Hillsboro Vacations from $258

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The Latest Hillsboro vacation packages

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

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $479, price is now $258 per person
$258
per person
Feb 14 - Feb 16
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,600 reviews)
Breakfast great! Pool: hot tub being renovated.

Reviewed on Jan 12, 2026

White House at Grand Central

White House at Grand Central

4 out of 5
Grand Center
Save 100% on your flight
Price was $448, price is now $288 per person
$288
per person
Mar 20 - Mar 23
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.6/10 Excellent! (123 reviews)
Very clean and very friendly people

Reviewed on Nov 11, 2025

Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Save 100% on your flight
Price was $378, price is now $274 per person
$274
per person
Feb 14 - Feb 16
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.2/10 Very Good! (779 reviews)
Staff was informative during check-in. Room was clean and the TV even had WELCOME with my name on it. Would stay here again.

Reviewed on Dec 22, 2025

The Knight Center at Washington University

The Knight Center at Washington University

2.5 out of 5
Price was $462, price is now $346 per person
$346
per person
Mar 20 - Mar 23
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.4/10 Exceptional! (425 reviews)
The room was spotless, perfectly appointed, and the staff could not have been nicer. A perfect stay!

Reviewed on Jan 12, 2026

Marriott St. Louis West

Marriott St. Louis West

3.5 out of 5
Price was $431, price is now $328 per person
$328
per person
Mar 20 - Mar 23
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.6/10 Excellent! (1,000 reviews)
Wonderful, courteous staff who were genuinely friendly and helpful. Complimentary water, tea, and coffee. Clean, comfortable room. Highly recommend!

Reviewed on Jan 11, 2026

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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
$125 nightly
The price is $133 total per night from Jan 18 to Jan 19
$133 total
Jan 18 - Jan 19
Total with taxes and fees
9.6/10 Exceptional! (33 reviews)
Room was very clean and lovely. The staff were kind, willing to help and share information about the hotel and renovations. One issue, my room was too warm, and I could find no way to cool it. I definitely would stay again should I find myself in Hillsboro.

Reviewed on Jan 8, 2026

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 Jan 15 to Jan 16
$87 total
Jan 15 - Jan 16
Total with taxes and fees
5.4/10 (38 reviews)
I haven't got my deposit back yet from when I stayed because she was gone from the office and so I didn't get my deposit back

Reviewed on Oct 13, 2025

Countryside Inn
Charming Hillsboro Home < 1 Mi to Downtown!

Charming Hillsboro Home < 1 Mi to Downtown!

3 out of 5
Hillsboro IL
10/10 Exceptional! (1 review)
Much nicer then a motel room.

Reviewed on Jun 6, 2025

Get rates
Charming Hillsboro Home < 1 Mi to Downtown!
See all 52 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 $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.