Hillsboro Vacations from $377

Book a Hotel + Flight or Car together to unlock savings

The Latest Hillsboro vacation packages

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

The Wildwood Hotel

$377
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,665 reviews)
The Cheshire

The Cheshire

Save 100% on your flight
$485
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (1,005 reviews)
HoteLumiere at the Arch Hotel & Casino - A Caesars Rewards Destination

HoteLumiere at the Arch Hotel & Casino - A Caesars Rewards Destination

Downtown St. Louis
Save 100% on your flight
$405
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
6.8/10 (1,004 reviews)
Crowne Plaza St. Louis Airport by IHG

Crowne Plaza St. Louis Airport by IHG

Save 100% on your flight
$437
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8/10 Very Good! (1,003 reviews)
Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

Save 100% on your flight
$571
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.6/10 Excellent! (1,043 reviews)
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Hillsboro Hotel Deals

Countryside Inn

Countryside Inn

8105 IL-127 Hillsboro IL
Fully refundableReserve now, pay when you stay
$79 nightly
$87 total
Aug 30 - Aug 31
Total with taxes and fees
5.6/10 (41 reviews)
"Dirty. Poorly maintaned."

Reviewed on Jul 8, 2026

Countryside Inn
Historic Red Rooster Inn

Historic Red Rooster Inn

123 E Seward St Hillsboro IL
Historic Red Rooster Inn
Charming Hillsboro Home < 1 Mi to Downtown!

Charming Hillsboro Home < 1 Mi to Downtown!

Hillsboro IL
10/10 Exceptional! (2 reviews)
"Very charming an clean. Locate close to downtown. The host was very responsive to all my questions"

Reviewed on Sep 7, 2025

Get rates
Charming Hillsboro Home < 1 Mi to Downtown!
See all 56 properties in Hillsboro
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.

Find the Best Hillsboro Vacation Packages

Hillsboro Essential Information

Language
English
Currency
U.S dollars
Population
5,700
Top Sights
Litchfield Museum and Route 66 Welcome Center, Lake Lou Yeager and Raymond Shoal Creek Golf Course

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Frequently asked questions

How much does a Hillsboro vacation package cost?
You'll find cheap prices from $377 on Expedia for your Hillsboro escape. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Hillsboro costs.
What are the cheapest months to go to Hillsboro?
You can typically find lower rates and better availability in December, January and February. Take a look at our cheap Hillsboro vacation packages and you could score some excellent off-season deals.
How many days is enough for Hillsboro?
The ideal duration for your Hillsboro vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you time to hit all the top attractions and explore some hidden spots along the way.
How to find the best Hillsboro package deals?
Start your search for a Hillsboro package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Hillsboro package deal right away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Hillsboro adventure underway.
Is it cheaper to book a Hillsboro vacation as a package?
You can enjoy significant savings on your Hillsboro retreat by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Hillsboro?
If you have your Hillsboro vacation dates finalized, book as early as you can to bag some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Hillsboro vacation packages?
If you're like us, you love traveling but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Hillsboro vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.