Hillsboro Vacations from $204

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Your Hillsboro Vacation

Our Hillsboro vacation packages let you customize your own adventure. Tailor your getaway to your interests and needs and make every moment count in this fabulous city. Villa Antonio Winery, Sandy Creek Covered Bridge State Historic Site and Victoria Glaces Conservation Area Trailhead are just some of the sights you'll want to check out during your trip to Hillsboro. A few clicks is all it takes to build a tailored Hillsboro vacation on Expedia.

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
Save 100% on your flight
Price was $313, price is now $204 per person
$204
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.2/10 Very Good! (767 reviews)
Just a really nice hotel tucked away from everything, but still close to get whereevre you need to go!

Reviewed on Oct 26, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $524, price is now $251 per person
$251
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,591 reviews)
Everything mentioned above, plus how quiet.

Reviewed on Nov 14, 2025

Hampton Inn By Hilton St Louis Airport

Hampton Inn By Hilton St Louis Airport

2.5 out of 5
Woodson Terrace
Save 100% on your flight
Price was $325, price is now $221 per person
$221
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (81 reviews)
Overall, this was the best stay I've had in St. Louis in a very long time the staff were nice. Hotel was very clean, bed super comfortable. And great breakfast option for people that don't eat pork.

Reviewed on Oct 26, 2025

Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 out of 5
Save 100% on your flight
Price was $336, price is now $234 per person
$234
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.4/10 Very Good! (2,167 reviews)
Friendly and helpful staff when checking in and clean room

Reviewed on Nov 11, 2025

Crowne Plaza St. Louis Airport by IHG

Crowne Plaza St. Louis Airport by IHG

3.5 out of 5
Save 100% on your flight
Price was $485, price is now $342 per person
$342
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Louis (STL)
8/10 Very Good! (1,005 reviews)
The room & bathroom were not spotless, unfortunately. Bathroom had dust on the attached appliances & floor wall was dirty with old splashing or spills. Service was prompt and friendly.

Reviewed on Nov 8, 2025

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Discover the most popular places to visit in Hillsboro

Villa Antonio Winery

5/5(1 review)

You can enjoy a tasting or tour at Villa Antonio Winery during your travels to Hillsboro. Discover the area's countryside and churches.

Villa Antonio Winery

Sandy Creek Covered Bridge State Historic Site

4.5/5(4 reviews)

You can find out about the history of Hillsboro with a stop at Sandy Creek Covered Bridge State Historic Site. Discover the area's sunrises and churches.

Sandy Creek Covered Bridge State Historic Site

Sunridge Park

Explore the great outdoors at Sunridge Park, a lovely green space in Hillsboro. Amble within the natural setting or visit the churches in this family-friendly area.

Sunridge Park

Hillsboro Hotel Deals

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

3 out of 5
1088 South Highway Drive, Fenton, MO
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $98 total per night from Nov 23 to Nov 24
$98 total
Nov 23 - Nov 24
Total with taxes and fees
7.8/10 Good! (1,000 reviews)
No complaints

Reviewed on Nov 11, 2025

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
Wingate by Wyndham St. Louis/Fenton Route 66

Wingate by Wyndham St. Louis/Fenton Route 66

3 out of 5
1100 S Highway Dr, Fenton, MO
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $91 total per night from Nov 23 to Nov 24
$91 total
Nov 23 - Nov 24
Total with taxes and fees
7.8/10 Good! (1,081 reviews)
Clean room, nice for a short stay

Reviewed on Nov 1, 2025

Wingate by Wyndham St. Louis/Fenton Route 66
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
2801 Fountain Pl, Wildwood, MO
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $111 total per night from Nov 16 to Nov 17
$111 total
Nov 16 - Nov 17
Total with taxes and fees
9.2/10 Wonderful! (1,600 reviews)
Everything mentioned above, plus how quiet.

Reviewed on Nov 14, 2025

The Wildwood Hotel
See all 248 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
3,100
Max Temp Winter
40ºF
Max Temp Summer
85ºF
Top Sights
Villa Antonio Winery, Persimmon Ridge Winery and Victoria Glaces Conservation Area Trailhead

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Frequently asked questions

How much does a Hillsboro vacation package cost?
You can pick up a vacation package to this top destination from $204 on Expedia. However, how much your vacation to Hillsboro costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Hillsboro?
If you're hoping to book a cheap Hillsboro vacation package, consider planning a trip in December, January and February. You'll generally find better rates on hotels and flights during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Hillsboro?
The ideal duration for your Hillsboro vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you enough time to visit all the major sights and explore some hidden treasures along the way.
How to find the best Hillsboro package deals?
Begin your search for a Hillsboro package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Hillsboro package deal right away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Hillsboro adventure off to a flying start.
Is it cheaper to book a Hillsboro vacation as a package?
You can enjoy significant savings on your Hillsboro break by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Hillsboro?
If you've got your Hillsboro vacation dates locked in, book as early as you can to bag some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Hillsboro vacation packages?
Set off on your perfect trip to Hillsboro with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait until payday — we've joined forces with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stick to your budget and snag great deals before they sell out.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.