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The Best Hotels for a Weekend Getaway in Chicago

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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.)

AC Hotels by Marriott Chicago Downtown

4-star Hotel with prices starting at $216 (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.
  • Family-Friendly
  • Pets allowed
  • Heated pool
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Located at 630 North Rush Street, AC Hotels by Marriott Chicago Downtown has great rooms from $216 (before taxes). It offers room service, a restaurant, a fitness center, snorkeling, and a bar. It has a terrific 8.30 rating out of 10 from previous guests who have stayed here. Only 3.3 miles from the city center, visitors will especially love parking, hiking, laundry services, golf, and pet-friendly rooms at this convenient hotel. The heated pool is comfortable, relaxing, and fun for everyone. The price of this hotel is less than average for weekend trip hotels, which makes it a great value.

Weekend Trip Hotel Amenities
  • Room service
  • Snorkeling
  • Parking
  • Pets allowed
  • Child pool
  • Indoor pool
  • Bicycle rental
  • Airport shuttle
  • Family-Friendly
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Hiking
  • Laundry service
  • Heated pool
  • Tennis
  • Microwave
  • Refrigerator
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Park Hyatt Chicago

5-star Hotel with prices starting at $588 (before taxes) - See All Prices
A Great Stay for a Weekend Trip to Chicago
  • Great Value: the price is lower than average for 5-star hotels.
  • High Quality: guest ratings are higher than average.
  • Family-Friendly
  • Pets allowed
  • Spa
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A great place to stay is Park Hyatt Chicago which has nice rooms starting at $588. Offering room service, a restaurant, a fitness center, a bar, and parking, it also has a great guest rating of 9.30 out of 10 from many previous guests. It's located at 800 North Michigan Avenue. This fun hotel is also nice because it offers child care, laundry services, pet-friendly rooms, a hot tub, and a spa which weekend visitors will enjoy. Also, it's just 3.5 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
  • Airport shuttle
  • Family-Friendly
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Babysitting / Child Care
  • Laundry service
  • Family rooms
  • Refrigerator
  • Breakfast in the room
View Prices and Reviews


The Hotel at Midtown

4-star Hotel with prices starting at $322 (before taxes) - See All Prices
A Great Hotel for the Ultimate 3 Days in Chicago
  • High Quality: guest ratings are higher than average.
  • Outdoor pool
  • Spa
  • Heated pool
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We found The Hotel at Midtown to be a great place to stay, and the price starts at $322. We loved that is has an outdoor pool, a pool bar, room service, a restaurant, and a fitness center, and it also has a terrific guest rating of 8.80 out of 10 from previous guests. It's located at 2444 North Elston Avenue. You'll also find a bar, laundry services, city views, a hot tub, and a spa which weekend travelers will love. And this comfortable hotel is just 5.4 miles from the center of town. Don't forget to spend some time at the terrific pool bar where you can unwind and relax.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Hot tub
  • Spa
  • Indoor pool
  • Golf
More Great Amenities
  • Pool bar
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Free parking
  • Heated pool
  • Tennis
  • Refrigerator
  • Kids' club
View Prices and Reviews


The Peninsula Chicago

5-star Hotel with prices starting at $670 (before taxes) - See All Prices
Perfect for 2 Days in Chicago
  • High Quality: guest ratings are higher than average.
  • Family-Friendly
  • Pets allowed
  • Spa
  • Heated pool
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With terrific rooms from $670, The Peninsula Chicago, at 108 East Superior Street provides room service, a restaurant, a fitness center, a bar, and parking. Its terrific guest rating is 9.40 out of 10 from previous guests staying here. Travelers will really like this relaxing hotel which also offers laundry services, pet-friendly rooms, a spa, an indoor pool, and laundry facilities. It's located just 3.4 miles from the city center, too. The indoor pool here is terrific, and makes for a great place to relax and have fun no matter what the weather is like.

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
  • Laundry service
  • Family rooms
  • Heated pool
  • Breakfast in the room
View Prices and Reviews


Waldorf Astoria Chicago

5-star Hotel with prices starting at $560 (before taxes) - See All Prices
A Great Weekend Getaway Hotel
  • Great Value: the price is lower than average for 5-star hotels.
  • High Quality: guest ratings are higher than average.
  • Family-Friendly
  • Pets allowed
  • Spa
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Waldorf Astoria Chicago has a great guest rating of 9.40 out of 10, and offers room service, a restaurant, a fitness center, a bar, and parking. The great rooms here start at $560 before taxes and depending on the season. It can be found at 11 East Walton Street. Furthermore, it also offers rooms with kitchens, rooms with kitchenettes, laundry services, pet-friendly rooms, and city views, which is nice for visitors. Just 3.6 miles from the city center, this terrific hotel is a terrific choice. Having a kitchenette is a nice way for you to have some meals in the room, too.

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


Trump International Hotel & Tower Chicago

5-star Hotel with prices starting at $495 (before taxes) - See All Prices
A Terrific Hotel for a Long Weekend in Chicago
  • Great Value: the price is lower than average for 5-star hotels.
  • High Quality: guest ratings are higher than average.
  • Family-Friendly
  • Pets allowed
  • Spa
  • Heated pool
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The great guest rating of Trump International Hotel & Tower Chicago is 9.30 out of 10. This place has room service, a restaurant, a fitness center, a bar, and parking. Prices for the terrific rooms are from $495, and it's located at 401 North Wabash Avenue. We also love the rooms with kitchens, rooms with kitchenettes, laundry services, pet-friendly rooms, and city views which are great for weekend visitors. And since it's just 2.9 miles from the center of the town, the location is great, too. We always love being able to cook meals in a hotel room, and the kitchen here was a nice touch.

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


Palmer House a Hilton Hotel

4-star Hotel with prices starting at $246 (before taxes) - See All Prices
A Great Stay for a Weekend Escape
  • Great Value: the price is lower than average for weekend trip hotels.
  • Family-Friendly
  • Pets allowed
  • Spa
  • Heated pool
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A cool place is Palmer House a Hilton Hotel because it has great rooms that start at $246. It has room service, a restaurant, a fitness center, a bar, and parking, it also earned a great guest rating of 8.00 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 spa, an indoor pool, and laundry facilities at this fun hotel. We love the convenience of room service, and it's really nice here. It's also less than the average price for weekend trip hotels, so it's a great value.

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


Four Seasons Hotel Chicago

5-star Hotel with prices starting at $590 (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 Hotel Chicago offers room service, a restaurant, a fitness center, a bar, and parking which we really like. The terrific rooms here start at $590 (before taxes). It's located at 120 East Delaware Place and has earned a guest rating of 8.70/10. 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. You'll love relaxing in the hot tub at the end of the day, too.

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
View Prices and Reviews


Renaissance Chicago Downtown Hotel

4-star Hotel with prices starting at $309 (before taxes) - See All Prices
Perfect Hotel for a 3-day trip in Chicago
  • High Quality: guest ratings are higher than average.
  • Pets allowed
  • Spa
  • Heated pool
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Located at 1 West Wacker Drive, Renaissance Chicago Downtown Hotel has great rooms from $309 (before taxes). It offers room service, a restaurant, a fitness center, a bar, and parking. It has a terrific 8.70 rating out of 10 from previous guests who have stayed here. You'll also find hiking, child care, laundry services, pet-friendly rooms, and city views which visitors will love. And this relaxing hotel is just 2.8 miles from the center of town.

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
View Prices and Reviews


JW Marriott Chicago

4-star Hotel with prices starting at $320 (before taxes) - See All Prices
A Great Stay for a Weekend Trip to Chicago
  • High Quality: guest ratings are higher than average.
  • Spa
  • Heated pool
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Location on Map

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A great place to stay is JW Marriott Chicago which has nice rooms starting at $320. Offering room service, a restaurant, a fitness center, a bar, and parking, it also has a great guest rating of 8.60 out of 10 from many previous guests. It's located at 151 West Adams Street. Weekend visitors will really like this terrific hotel which also offers child care, laundry services, city views, a hot tub, and a spa. It's located just 2.2 miles from the city center, too.

Weekend Trip Hotel Amenities
  • Room service
  • Parking
  • 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
  • Microwave
  • Refrigerator
  • Breakfast in the room
View Prices and Reviews


Also, take a look at the weekend trip hotels in nearby destinations: Chicago, Rosemont, Lake Geneva, Lincolnshire, and Schaumburg.

For more terrific hotel ideas in Chicago, make sure you also see Best Family-Friendly 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
$258

After analyzing 125 weekend trip hotels in Chicago, Illinois, we found the average weekend trip hotel price to be a remarkably economical $258. 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: $603
  • 4-star hotels: $243
  • 3-star hotels: $220


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