Hillsboro Holidays

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Your Hillsboro Holiday

Our Hillsboro holiday packages let you customise 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 holiday on Expedia.

Hillsboro Essential Information

Language
English
Currency
U.S dollars
Population
3,100
Max Temp Winter
4ºC
Max Temp Summer
29ºC
Top Sights
Villa Antonio Winery, Persimmon Ridge Winery and Victoria Glaces Conservation Area Trailhead

Our pick of the best Hillsboro Hotel Deals

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
Stay at this 3.5-star business-friendly hotel in Kirkwood. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
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
Stay at this 3-star business-friendly hotel in Fenton. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
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 A halls look a bit outdated compared to what pictures show.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
Stay at this 3.5-star business-friendly hotel in Wildwood. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the convenient ...
9/10 Wonderful! (1,545 reviews)
"I love this hotel. Super clean and everyone is so friendly."

Reviewed on 25 Jun 2025

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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

Why should I book my Hillsboro holiday with Expedia?
Choose Expedia to plan your next big escape easily and all in one place. Our top tip for scoring a fabulous deal on a Hillsboro getaway? Bundle your flights, hotel and/or car hire into a package holiday. Then add a few awesome tours and activities. Many bookings also include flexible cancellation policies, so there's no need to panic if you have to change plans. Round-the-clock assistance with cancelling and changing your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Hillsboro?
Hillsboro draws the crowds in March, May and June. If you're hoping for a more laid-back escape, go there in December, January and February. To give you an idea of the type of weather to expect, the daytime average temperature in January, the coolest month in Hillsboro, is 0ºC. The warmest month here is July, when temperatures average 25ºC.
What is the top hotel for my holiday in Hillsboro?
Create lasting memories in Hillsboro by choosing Best Western Route 66 Rail Haven as your home base and gateway to exploration.
How do I get a cheap holiday to Hillsboro?
Browse and lock in everything in one place with our Hillsboro holidays. You'll find bargains on flights, hotels, tours and more that'll keep your hip pocket happy and your adventurous spirit alive. And, with more than 400 partner airlines and 321,000 properties all over the world to choose from, you'll have the flexibility to mix and match however you please. Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Hillsboro holiday?
Make sure your holiday in Hillsboro is one to remember by checking out its top attractions. Villa Antonio Winery, Mercy Hospital Jefferson, Sandy Creek Covered Bridge State Historic Site and Persimmon Ridge Winery are a few of the things you must see while you're in the city.
What is the best area to stay in when on holiday in Hillsboro?
If you plan to visit Villa Antonio Winery, maximise your time sightseeing and find a place to stay close by. It's one of the most popular attractions in Hillsboro.
Do I need a visa for my Hillsboro holiday?
Visa requirements for Hillsboro vary depending on your nationality and purpose of your visit. We recommend checking official government websites to determine if you need a visa for your trip. They'll also give you the most up-to-date information, including details about application procedures and any supporting documentation that may be necessary. Research your visa requirements well ahead of time to ensure a smooth travel experience. Also double-check to see that your passport has at least six months validity from your planned return date.
What should I wear on my Hillsboro holiday?
Think about the activities planned during your trip to Hillsboro and choose versatile pieces that can be mixed and matched. For fashion inspiration or information on any dress codes, look up a few style blogs or social media accounts. Pack appropriately by monitoring the weather conditions in Hillsboro. July brings the warmest temperatures, with daytime averages of 25ºC, while January days average 0ºC, making it the coolest time of year.
What does an Expedia Hillsboro holiday include?
Select from any combination of flights, hire cars and hotels. Once you've made your booking, add some activities and experiences. Want to pick your fare class? That's possible too. The choice is all yours when it comes to organising your dream Hillsboro getaway. Check to see if there are any available private holiday homes in Hillsboro as they are the most in-demand property type here. You can also discover other stays on Expedia and customise your own unique travel experience.
Does Expedia offer Book Now, Pay Later Hillsboro holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has worked out a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a fantastic getaway without using up all your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your escape. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers the ability to pay in multiple transactions that suit all budgets, so you can escape on that well-deserved holiday now.
  • No-deposit holidays: If not paying upfront for your getaway makes clicking that "book now" button easier, choose a no-deposit holiday plan with Klarna so that you can Book Now, Pay Later!

Can I choose my airline with a Hillsboro Expedia holiday?
With a holiday package, you're the one in charge. Whether you're hoping to fly to Hillsboro in business or coach, simply pick from the available airline options. Expedia has access to more than 400 airline partners worldwide.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.