Hillsboro Vacations from $605

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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 $1,122, price is now $605 per person
$605
per person
Apr 22 - Apr 25
found 7 hours ago
Roundtrip flight included
Baltimore (BWI) to St. Louis (STL)
9.2/10 Wonderful! (1,600 reviews)
Great place to stay! We arrived later at night around 11pm and the front desk gal working at that time was wonderful. Nice, quiet, clean and in a very nice area.

Reviewed on Feb 27, 2026

Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was $868, price is now $629 per person
$629
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to St. Louis (STL)
8.2/10 Very Good! (779 reviews)
Everything was 5 star

Reviewed on Feb 13, 2026

Hotel Saint Louis, Autograph Collection

Hotel Saint Louis, Autograph Collection

4 out of 5
Downtown St. Louis
Price was $1,253, price is now $914 per person
$914
per person
Apr 11 - Apr 17
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to St. Louis (STL)
8.8/10 Excellent! (458 reviews)
Not the best and not the

Reviewed on Feb 24, 2026

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 $1,005, price is now $748 per person
$748
per person
Apr 11 - Apr 17
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to St. Louis (STL)
8.8/10 Excellent! (1,022 reviews)
Great customer service. The locals there are friendly as well as the staff members

Reviewed on Feb 23, 2026

Crowne Plaza St. Louis Airport by IHG

Crowne Plaza St. Louis Airport by IHG

3.5 out of 5
Price was $924, price is now $691 per person
$691
per person
Apr 11 - Apr 17
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to St. Louis (STL)
8/10 Very Good! (1,002 reviews)
Everything was amazing but parking was not enough. We had to park on ur median. Rooms are older but still nice. Good area. Friendly staff.

Reviewed on Feb 21, 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
$111 nightly
The price is $118 total per night from Mar 22 to Mar 23
$118 total
Mar 22 - Mar 23
Total with taxes and fees
9.6/10 Exceptional! (34 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 Mar 2 to Mar 3
$87 total
Mar 2 - Mar 3
Total with taxes and fees
5.6/10 (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 51 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 $605 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.