Top Resorts in Midwest
Find the Top Resorts in Midwest – 7,000+ Quality Options from Leading Providers
21-40 out of 7629 resorts
Sort by:
high popularity
- Price: low to high
- Price: high to low
- Guest rating: high to low
- Popularity: high to low
8.2
Great100100 reviews10
From
US$ 121
/night
- Indoor water park kept warm year-round
- Family suites with kids' bunk beds
- Variety of family-friendly attractions
Hotel
8.2
Great173173 reviews10
From
US$ 179
/night
- On-site luxury casino entertainment
- Infinity-edge indoor pool with cabana seating
- Award-winning steakhouse and dining options
8.2
Great260260 reviews10
- Indoor pool
- Fitness centre
- Concierge services
From
US$ 219
/night
- Connected to McCormick Place convention centre
- Stunning views of Lake Michigan
- 24-hour fitness centre and indoor pool
8.4
Great21702170 reviews10
- Gold Room
- Fitness Centre
- On-site Dining
From
US$ 128
/night
- Stunning views of city and Lake Michigan
- Historic venue with classic Gold Room
- 24-hour fitness centre available on-site
Hotel
8.4
Great9494 reviews10
- On-site store
- Evening Bar
- Gourmet dining
From
US$ 400
/night
- Authentic Italian cuisine at San Morello
- Elegant courtyard for relaxation and gatherings
- Unique custom decor by local artisans
8.2
Great414414 reviews10
- Indoor Pool
- Fitness Center
- On-site Dining
From
US$ 229
/night
- 125,000 sq ft flexible event space
- On-site dining at Shula's Steak House
- Direct access to Chicago Riverwalk
8.2
Great8686 reviews10
- Golf Courses
- Aerie Restaurant
- Spa Services
From
US$ 266
/night
- Multiple championship golf courses available
- Breathtaking views from Aerie Restaurant
- Diverse dining options on-site
Hotel
8.6
Great17341734 reviews10
- Lobby Bar
- Spa Services
- Fitness Center
From
US$ 89
/night
- Historic venue with romance and charm
- Renowned dining at Lockwood Restaurant
- Heated indoor pool for relaxation
Hotel
8.2
Great4545 reviews10
- Rooftop Bar
- Tullibee Restaurant
- Spa Pool
From
US$ 279
/night
- Rooftop bar with scenic city views
- Pet-friendly accommodations throughout the hotel
- Historic building with rustic charm
Hotel
8.4
Great242242 reviews10
- Penthouse Fitness
- The Palm
- Élevé Ballroom
From
US$ 259
/night
- Panoramic skyline and lake views
- Innovative smart elevator system
- Exceptional event hosting capabilities
8.0
Great3333 reviews10
- Fitness Centre
- Free Parking
- Air Conditioning
From
US$ 84
/night
- Kitchenettes in every room
- Convenient fitness center on-site
- Easy access to Gerald R. Ford Airport
8.4
Great181181 reviews10
- Rooftop Bar
- Indoor Pool
- Event Spaces
From
US$ 269
/night
- Stunning views from rooftop bar
- Proximity to Chicago Riverwalk
- Indulgent cupcake welcome gifts
8.6
Great127127 reviews10
- Fitness Center
- Executive Lounge
- Dining Patio
From
US$ 262
/night
- Scenic river view dining patio
- Renovated fitness center with Peloton bikes
- Versatile meeting and event spaces
8.4
Great412412 reviews10
- Regency Club
- Fitness Center
- Multiple Restaurants
From
US$ 99
/night
- Stunning views of Gateway Arch
- Exclusive access to Regency Club
- Built-in Chromecast in rooms
8.8
Great129129 reviews10
- Rooftop Bar
- Event Space
- Fitness Center
From
US$ 279
/night
- Rooftop bar with city skyline views
- Art deco revival style lobby
- Direct access to shopping mall
8.0
Great6363 reviews10
- Indoor Pool
- Casino
- Kids' Pool
From
US$ 74
/night
- Family-friendly indoor water park
- On-site dining at Ground Round restaurant
- Spacious banquet and conference rooms
Hotel
8.6
Great129129 reviews10
- Indoor Pool
- Luxury Spa
- Adorn Restaurant
From
US$ 625
/night
- Highest guest rooms in Chicago with lake views
- Live music weekends at Adorn Restaurant
- Dedicated kids' club and adventure passports
8.2
Great231231 reviews10
- Indoor Pool
- Steakhouse
- Fitness Center
From
US$ 188
/night
- Historic Roman-style indoor pool
- Award-winning Michael Jordan's Steakhouse
- Iconic architecture from the Roaring Twenties
8.6
Great762762 reviews10
- State-of-the-art fitness
- On-site dining
- Flexible event space
From
US$ 216
/night
- Stunning Chicago River views from rooms
- Modern on-site dining at Hoyt's Chicago
- 16,000 sq ft flexible event spaces
Hotel
8.2
Great102102 reviews10
- Rooftop Bar
- Tranquility Pool
- Signature Dining
From
US$ 373
/night
- Stunning rooftop bar with skyline views
- Luxurious Zen suites with teak soaking tubs
- World-class dining by Chef Nobu Matsuhisa
Saved
Save