Mountain Vacations in Southern Illinois 2026

Photo by Southernmost Illinois Tourism Bureau

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Flight and Mountain hotel deals in Southern Illinois

Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Hotel St. Louis - Chesterfield

CA $1,032

per person

Oct 20 - Oct 23

just found

Roundtrip non-stop flight included

Toronto (YYZ) to St. Louis (STL)

8.8/10 Excellent! (1,002 reviews)

The Cheshire

CA $1,107

per person

Oct 1 - Oct 4

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Louis (STL)

8.8/10 Excellent! (1,006 reviews)

Upscale British antiques and furnishings. Comfortably stylish room accommodations. Wonderful, helpful staff. The bar is the best feature. Great stay.

Reviewed on Aug 12, 2026

The Westin St. Louis

Downtown St. Louis

CA $1,577

per person

Oct 2 - Oct 9

found 18 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to St. Louis (STL)

8.6/10 Excellent! (1,009 reviews)

Moonrise Hotel

Delmar Loop

CA $1,177

per person

Oct 15 - Oct 18

found 14 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Louis (STL)

9/10 Wonderful! (2,013 reviews)

Hyatt Regency St. Louis at The Arch

Downtown St. Louis

CA $1,173

per person

Oct 15 - Oct 18

found 14 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Louis (STL)

8.6/10 Excellent! (4,170 reviews)

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