Hillsboro Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Hillsboro

Best Western St. Louis-Kirkwood Route 66
Best Western St. Louis-Kirkwood Route 66
3.5 out of 5
1200 S Kirkwood Road, Kirkwood, MO
Fully refundableReserve now, pay when you stay
The price is 2.929.734 ₫ per night from 20 Jul to 21 Jul
2.929.734 ₫
3.412.789 ₫ total
20 Jul - 21 Jul
includes taxes & fees
8.4/10 Very Good! (1,193 reviews)
"Front staff frustrated with guests and showed it upon my arrival. Very short and understandable- rooms not ready at checkin. I had to come back in “an hour or so”. When I returned, I was told it was “good thing you showed up when you did, I almost gave away your room”. That would not have been ..."

Reviewed on 24 Jun 2025

Best Western St. Louis-Kirkwood Route 66
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
The price is 2.333.798 ₫ per night from 29 Jun to 30 Jun
2.333.798 ₫
2.695.257 ₫ total
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (1,016 reviews)
"Overall, fine property. A halls look a bit outdated compared to what pictures show. Room smelled like smoke."

Reviewed on 23 Jun 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
9/10 Wonderful! (1,545 reviews)
"I love this hotel. Super clean and everyone is so friendly."

Reviewed on 25 Jun 2025

Get rates
The Wildwood Hotel
See all 227 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.

Frequently asked questions

How much does a Hillsboro holiday package cost?
You can pick up a holiday package to this top destination on Expedia. However, how much your holiday 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'd like to snag a cheap Hillsboro holiday package, consider planning a trip in January, February and November. You'll typically find better prices on hotels and airfares during these quieter months --- ideal for budget-conscious travellers.
How many days is enough for Hillsboro?
The ideal duration for your Hillsboro holiday depends on what you'd like to see and do. Usually, a few days to a week will give you plenty of time to tick off all the main sights and discover some hidden gems 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 holiday as a package?
You can enjoy significant savings on your Hillsboro break by booking a customised holiday 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 holiday package to Hillsboro?
If you've got your Hillsboro holiday 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.
How to plan a trip to Hillsboro?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Hillsboro.
  2. Figure out your budget: Make sure you have enough money to cover everything from dining out and transportation to activities and airfares. Your accommodation will probably be the largest expense during your trip to Hillsboro.
  3. Decide your trip length: Think about how much time you want to spend discovering Hillsboro. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Combine your airfare and accommodation: Once you've settled on your dates and duration, lock in the right Hillsboro holiday package for you.

Popular places to visit

Sandy Creek Covered Bridge State Historic Site

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

Sandy Creek Covered Bridge State Historic Site