
Hillsboro Vacation Packages
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Your Hillsboro Vacation
Our Hillsboro vacation packages let you customize your own adventure. Tailor your getaway to your interests and needs and make every moment count in this fabulous city. Villa Antonio Winery, Sandy Creek Covered Bridge State Historic Site and Victoria Glaces Conservation Area Trailhead are just some of the sights you'll want to check out during your trip to Hillsboro. A few clicks is all it takes to build a tailored Hillsboro vacation on Expedia.
Top Hillsboro Vacation Deals
Price found within the past 48 hours. Click for updated prices.



The Cheshire
Price was CA $1,313, price is now CA $1,027 per person
CA $1,027
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
8.8/10 Excellent! (1,001 reviews)
A majority of the staff was friendly and helpful. Love the literary themes. Had a great stay and would definitely visit again.
Reviewed on Jul 12, 2026

Hilton Garden Inn Chesterfield
Price was CA $1,166, price is now CA $932 per person
CA $932
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
8.4/10 Very good! (831 reviews)
Very clean and very nice as a little home away from home. It’s just up the road from shops and all kinds of restaurants. When I make another trip back up there this will be my first choice again!!
Reviewed on Jul 7, 2026

Ameristar Casino Resort and Spa
Price was CA $1,382, price is now CA $1,137 per person
CA $1,137
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
8.6/10 Excellent! (1,000 reviews)
Our King room was really luxurious! Perfect for spending a night for my birthday. Staff was great everywhere we went from security at entrance to casino to wait staff at all 3 restaurants we tried. Pool was great too. We will b back!
Reviewed on Jul 13, 2026
Hillsboro Hotel Deals

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
1088 South Highway Drive Fenton MO
The price is CA $141 per night from Aug 10 to Aug 11
CA $141
CA $163 total
Aug 10 - Aug 11
includes taxes & fees
7.8/10 Good! (1,436 reviews)
"Clean room, nice staff, good breakfast"
Reviewed on Jul 12, 2026

River City Casino & Hotel
777 River City Casino Blvd St. Louis MO
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Aug 2 to Aug 3
CA $133
CA $176 total
Aug 2 - Aug 3
includes taxes & fees
9.2/10 Wonderful! (1,665 reviews)
"Great staff and location. Went to a Cardinals game and tour of the arch."
Reviewed on Jul 12, 2026

Best Western St. Louis Inn
6224 Heimos Industrial Park Dr St. Louis MO
Fully refundableReserve now, pay when you stay
The price is CA $101 per night from Jul 19 to Jul 20
CA $101
CA $116 total
Jul 19 - Jul 20
includes taxes & fees
8.4/10 Very good! (1,036 reviews)
"Staff was friendly and great"
Reviewed on Jul 13, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Hillsboro attractions
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







