Top Resorts in Midwest

Find the Top Resorts in Midwest – 3,000+ Quality Options from Leading Providers

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22 Guests, 1 Room
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21-40 out of 3107 resorts
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Sort by: high popularity
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  • Popularity: high to low
From   US$ 459 /nightSelect
  • Historic hotel on Michigan Avenue
  • Stunning city and lake views
  • Diverse on-site dining options
10.0
Perfect1 review
From   US$ 115 /nightSelect
  • Complimentary evening Kickback with snacks
  • Indoor pool and hot tub access
  • Pet-friendly with amenities for dogs
  • Indoor Pool
  • Fitness Center
  • Meeting Space
From   US$ 136 /nightSelect
  • Kid Suites with PlayStation 4 available
  • Automated pancake machine for breakfast
  • Complimentary chocolate chip cookies at check-in
  • Indoor pool
  • Fitness center
  • Event spaces
From   US$ 204 /nightSelect
  • Lake Michigan views from each room
  • Indoor lap pool and fitness center
  • Historic charm with modern amenities
  • Indoor Pool
  • Kickback Event
  • Valet Parking
From   US$ 203 /nightSelect
  • Complimentary Kickback dinner and drinks
  • Historic former Board of Education building
  • Spacious family-friendly suites available
  • Event Space
  • Fitness Centre
  • Restaurant
From   US$ 90 /nightSelect
  • Over 20,000 sq ft event space
  • Full-service restaurant on-site
  • Military-focused accommodations
  • Grille39
  • Indoor Pool
  • Event Space
From   US$ 109 /nightSelect
  • On-site grille39 for gourmet dining
  • Versatile event space for gatherings
  • Indoor pool with year-round access
7.8
Very good1 review
  • Full-service spa
  • Heated pool
  • Executive Lounge
From   US$ 452 /nightSelect
  • Historic wedding venue with unique charm
  • Home of the original Palmer House brownie
  • Live entertainment in the historic lobby
  • Indoor Pool
  • Business Center
  • Golf Course
From   US$ 124 /nightSelect
  • Adjacent to popular Crocker Park
  • Diverse breakfast buffet options available
  • Indoor pool for family leisure
  • Body Spa
  • Fitness Studio
  • On-site Dining
From   US$ 307 /nightSelect
  • Pet-friendly accommodations with Heavenly(R) Dog Bed
  • Prime location near Magnificent Mile shops
  • Body Rituals Boutique Spa for relaxation
  • Infinity Pool
  • Luxury Spa
  • Adorn Restaurant
From   US$ 457 /nightSelect
  • Unparalleled lake and city skyline views
  • Kid-friendly amenities including themed scavenger hunts
  • Signature spa treatments for ultimate relaxation
  • Indoor Pool
  • Fitness Centre
  • Grilling Area
From   US$ 74 /nightSelect
  • Omelette bar featuring made-to-order options
  • Spacious suites with full kitchen facilities
  • Pet-friendly with welcome goodie bags
5.0
Guest rating1 review
  • Penthouse Fitness Centre
  • Élevé Ballroom
  • On-site Spa
From   US$ 129 /nightSelect
  • Stunning skyline and lake views
  • Award-winning dining at The Palm
  • Innovative smart elevator system
  • Indoor Pool
  • 24-hour Fitness
  • Concierge Services
From   US$ 109 /nightSelect
  • Connected to McCormick Place convention center
  • Modern business facilities and services
  • Indoor swimming pool and sauna
  • Jacuzzi
  • Swimming Pool
  • Spa Services
From   US$ 39 /nightSelect
  • Relaxing on-site jacuzzi
  • Enjoy swimming pool access
  • Complimentary wi-fi throughout hotel
Bed & Breakfast
  • On-site Spa
  • Hot tub
  • Outdoor dining
From   US$ 179 /nightSelect
  • On-site spa with hot tub options
  • Access to beach and hiking trails
  • Outdoor dining area available
  • On-site Dining
  • Pet-Friendly
  • Event Spaces
From   US$ 564 /nightSelect
  • Unique dining at San Morello
  • Stylish rooms with curated decor
  • Inviting outdoor courtyard for gatherings
  • Indoor Pool
  • Fitness Center
  • Restaurant Lounge
From   US$ 99 /nightSelect
  • Complimentary airport shuttle every 30 minutes
  • Indoor heated pool with whirlpool
  • Pet-friendly accommodations available
  • Luxury Spa
  • Indoor Pool
  • Italian Restaurant
From   US$ 167 /nightSelect
  • Historic architecture by Daniel Burnham
  • Luxury spa with Hammam chambers
  • Elegant Burnham Ballroom for events
  • Chuan Spa
  • Club Lounge
  • Cinema Suite
From   US$ 795 /nightSelect
  • Exclusive Chuan Spa with holistic treatments
  • Stunning river views from floor-to-ceiling windows
  • Mid-century design by Mies van der Rohe