Oakville Vacations from ¥384,871

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The Latest Oakville Vacation Packages

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

The Cheshire

¥384,871
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Osaka (ITM) to St. Louis (STL)
8.8/10 Excellent! (1,006 reviews)
We had requested a refrigerator the first night at the hotel and told us they would get us one each day from 8/11 thru 8/13 and we checked out on 8/14. We lost a lot of perishable items because of this. Everyday we would ask and we told we would have it that day. It never happened. We were very disappointed.

Reviewed on Aug 18, 2026

The Wildwood Hotel

The Wildwood Hotel

¥396,154
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Osaka (KIX) to St. Louis (STL)
9.2/10 Wonderful! (1,676 reviews)
Crowne Plaza St. Louis Airport by IHG

Crowne Plaza St. Louis Airport by IHG

¥387,010
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Osaka (ITM) to St. Louis (STL)
8/10 Very Good! (1,005 reviews)
 The Royal Sonesta Chase Park Plaza St. Louis

The Royal Sonesta Chase Park Plaza St. Louis

Central West End
¥431,386
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Osaka (ITM) to St. Louis (STL)
9/10 Wonderful! (1,004 reviews)
Beautiful hotel in a great location! The pool was beautiful! The staff was amazing! Parking was extremely easy, which I was worried about in St. Louis! We didn’t have time to see a movie, but thought it was so cool having a theater in the hotel! Will definitely stay here again!

Reviewed on Aug 18, 2026

Four Seasons Hotel St Louis

Four Seasons Hotel St Louis

Downtown St. Louis
¥501,264
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Osaka (KIX) to St. Louis (STL)
9.4/10 Exceptional! (1,003 reviews)

Find the Best Oakville Vacation Packages

Oakville Hotel Deals

Hyatt Regency St. Louis at The Arch

Hyatt Regency St. Louis at The Arch

315 Chestnut St St. Louis MO
Fully refundableReserve now, pay when you stay
¥21,365
¥25,195 total
Aug 28 - Aug 29
includes taxes & fees
Hyatt Regency St. Louis at The Arch
Clayton Plaza Hotel & Extended Stay

Clayton Plaza Hotel & Extended Stay

7750 Carondelet Avenue St. Louis MO
Fully refundableReserve now, pay when you stay
¥14,607
¥17,052 total
Aug 30 - Aug 31
includes taxes & fees
9/10 Wonderful! (3,345 reviews)
"The entrance is grand and beautiful. We did not see the pool but the gym area and the laundry area although we appreciate it both was not clean as it should be. Collection of dirt and hairs all around the bases of the equipment and the laundry. The floor area just was not very clean. Our room had ..."

Reviewed on Aug 17, 2026

Clayton Plaza Hotel & Extended Stay
Renaissance St. Louis Airport Hotel

Renaissance St. Louis Airport Hotel

9801 Natural Bridge Road St. Louis MO
Fully refundableReserve now, pay when you stay
¥17,469
¥20,437 total
Sep 6 - Sep 7
includes taxes & fees
Renaissance St. Louis Airport Hotel
See all 1,790 properties in Oakville
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.

What to do in Oakville

Pappy's Smokehouse

Private Tour of St. Louis's Iconic BBQ Joints & Breweries

¥20,590
per adult
Private Tour of St. Louis's Iconic BBQ Joints & Breweries
The Gateway Arch National Park & Museum

StL's Signature "Sights and Bites" - Private Tour in St. Louis

¥27,932
per adult
StL's Signature "Sights and Bites" - Private Tour in St. Louis
St. Louis: Gateway Ghouls and Hauntings Walking Tour

St. Louis Ghost Tour: Sinister Sins & Shadows

¥3,831
per adult
100% of travellers recommend
St. Louis Ghost Tour: Sinister Sins & Shadows
See all activities in Oakville

Frequently asked questions

How much does an Oakville vacation package cost?
You'll find cheap prices from ¥384,871 on Expedia for your Oakville getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Oakville costs.
What are the cheapest months to go to Oakville?
If you're looking to score a cheap Oakville vacation package, consider traveling in January, February and November. You'll generally find lower prices on hotels and flights during these months — perfect for a budget-friendly getaway.
How many days is enough for Oakville?
The ideal length for your Oakville vacation depends on what you'd like to do. Usually, a few days to a week will give you time to visit all the top sights and discover some hidden spots along the way.
How to find the best Oakville package deals?
Bagging a cheap Oakville package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most affordable Oakville package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book an Oakville vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging accommodations and flights separately. Better still, you can tailor your Oakville escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Oakville?
Land amazing discounts by reserving your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Oakville escape.
How to plan a trip to Oakville?
  1. Pick your dates: The things you want to do in Oakville and your favorite season will help you decide when to go.
  2. Figure out your budget: Ensure you have enough money to cover everything from dining out and transportation to airfares and activities. Your hotel will probably be the biggest expense during your trip to Oakville.
  3. Work out your trip length: Think about how long you want to spend discovering Oakville. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Combine your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the perfect Oakville vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.