S. Dollars.)

JW Marriott Chicago

4-star Hotel with prices starting at $381 (before taxes) - See All Prices
Perfect Hotel for a 3-day trip in Chicago
  • High Quality: guest ratings are higher than average.
  • Spa
  • Heated pool
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Located at 151 West Adams, JW Marriott Chicago has great rooms from $381 (before taxes). It offers skiing, room service, a restaurant, a fitness center, and a bar. It has a terrific 8.60 rating out of 10 from previous guests who have stayed here. Only 2.2 miles from the city center, visitors will especially love parking, hiking, child care, laundry services, and city views at this convenient hotel. The heated pool is comfortable, relaxing, and fun for everyone.

Weekend Trip Hotel Amenities
  • Skiing
  • Room service
  • Parking
  • Hot tub
  • Spa
  • Indoor pool
  • Bicycle rental
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Hiking
  • Babysitting / Child Care
  • Laundry service
  • Fishing
  • Family rooms
  • Heated pool
  • Tennis
  • Coffee shop
  • Microwave
  • Refrigerator
  • Breakfast in the room
View Prices and Reviews


Waldorf Astoria Chicago

5-star Hotel with prices starting at $535 (before taxes) - See All Prices
A Great Stay for a Weekend Trip to Chicago
  • High Quality: guest ratings are higher than average.
  • Family-Friendly
  • Pets allowed
  • Spa
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A great place to stay is Waldorf Astoria Chicago which has nice rooms starting at $535. Offering room service, a restaurant, a fitness center, a bar, and parking, it also has a great guest rating of 8.50 out of 10 from many previous guests. It's located at 11 East Walton Chicago Il Us 60611. This fun hotel is also nice because it offers child care, laundry services, pet-friendly rooms, city views, and cooking classes which weekend visitors will enjoy. Also, it's just 3.6 miles from the city center. The service at the restaurant is terrific, and so is the food.

Weekend Trip Hotel Amenities
  • Room service
  • Parking
  • Pets allowed
  • Hot tub
  • Spa
  • Indoor pool
  • Bicycle rental
  • Family-Friendly
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Babysitting / Child Care
  • Laundry service
  • Family rooms
  • Coffee shop
  • Microwave
  • Refrigerator
  • Breakfast in the room
View Prices and Reviews


Park Hyatt Chicago

5-star Hotel with prices starting at $584 (before taxes) - See All Prices
A Great Hotel for the Ultimate 3 Days in Chicago
  • High Quality: guest ratings are higher than average.
  • Family-Friendly
  • Pets allowed
  • Spa
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We found Park Hyatt Chicago to be a great place to stay, and the price starts at $584. We loved that is has room service, a restaurant, a fitness center, a bar, and parking, and it also has a terrific guest rating of 8.90 out of 10 from previous guests. It's located at 800 North Michigan Avenue. You'll also find rooms with kitchenettes, child care, laundry services, pet-friendly rooms, and city views which weekend travelers will love. And this comfortable hotel is just 3.5 miles from the center of town. Being able to prepare food in the room is also very convenient.

Weekend Trip Hotel Amenities
  • Room service
  • Parking
  • Pets allowed
  • Hot tub
  • Spa
  • Indoor pool
  • Bicycle rental
  • Airport shuttle
  • Family-Friendly
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Kitchenette
  • Babysitting / Child Care
  • Laundry service
  • Family rooms
  • Breakfast in the room
View Prices and Reviews


The Ritz-Carlton Chicago

5-star Hotel with prices starting at $554 (before taxes) - See All Prices
Perfect for 2 Days in Chicago
  • High Quality: guest ratings are higher than average.
  • Pets allowed
  • Spa
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With terrific rooms from $554, The Ritz-Carlton Chicago, at 160 East Pearson Street provides room service, a restaurant, a fitness center, a bar, and parking. Its terrific guest rating is 8.70 out of 10 from previous guests staying here. Travelers will really like this relaxing hotel which also offers rooms with kitchens, child care, laundry services, pet-friendly rooms, and city views. It's located just 3.6 miles from the city center, too. And with the ability to cook your own meals in the kitchen, you can save money and time.

Weekend Trip Hotel Amenities
  • Room service
  • Parking
  • Kitchen
  • Pets allowed
  • Hot tub
  • Spa
  • Indoor pool
  • Bicycle rental
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Babysitting / Child Care
  • Laundry service
  • Family rooms
  • Coffee shop
  • Microwave
  • Refrigerator
  • Breakfast in the room
  • Kids' club
View Prices and Reviews


HYATT REGENCY MC CORMICK PLACE

4-star Hotel with prices starting at $212 (before taxes) - See All Prices
A Great Weekend Getaway Hotel
  • High Quality: guest ratings are higher than average.
  • Heated pool
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HYATT REGENCY MC CORMICK PLACE has a great guest rating of 8.70 out of 10, and offers room service, a restaurant, a fitness center, a bar, and parking. The great rooms here start at $212 before taxes and depending on the season. It can be found at 2233 S Martin Luther King Drive. Furthermore, it also offers child care, laundry services, golf, city views, and an indoor pool, which is nice for visitors. Just 1.7 miles from the city center, this terrific hotel is a terrific choice. Everyone loves a nice indoor pool, and the one here does not disappoint!

Weekend Trip Hotel Amenities
  • Room service
  • Parking
  • Indoor pool
  • Bicycle rental
  • Airport shuttle
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Babysitting / Child Care
  • Laundry service
  • Family rooms
  • Heated pool
  • Coffee shop
  • Refrigerator
  • Breakfast in the room
View Prices and Reviews


The Peninsula Chicago

5-star Hotel with prices starting at $573 (before taxes) - See All Prices
A Terrific Hotel for a Long Weekend in Chicago
  • High Quality: guest ratings are higher than average.
  • Family-Friendly
  • Pets allowed
  • Spa
  • Heated pool
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The great guest rating of The Peninsula Chicago is 9.50 out of 10. This place has room service, a restaurant, a fitness center, a bar, and parking. Prices for the terrific rooms are from $573, and it's located at 108 East Superior Street. We also love the child care, laundry services, pet-friendly rooms, a spa and wellness center, and a spa which are great for weekend visitors. And since it's just 3.4 miles from the center of the town, the location is great, too. Nothing says relaxation like having room service delivered.

Weekend Trip Hotel Amenities
  • Room service
  • Parking
  • Pets allowed
  • Spa
  • Indoor pool
  • Bicycle rental
  • Family-Friendly
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Babysitting / Child Care
  • Laundry service
  • Family rooms
  • Heated pool
  • Coffee shop
  • Breakfast in the room
View Prices and Reviews


The Palmer House Hilton

4-star Hotel with prices starting at $210 (before taxes) - See All Prices
A Great Stay for a Weekend Escape
  • Family-Friendly
  • Pets allowed
  • Spa
  • Heated pool
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A cool place is The Palmer House Hilton because it has great rooms that start at $210. It has room service, a restaurant, a fitness center, a bar, and parking, it also earned a great guest rating of 8.21 out of 10 from people who have stayed here before. It's found at 17 East Monroe Street. Only 2.4 miles from the city center, weekend travelers will especially love laundry services, pet-friendly rooms, a hot tub, a spa and wellness center, and a spa at this fun hotel. Everyone loves a good hot tub, and this one is really nice.

Weekend Trip Hotel Amenities
  • Room service
  • Parking
  • Pets allowed
  • Hot tub
  • Spa
  • Indoor pool
  • Bicycle rental
  • Airport shuttle
  • Family-Friendly
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Family rooms
  • Heated pool
  • Microwave
  • Refrigerator
View Prices and Reviews


Four Seasons Chicago

5-star Hotel with prices starting at $460 (before taxes) - See All Prices
A Nice Option for a Weekend Retreat
  • Great Value: the price is lower than average for 5-star hotels.
  • High Quality: guest ratings are higher than average.
  • Pets allowed
  • Spa
  • Heated pool
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Four Seasons Chicago offers room service, a restaurant, a fitness center, a bar, and parking which we really like. The terrific rooms here start at $460 (before taxes). It's located at 120 East Delaware Place and has earned a guest rating of 9.20/10. This comfortable hotel is also nice because it offers child care, laundry services, pet-friendly rooms, city views, and a hot tub which travelers will enjoy. Also, it's just 3.6 miles from the city center.

Weekend Trip Hotel Amenities
  • Room service
  • Parking
  • Pets allowed
  • Hot tub
  • Spa
  • Indoor pool
  • Bicycle rental
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Babysitting / Child Care
  • Laundry service
  • Family rooms
  • Heated pool
  • Refrigerator
  • Breakfast in the room
  • Kids' club
View Prices and Reviews


Loews Chicago Hotel

4-star Hotel with prices starting at $172 (before taxes) - See All Prices
Perfect Hotel for a 3-day trip in Chicago
  • Great Value: the price is lower than average for 4-star hotels.
  • High Quality: guest ratings are higher than average.
  • Pets allowed
  • Spa
  • Heated pool
View Prices on Kayak
See Location

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Located at 455 North Park Drive, Loews Chicago Hotel has great rooms from $172 (before taxes). It offers a pool bar, room service, a restaurant, a fitness center, and a bar. It has a terrific 8.90 rating out of 10 from previous guests who have stayed here. You'll also find parking, child care, laundry services, pet-friendly rooms, and city views which visitors will love. And this relaxing hotel is just 3.2 miles from the center of town. Don't forget to spend some time at the terrific pool bar where you can unwind and relax. It's a great value, as the price is less than the average for weekend trip hotels.

Weekend Trip Hotel Amenities
  • Room service
  • Parking
  • Pets allowed
  • Spa
  • Indoor pool
  • Bicycle rental
  • Golf
More Great Amenities
  • Pool bar
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Babysitting / Child Care
  • Laundry service
  • Family rooms
  • Heated pool
  • Coffee shop
  • Refrigerator
View Prices and Reviews


Renaissance Chicago Downtown Hotel

4-star Hotel with prices starting at $255 (before taxes) - See All Prices
A Great Stay for a Weekend Trip to Chicago
  • High Quality: guest ratings are higher than average.
  • Pets allowed
  • Spa
  • Heated pool
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A great place to stay is Renaissance Chicago Downtown Hotel which has nice rooms starting at $255. Offering room service, a restaurant, a fitness center, a bar, and parking, it also has a great guest rating of 8.80 out of 10 from many previous guests. It's located at One West Wacker Drive. Weekend visitors will really like this terrific hotel which also offers hiking, child care, laundry services, pet-friendly rooms, and city views. It's located just 2.8 miles from the city center, too.

Weekend Trip Hotel Amenities
  • Room service
  • Parking
  • Pets allowed
  • Spa
  • Indoor pool
  • Bicycle rental
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Hiking
  • Babysitting / Child Care
  • Laundry service
  • Heated pool
  • Coffee shop
  • Microwave
  • Breakfast in the room
View Prices and Reviews


Also, take a look at the Weekend Trip hotels in nearby destinations: Schaumburg, Lake Geneva, Oakbrook Terrace, and Lombard.

For more terrific hotel ideas in Chicago, make sure you also see Best Family-Friendly Hotels in Chicago, Best Cheap Hotels in Chicago, Best Luxury Hotels in Chicago, Best Pet-Friendly Hotels in Chicago, Best Hotels for First Time Visitors in Chicago, Best Hotels for One Week in Chicago, Best Hotels for One Night in Chicago, Best Romantic Hotels for Couples in Chicago, Best Business Hotels in Chicago, or Best Party Hotels in Chicago.


How much do hotels for a weekend visit cost in Chicago?

Chicago Average Weekend Trip Hotel Price
$181

After analyzing 150 weekend trip hotels in Chicago, Illinois, we found the average weekend trip hotel price to be a remarkably economical $181. Naturally, this destination has many fantastic weekend trip accommodation options with a variety of prices. The price will vary by the hotel's amenities, available dates, and the general location. If you're interested in more information about hotels here, see our guide to hotel prices in Chicago.

The average prices of our suggested weekend trip hotels by star rating:

  • 5-star hotels: $473
  • 4-star hotels: $183
  • 3-star hotels: $151


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