Hillsboro Vacations from $345

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The Latest Hillsboro vacation packages

Price found within the past 48 hours. Click for updated prices.
Fairfield Inn by Marriott St. Louis Collinsville, IL

Fairfield Inn by Marriott St. Louis Collinsville, IL

3 out of 5
Eastport
Price was $430, price is now $345 per person
$345
per person
Sep 11 - Sep 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.2/10 Very Good! (419 reviews)
Decent for the price

Reviewed on May 19, 2026

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $726, price is now $411 per person
$411
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9.2/10 Wonderful! (1,657 reviews)
Everything was good, except the air conditioning was so loud,we couldn't sleep at all.

Reviewed on Jun 11, 2026

Moonrise Hotel

Moonrise Hotel

4 out of 5
Delmar Loop
Price was $627, price is now $483 per person
$483
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9/10 Wonderful! (1,957 reviews)
Super convenient location, friendly staff, cool decor! Will definitely stay here again.

Reviewed on Jun 15, 2026

Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was $870, price is now $691 per person
$691
per person
Aug 21 - Aug 24
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.4/10 Very Good! (826 reviews)
Antoinette, the front office manager, is amazingly awesome. She even packed me up some snacks for my long day at the airport. The entire staff were so friendly. I felt safe and secure which is what matters when traveling solo.

Reviewed on Jun 7, 2026

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was $510, price is now $411 per person
$411
per person
Sep 11 - Sep 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.6/10 Excellent! (1,008 reviews)
The beds are super comfortable and the rooms are nicely laid out. However, for the price it is not worth it. You cannot get breakfast until 8 am, there is no shuttle service anywhere and no formal parking format. For the price you pay and the "resort fee" you would expect a valet or some sort of structured parking arrangement.

Reviewed on Jun 14, 2026

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Hillsboro Hotel Deals

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 Jun 17 to Jun 18
$87 total
Jun 17 - Jun 18
Total with taxes and fees
5.8/10 (40 reviews)
"The space is excellent and includes more than the usual room--full kitchen, for example. Staff are exceptionally welcoming and skilled."

Reviewed on May 5, 2026

Countryside 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!
Historic Red Rooster Inn

Historic Red Rooster Inn

2 out of 5
123 E Seward St Hillsboro IL
Get rates
Historic Red Rooster Inn
See all 58 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 $345 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.