Top Resorts in Midwest

Find the Top Resorts in Midwest – 300+ Quality Options from Leading Providers

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341-360 out of 383 resorts
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Sort by: high popularity
  • Price: low to high
  • Price: high to low
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  • Popularity: high to low
From   US$ 299 /nightSelect
  • Rooftop bar with stunning skyline views
  • Award-winning spa with unique treatments
  • Stylish event spaces for memorable gatherings
From   US$ 58 /nightSelect
  • Rock & roll themed decor
  • Bunny Slope hot tub room
  • Alexa devices in rooms
8.6
Great2 reviews
  • Pineapple Bikes
  • Fitness Center
  • Atwood Restaurant
From   US$ 119 /nightSelect
  • Historic architecture designed by Daniel Burnham
  • Afternoon Delights with pineapple treats
  • The Naked Experience for enhanced comfort
  • Fitness Centre
  • Martini Bar
  • Event Space
From   US$ 79 /nightSelect
  • Historic hotel with colorful past
  • Iconic Crystal Ballroom for events
  • Nostalgic 1920s Martini Bar experience
  • Fitness Center
  • Business Center
  • Event Space
From   US$ 48 /nightSelect
  • Complimentary airport shuttle service
  • Pet-friendly accommodations for travelers
  • Park, Sleep, and Fly packages available
  • Yoga Mats
  • Pet Policy
  • Wine Hour
From   US$ 142 /nightSelect
  • Pet-friendly policy for comfortable stays
  • Equipped with yoga mats and weights
  • Complimentary wine hour for socializing
  • Valet parking
  • Fitness room
  • Cloud Nine beds
From   US$ 109 /nightSelect
  • Close to Rock and Roll Hall of Fame
  • Varied complimentary breakfast options
  • Friendly and helpful staff interactions
  • Local Art
  • 24-Hour Reception
  • Fitness Access
From   US$ 77 /nightSelect
  • Historic building with rock 'n' roll roots
  • Artsy decor reflecting local culture
  • Close to Wrigley Field and nightlife spots
  • Balcony Suites
  • Fitness Centre
  • Dine Restaurant
From   US$ 240 /nightSelect
  • Corner balcony views of Chicago skyline
  • Complimentary wine and beer receptions
  • Old-world charm with modern design
Hotel
  • Double Cross Lounge
  • In-room Bar
  • Fitness Center
From   US$ 81 /nightSelect
  • Complimentary happy hour with drinks and snacks
  • Pet-friendly with custom treats and amenities
  • Contemporary rooms with unique layouts
9.2
Perfect1 review
  • Rooftop Terrace
  • Meeting Rooms
  • On-site Restaurant
From   US$ 13 /nightSelect
  • Historic boutique hotel since 1926
  • Stylish rooftop wedding venue
  • Elegant dining with signature cocktails
  • Indoor pool
  • Bar
  • Fitness center
From   US$ 109 /nightSelect
  • Partially outdoor heated pool
  • Unique room layouts
  • Complimentary airport shuttle service
9.2
Perfect2 reviews
  • On-site Restaurant
  • Fitness Center
  • Meeting Space
From   US$ 105 /nightSelect
  • Upscale boutique with personalized service
  • On-site Mediterranean restaurant with brunch
  • Accessible features for all guests
  • On-site dining
  • Business center
  • Pet-friendly
From   US$ 83 /nightSelect
  • Stylish Asian-inspired dining at Kirei
  • Luxurious rooms with handcrafted mattresses
  • Historic hotel with a storied past
  • Indoor Pool
  • Breakfast Buffet
  • Meeting Space
From   US$ 95 /nightSelect
  • Indoor heated pool for year-round relaxation
  • Delicious breakfast buffet with diverse options
  • Extensive meeting space for events and gatherings
  • Fitness centre
  • On-site spa
  • 1890 Lounge
From   US$ 119 /nightSelect
  • On-site spa and salon services
  • Historic building with wood paneling
  • 1890 restaurant and lounge on-site
  • Rooftop Lounge
  • Fitness Center
  • Art Gallery
From   US$ 324 /nightSelect
  • Rooftop lounge and garden
  • On-site spa and fitness center
  • Locally-made artwork in rooms
  • Historic Casino
  • On-site Restaurant
  • Luxury Suites
From   US$ 69 /nightSelect
  • Haunting experiences with Seth Bullock's legend
  • Authentic Victorian casino atmosphere
  • On-site restaurant with historic ambiance
  • Indoor pool
  • Fitness centre
  • Business centre
From   US$ 74 /nightSelect
  • Connected to downtown skyway system
  • Indoor pool with inviting atmosphere
  • 24/7 gallery market and bar
7.2
Very good2 reviews
  • Indoor Pool
  • Rooftop Terrace
  • Fitness Center
From   US$ 116 /nightSelect
  • Rooftop terrace with skyline views
  • Luxury suites with spa tubs
  • Daily complimentary wine hour