Top Resorts in Midwest

Find the Top Resorts in Midwest – 7,000+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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21-40 out of 7629 resorts
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Sort by: high popularity
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8.2
Great100 reviews
From   US$ 121 /nightSelect
  • Indoor water park kept warm year-round
  • Family suites with kids' bunk beds
  • Variety of family-friendly attractions
8.2
Great173 reviews
From   US$ 179 /nightSelect
  • On-site luxury casino entertainment
  • Infinity-edge indoor pool with cabana seating
  • Award-winning steakhouse and dining options
8.2
Great260 reviews
  • Indoor pool
  • Fitness centre
  • Concierge services
From   US$ 219 /nightSelect
  • Connected to McCormick Place convention centre
  • Stunning views of Lake Michigan
  • 24-hour fitness centre and indoor pool
8.4
Great2170 reviews
  • Gold Room
  • Fitness Centre
  • On-site Dining
From   US$ 128 /nightSelect
  • Stunning views of city and Lake Michigan
  • Historic venue with classic Gold Room
  • 24-hour fitness centre available on-site
8.4
Great94 reviews
  • On-site store
  • Evening Bar
  • Gourmet dining
From   US$ 400 /nightSelect
  • Authentic Italian cuisine at San Morello
  • Elegant courtyard for relaxation and gatherings
  • Unique custom decor by local artisans
8.2
Great414 reviews
  • Indoor Pool
  • Fitness Center
  • On-site Dining
From   US$ 229 /nightSelect
  • 125,000 sq ft flexible event space
  • On-site dining at Shula's Steak House
  • Direct access to Chicago Riverwalk
8.2
Great86 reviews
  • Golf Courses
  • Aerie Restaurant
  • Spa Services
From   US$ 266 /nightSelect
  • Multiple championship golf courses available
  • Breathtaking views from Aerie Restaurant
  • Diverse dining options on-site
8.6
Great1734 reviews
  • Lobby Bar
  • Spa Services
  • Fitness Center
From   US$ 89 /nightSelect
  • Historic venue with romance and charm
  • Renowned dining at Lockwood Restaurant
  • Heated indoor pool for relaxation
Hotel
8.2
Great45 reviews
  • Rooftop Bar
  • Tullibee Restaurant
  • Spa Pool
From   US$ 279 /nightSelect
  • Rooftop bar with scenic city views
  • Pet-friendly accommodations throughout the hotel
  • Historic building with rustic charm
8.4
Great242 reviews
  • Penthouse Fitness
  • The Palm
  • Élevé Ballroom
From   US$ 259 /nightSelect
  • Panoramic skyline and lake views
  • Innovative smart elevator system
  • Exceptional event hosting capabilities
8.0
Great33 reviews
  • Fitness Centre
  • Free Parking
  • Air Conditioning
From   US$ 84 /nightSelect
  • Kitchenettes in every room
  • Convenient fitness center on-site
  • Easy access to Gerald R. Ford Airport
8.4
Great181 reviews
  • Rooftop Bar
  • Indoor Pool
  • Event Spaces
From   US$ 269 /nightSelect
  • Stunning views from rooftop bar
  • Proximity to Chicago Riverwalk
  • Indulgent cupcake welcome gifts
8.6
Great127 reviews
  • Fitness Center
  • Executive Lounge
  • Dining Patio
From   US$ 262 /nightSelect
  • Scenic river view dining patio
  • Renovated fitness center with Peloton bikes
  • Versatile meeting and event spaces
8.4
Great412 reviews
  • Regency Club
  • Fitness Center
  • Multiple Restaurants
From   US$ 99 /nightSelect
  • Stunning views of Gateway Arch
  • Exclusive access to Regency Club
  • Built-in Chromecast in rooms
  • Rooftop Bar
  • Event Space
  • Fitness Center
From   US$ 279 /nightSelect
  • Rooftop bar with city skyline views
  • Art deco revival style lobby
  • Direct access to shopping mall
8.0
Great63 reviews
  • Indoor Pool
  • Casino
  • Kids' Pool
From   US$ 74 /nightSelect
  • Family-friendly indoor water park
  • On-site dining at Ground Round restaurant
  • Spacious banquet and conference rooms
8.6
Great129 reviews
  • Indoor Pool
  • Luxury Spa
  • Adorn Restaurant
From   US$ 625 /nightSelect
  • Highest guest rooms in Chicago with lake views
  • Live music weekends at Adorn Restaurant
  • Dedicated kids' club and adventure passports
8.2
Great231 reviews
  • Indoor Pool
  • Steakhouse
  • Fitness Center
From   US$ 188 /nightSelect
  • Historic Roman-style indoor pool
  • Award-winning Michael Jordan's Steakhouse
  • Iconic architecture from the Roaring Twenties
8.6
Great762 reviews
  • State-of-the-art fitness
  • On-site dining
  • Flexible event space
From   US$ 216 /nightSelect
  • Stunning Chicago River views from rooms
  • Modern on-site dining at Hoyt's Chicago
  • 16,000 sq ft flexible event spaces
8.2
Great102 reviews
  • Rooftop Bar
  • Tranquility Pool
  • Signature Dining
From   US$ 373 /nightSelect
  • Stunning rooftop bar with skyline views
  • Luxurious Zen suites with teak soaking tubs
  • World-class dining by Chef Nobu Matsuhisa