Hillsboro Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Hillsboro Vacation Deals

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

The Wildwood Hotel

3.5 out of 5
Price was CA $1,293, price is now CA $906 per person
CA $906
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
9.2/10 Wonderful! (1,661 reviews)
Nice quiet

Reviewed on Jul 10, 2026

Moonrise Hotel

Moonrise Hotel

4 out of 5
Delmar Loop
Price was CA $1,303, price is now CA $1,019 per person
CA $1,019
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
9/10 Wonderful! (1,984 reviews)
.

Reviewed on Jul 10, 2026

The Cheshire

The Cheshire

4 out of 5
Price was CA $1,313, price is now CA $1,027 per person
CA $1,027
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
8.8/10 Excellent! (1,001 reviews)
A majority of the staff was friendly and helpful. Love the literary themes. Had a great stay and would definitely visit again.

Reviewed on Jul 12, 2026

Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was CA $1,166, price is now CA $932 per person
CA $932
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
8.4/10 Very good! (831 reviews)
Very clean and very nice as a little home away from home. It’s just up the road from shops and all kinds of restaurants. When I make another trip back up there this will be my first choice again!!

Reviewed on Jul 7, 2026

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was CA $1,382, price is now CA $1,137 per person
CA $1,137
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
8.6/10 Excellent! (1,000 reviews)
Our King room was really luxurious! Perfect for spending a night for my birthday. Staff was great everywhere we went from security at entrance to casino to wait staff at all 3 restaurants we tried. Pool was great too. We will b back!

Reviewed on Jul 13, 2026

Ready to book your vacation to Hillsboro?

 

Choose your dates

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
The price is CA $141 per night from Aug 10 to Aug 11
CA $141
CA $163 total
Aug 10 - Aug 11
includes taxes & fees
7.8/10 Good! (1,436 reviews)
"Clean room, nice staff, good breakfast"

Reviewed on Jul 12, 2026

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
River City Casino & Hotel

River City Casino & Hotel

4 out of 5
777 River City Casino Blvd St. Louis MO
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Aug 2 to Aug 3
CA $133
CA $176 total
Aug 2 - Aug 3
includes taxes & fees
9.2/10 Wonderful! (1,665 reviews)
"Great staff and location. Went to a Cardinals game and tour of the arch."

Reviewed on Jul 12, 2026

River City Casino & Hotel
Best Western St. Louis Inn

Best Western St. Louis Inn

2.5 out of 5
6224 Heimos Industrial Park Dr St. Louis MO
Fully refundableReserve now, pay when you stay
The price is CA $101 per night from Jul 19 to Jul 20
CA $101
CA $116 total
Jul 19 - Jul 20
includes taxes & fees
8.4/10 Very good! (1,036 reviews)
"Staff was friendly and great"

Reviewed on Jul 13, 2026

Best Western St. Louis Inn
See all 275 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Hillsboro attractions

Lake Trails

Commune with nature and explore the great outdoors at Lake Trails during your travels in Hillsboro. Amble around the area's parks or visit its monuments.
See properties

Frequently asked questions

How much does a Hillsboro vacation package cost?
You'll find cheap prices from CA $906 on Expedia for your Hillsboro escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Hillsboro costs.
What are the cheapest months to go to Hillsboro?
You can usually find reduced prices and greater availability in January, February and November. Take a look at our cheap Hillsboro vacation packages and you could score some great off-season deals.
How many days is enough for Hillsboro?
The ideal length for your Hillsboro vacation depends on what you'd like to do and see. Usually, a few days to a week will give you enough time to tick off all the top attractions and explore some hidden treasures along the way.
How to find the best Hillsboro package deals?
Landing a cheap Hillsboro package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most economical Hillsboro package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Hillsboro vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Hillsboro vacation by choosing your preferred accommodation type, airline and car class.
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 awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Hillsboro?

  1. Pick the perfect 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. Set your budget: Consider expenses like flights, food and transportation when working out how much to save for your trip to Hillsboro. Then, select a hotel that fits your budget, whether that's an economical stay or a lavish retreat.
  3. Decide how long to go for: Now that you know more about Hillsboro, you can figure out the perfect length of your break. Put together a draft plan and give yourself enough time to cover everything you want to see.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a Hillsboro vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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