Oakville Vacation Packages
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- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Your Oakville Vacation
Reserve a Oakville vacation package and get set to experience all this lively city has to offer. Think about staying in the neighborhood of Soulard, which is good for distilleries and craft breweries, bars and pubs and markets. If sightseeing is part of the plan during your trip to Oakville, check out well-known attractions like Grants Farm, River City Casino and Jefferson Barracks National Cemetery. A few clicks is all it takes to put together the ideal Oakville vacation on Expedia.
Top Oakville Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hermann Grain Bins BNB
CA $2,554
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Louis (STL)
6/10 (2 reviews)
It was so comfortable and uniquely and beautifully decorated! There was so many awesome areas to explore inside and outside of the Grain Bins. Food provided for breakfast was fresh and hot. There was perfectly cooked bacon, scrambled eggs and really moist corn muffins with homemade mango preservers! We were welcomed with fresh, homemade plum bread. Instructions for everything available to utilize and operate were easy to understand. I can’t wait to go back and I will tell all my friends and family about this unique and relaxing place.
Reviewed on May 22, 2026
Super 8 by Wyndham Cuba
CA $1,247
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Louis (STL)
8.8/10 Excellent! (1,001 reviews)
I was very impressed with this Super 8. It was impeccably clean. The room was spacious and relaxing. Yes, some of the furniture was showing their age but otherwise, everything was great! This might lead me to try other Super 8’s.
Reviewed on Sep 25, 2026
Ready to book your vacation to Oakville?
Oakville Hotel Deals
Clayton Plaza Hotel & Extended Stay
7750 Carondelet Avenue St. Louis MO
Fully refundableReserve now, pay when you stay
CA $134
CA $157 total
Oct 25 - Oct 26
includes taxes & fees
Hyatt Regency St. Louis at The Arch
315 Chestnut St St. Louis MO
Fully refundableReserve now, pay when you stay
CA $190
CA $224 total
Oct 2 - Oct 3
includes taxes & fees
Pear Tree Inn St. Louis Airport
10810 Pear Tree Ln St. Ann MO
Fully refundableReserve now, pay when you stay
CA $127
CA $150 total
Oct 4 - Oct 5
includes taxes & fees
9.2/10 Wonderful! (3,261 reviews)
"I had a wonderful stay. Staff is fantastic. Great free breakfast. Secure parking. I will be staying here again on my next trip to St. Louis."
Reviewed on Sep 26, 2026
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
St. Louis Ghost Tour: Sinister Sins & Shadows
CA $34
per adult
100% of travellers recommend
StL's Signature "Sights and Bites" - Private Tour in St. Louis
CA $245
per adult
Lemp Haunted Neighborhood Walking Tour
CA $35
per adult
84% of travellers recommend
Frequently asked questions
How much does an Oakville vacation package cost?
You can snap up a vacation package to this top destination from CA $1,142 on Expedia. But how much your vacation to Oakville costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Oakville?
You can usually find lower rates and better availability in January, February and November. Take a look at our cheap Oakville vacation packages and you could get some great off-season discounts.
How many days is enough for Oakville?
With about 2 days, you'll have enough time to visit popular neighbourhoods like Lemay and Green Park during your Oakville vacation. Make sure to also add Ulysses S. Grant National Historic Site and Sylvan Springs County Park to your sightseeing itinerary. Up for some more adventures? Consider venturing outside of Oakville on tours and day trips.
How to find the best Oakville package deals?
Bagging a cheap Oakville package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Oakville package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book an Oakville vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels individually. Better still, you can customize your Oakville escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Oakville?
If you have your Oakville travel dates locked in, book early to bag some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Oakville?
- Choose when to travel: Check your calendar and get your bags packed. Your favourite time of year and the type of activities available will also help you decide when to escape to Oakville.
- Budget wisely: In addition to the price of your accommodations, you'll need to factor in other expenses. These include transportation, flights and food. Also, set aside some extra funds for unexpected expenses that may come up during your trip to Oakville.
- Work out your trip length: Consider how much time you want to spend discovering Oakville. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
- Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, book 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.
