Hillsboro Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Hillsboro Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West
Riverport
$602
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Rochester (ROC) to St. Louis (STL)
Book a stay at this business-friendly hotel in Maryland Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hollywood Casino Amphitheatre and Ameristar Casino St. Charles are located nearby.
Great location to amphitheater. Good service and breakfast.
Reviewed on Aug 31, 2026
The Cheshire
$789
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Rochester (ROC) to St. Louis (STL)
Book a stay at this boutique hotel in Richmond Heights. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions St. Louis Zoo and St. Louis Union Station are located nearby.
A nice, interesting place, in an excellent location, right off the park. Zoo and art museum an easy stroll. My wife and I used a different St. Louis hotel for our annual trip to see my son and his family, but we tried this hotel on a whim and the Cheshire has become our new favorite.
Reviewed on Aug 31, 2026
Ameristar Casino Resort and Spa
$848
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Rochester (ROC) to St. Louis (STL)
Book a stay at this luxury hotel in St. Charles. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the clean rooms in our reviews. Popular attractions Ameristar Casino St. Charles and Hollywood Casino Amphitheatre are located nearby.
Hollywood Casino & Hotel St. Louis
Riverport
$646
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Rochester (ROC) to St. Louis (STL)
Book a stay at this business-friendly hotel in Maryland Heights. Enjoy free parking, 7 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hollywood Casino Amphitheatre and Ameristar Casino St. Charles are located nearby.
Hyatt Regency St. Louis at The Arch
Downtown St. Louis
$903
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Rochester (ROC) to St. Louis (STL)
Book a stay at this business-friendly hotel in St. Louis. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gateway Arch and Busch Stadium are located nearby.
Good location. Easy parking. Nicely maintained.
Reviewed on Sep 1, 2026
Hampton Inn & Suites Clayton/St. Louis-Galleria Area
Clayton
$731
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Rochester (ROC) to St. Louis (STL)
Book a stay at this business-friendly hotel in St. Louis. Enjoy free breakfast, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions St. Louis Zoo and Forest Park are located nearby.
Top Hotel Deals
Countryside Inn
8105 IL-127 Hillsboro IL
Stay at this motel in Hillsboro. Enjoy free WiFi, free parking, and a 24-hour front desk.
Historic Red Rooster Inn
123 E Seward St Hillsboro IL
Stay at this hotel in Hillsboro. Enjoy free WiFi, free parking, and daily housekeeping.
Charming Hillsboro Home < 1 Mi to Downtown!
Hillsboro IL
Book a stay at this business-friendly cottage in Hillsboro. Enjoy free parking, a marina, and balconies.
Baymont by Wyndham Litchfield
1405 W Hudson Dr Litchfield IL
Book a stay at this business-friendly hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Quality Inn & Suites Vandalia near I-70 and Hwy 51
1920 Kennedy Boulevard Vandalia IL
Book a stay at this business-friendly hotel in Vandalia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Quality Inn Litchfield Route 66
1010 E Columbian Blvd N Litchfield IL
Book a stay at this business-friendly hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Comfort Inn & Suites Greenville I-70
2265 S. State Route 127 Greenville IL
Book a stay at this business-friendly hotel in Greenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Holiday Inn Express & Suites Litchfield West by IHG
4 Thunderbird Circle Litchfield IL
Book a stay at this business-friendly hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Holiday Inn Express & Suites Vandalia by IHG
21 Mattes Ave Vandalia IL
Book a stay at this business-friendly hotel in Vandalia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Super 8 by Wyndham Staunton
1527 Herman Rd Staunton IL
Book a stay at this business-friendly hotel in Staunton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Super 8 by Wyndham Greenville
1700 State Route 127 Greenville IL
Book a stay at this business-friendly motel in Greenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Hampton Inn by Hilton Litchfield
11 Thunderbird Circle Litchfield IL
Book a stay at this business-friendly hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
SureStay Hotel by Best Western Greenville
1731 S State Route 127 Greenville IL
Book a stay at this business-friendly hotel in Greenville. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff ...
Ramada by Wyndham Vandalia
2707 Veterans Ave Vandalia IL
Book a stay at this business-friendly hotel in Vandalia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Carlin Villa Motel
18891 Rt 4 Old Rt 66 Carlinville IL
Stay at this motel in Carlinville. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attraction ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Oct 7 - Wed, Oct 28
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$86
Roundtrip
found 3 days ago
Tue, Oct 6 - Sat, Oct 24
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$117
Roundtrip
found 3 days ago
Wed, Sep 23 - Tue, Sep 29
SEA
Seattle - Tacoma Intl.
STL
Lambert-St. Louis Intl.
$137
Roundtrip
found 5 days ago
Wed, Sep 23 - Tue, Sep 29
SEA
Seattle - Tacoma Intl.
STL
Lambert-St. Louis Intl.
$159
Roundtrip
found 5 days ago
Mon, Nov 23 - Fri, Nov 27
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$198
Roundtrip
found 4 days ago
Best points of interest in Hillsboro
- Greenville Country Club Vacations
- Litchfield Museum and Route 66 Welcome Center Vacations
- Lake Lou Yeager Vacations
- Carlinville Public Square Vacations
- Copper Dock Winery Vacations
- Patriot's Park Vacations
- Vandalia State House Vacations
- The Winery at Shale Lake Vacations
- Raymond Shoal Creek Golf Course Vacations
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