Hillsboro Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Top Hotel Deals

Historic Red Rooster Inn

Historic Red Rooster Inn

2 out of 5
123 E Seward St Hillsboro IL
0.1 km from city center
Stay at this hotel in Hillsboro. Enjoy free WiFi, free parking, and daily housekeeping.
Countryside Inn

Countryside Inn

2 out of 5
8105 IL-127 Hillsboro IL
4.68 km from city center
Stay at this motel in Hillsboro. Enjoy free WiFi, free parking, and a 24-hour front desk.
Charming Hillsboro Home < 1 Mi to Downtown!

Charming Hillsboro Home < 1 Mi to Downtown!

3 out of 5
Hillsboro IL
1.3 km from city center
Book a stay at this business-friendly cottage in Hillsboro. Enjoy free parking, a marina, and balconies.
Baymont by Wyndham Litchfield

Baymont by Wyndham Litchfield

2.5 out of 5
1405 W Hudson Dr Litchfield IL
15.47 km from city center
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

Quality Inn & Suites Vandalia near I-70 and Hwy 51

2.5 out of 5
1920 Kennedy Boulevard Vandalia IL
39.4 km from city center
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 ...
Holiday Inn Express & Suites Vandalia by IHG

Holiday Inn Express & Suites Vandalia by IHG

2.5 out of 5
21 Mattes Ave Vandalia IL
37.95 km from city center
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 ...
SureStay Hotel by Best Western Greenville

SureStay Hotel by Best Western Greenville

2.5 out of 5
1731 S State Route 127 Greenville IL
32.92 km from city center
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 ...
Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield

2.5 out of 5
11 Thunderbird Circle Litchfield IL
15.99 km from city center
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

Comfort Inn & Suites Greenville I-70

2.5 out of 5
2265 S. State Route 127 Greenville IL
34.01 km from city center
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. ...
Super 8 by Wyndham Staunton

Super 8 by Wyndham Staunton

2 out of 5
1527 Herman Rd Staunton IL
27.74 km from city center
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

Super 8 by Wyndham Greenville

2 out of 5
1700 State Route 127 Greenville IL
32.87 km from city center
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. ...
Holiday Inn Express & Suites Litchfield West by IHG

Holiday Inn Express & Suites Litchfield West by IHG

2.5 out of 5
4 Thunderbird Circle Litchfield IL
15.88 km from city center
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. ...
Ramada by Wyndham Vandalia

Ramada by Wyndham Vandalia

2 out of 5
2707 Veterans Ave Vandalia IL
38.04 km from city center
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

Carlin Villa Motel

2.5 out of 5
18891 Rt 4 Old Rt 66 Carlinville IL
34.37 km from city center
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 ...
Quality Inn Litchfield Route 66

Quality Inn Litchfield Route 66

2.5 out of 5
1010 E Columbian Blvd N Litchfield IL
15.11 km from city center
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. ...
Don't see what you're looking for?
See all available properties in Hillsboro
View all properties
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.

Frontier Airlines
Sun, Dec 14 - Fri, Jan 2
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$104 Roundtrip, found 2 days ago
$104
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Dec 14 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Fri, Jan 2, priced at $104 found 2 days ago
Delta
Tue, Dec 16 - Wed, Dec 31
DFW
Dallas-Fort Worth Intl.
STL
Lambert-St. Louis Intl.
$177 Roundtrip, found 6 days ago
$177
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Dec 16 from Dallas-Fort Worth Intl. to Lambert-St. Louis Intl., returning Wed, Dec 31, priced at $177 found 6 days ago
American Airlines
Wed, Dec 31 - Thu, Jan 1
DFW
Dallas-Fort Worth Intl.
STL
Lambert-St. Louis Intl.
$209 Roundtrip, found 5 days ago
$209
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Dec 31 from Dallas-Fort Worth Intl. to Lambert-St. Louis Intl., returning Thu, Jan 1, priced at $209 found 5 days ago
Spirit Airlines
Thu, Dec 11 - Tue, Dec 23
PHL
Philadelphia Intl.
STL
Lambert-St. Louis Intl.
$241 Roundtrip, found 4 days ago
$241
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Thu, Dec 11 from Philadelphia Intl. to Lambert-St. Louis Intl., returning Tue, Dec 23, priced at $241 found 4 days ago
Alaska Airlines
Tue, Apr 21 - Tue, Apr 28
LAX
Los Angeles Intl.
STL
Lambert-St. Louis Intl.
$314 Roundtrip, found 2 days ago
$314
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Tue, Apr 21 from Los Angeles Intl. to Lambert-St. Louis Intl., returning Tue, Apr 28, priced at $314 found 2 days ago