Hillsboro Vacations from $258

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Hillsboro vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was $370, price is now $258 per person
$258
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.2/10 Very Good! (763 reviews)
Great location! Super friendly staff!

Reviewed on Sep 27, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $473, price is now $271 per person
$271
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,581 reviews)
Nothing around within walking distance to eat except Mexican. The city of Wildwood needs to allow for commercial growth in the area. It's called urban sprawl. If not all the rich people in the area win. I won't be coming back

Reviewed on Sep 29, 2025

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

4 out of 5
Grand Center
Price was $427, price is now $302 per person
$302
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (1,005 reviews)
Great hotel will be returning

Reviewed on Sep 30, 2025

DoubleTree by Hilton St. Louis Forest Park

DoubleTree by Hilton St. Louis Forest Park

4 out of 5
Central West End
Price was $397, price is now $284 per person
$284
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.2/10 Very Good! (1,006 reviews)
We had requested a King room and received two Queen. That was a disappointment, but we made it work. Staff was great!

Reviewed on Sep 30, 2025

Hampton Inn By Hilton St Louis Airport

Hampton Inn By Hilton St Louis Airport

2.5 out of 5
Woodson Terrace
Price was $424, price is now $311 per person
$311
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (62 reviews)
The staff was very friendly and helpful. The rooms are amazing!

Reviewed on Sep 27, 2025

Don't see what you're looking for?
See all available trips from Columbus to Hillsboro
View all trips

Hillsboro Hotel Deals

Historic Red Rooster Inn

Historic Red Rooster Inn

2 out of 5
123 E Seward St, Hillsboro, IL
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $137 total per night from Oct 2 to Oct 3
$137 total
Oct 2 - Oct 3
Total with taxes and fees
9.6/10 Exceptional! (24 reviews)
Time travel
"Stayed here while i was heading to St. louis for the NASCAR race. this place is beautiful, the whole town is. I will be staying here from now on whenever I'm in the area."

Reviewed on Sep 8, 2025

Historic Red Rooster Inn
Countryside Inn

Countryside Inn

2 out of 5
8105 IL-127, Hillsboro, IL
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $87 total per night from Oct 2 to Oct 3
$87 total
Oct 2 - Oct 3
Total with taxes and fees
5.6/10 (37 reviews)
"Everything was clean and nice."

Reviewed on Jun 16, 2024

Countryside Inn
Charming Hillsboro Home < 1 Mi to Downtown!

Charming Hillsboro Home < 1 Mi to Downtown!

2 out of 5
Hillsboro
10/10 Exceptional! (1 review)
"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 49 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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Hillsboro vacation package cost?
You'll find cheap prices from $258 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.