Oakville Vacation Packages

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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.
Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

Riverport
CA $750
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to St. Louis (STL)
8.6/10 Excellent! (2,229 reviews)
I checked in my hotel and had to cancel my stay pulled sheets back and my room had bedbugs

Reviewed on Sep 28, 2026

The Wildwood Hotel

The Wildwood Hotel

CA $761
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to St. Louis (STL)
9.2/10 Wonderful! (1,672 reviews)
Clean friendly secure

Reviewed on Sep 28, 2026

Moonrise Hotel

Moonrise Hotel

Delmar Loop
CA $775
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to St. Louis (STL)
9/10 Wonderful! (2,016 reviews)
Great staff. Great location. Room was nice. My only complaint is the restaurant seems to be open only when they feel like it. Overall nice spot in UCity.

Reviewed on Sep 28, 2026

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

CA $846
per person
Nov 13 - Nov 15
found 14 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to St. Louis (STL)
8.6/10 Excellent! (1,061 reviews)
Landing Furnished Apartments - Central West End

Landing Furnished Apartments - Central West End

Central West End
CA $771
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to St. Louis (STL)
7/10 Good! (7 reviews)

Ready to book your vacation to Oakville?

Choose your dates

Oakville Hotel Deals

Clayton Plaza Hotel & Extended Stay

Clayton Plaza Hotel & Extended Stay

7750 Carondelet Avenue St. Louis MO
Fully refundableReserve now, pay when you stay
CA $131
CA $153 total
Oct 11 - Oct 12
includes taxes & fees
8.8/10 Excellent! (3,442 reviews)
"The staff was exceptionally helpful and friendly! When I return to St. Louis I will return !"

Reviewed on Sep 28, 2026

Clayton Plaza Hotel & Extended Stay
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
CA $190
CA $224 total
Oct 2 - Oct 3
includes taxes & fees
8.6/10 Excellent! (4,322 reviews)
"great location near the arch, staff was very helpful ....had breakfast there one day it was very good. In town for a family reunion , it was our central meeting point"

Reviewed on Sep 28, 2026

Hyatt Regency St. Louis at The Arch
Pear Tree Inn St. Louis Airport

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
Pear Tree Inn St. Louis Airport
See all 1,789 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

St. Louis: Gateway Ghouls and Hauntings Walking Tour

St. Louis Ghost Tour: Sinister Sins & Shadows

CA $34
per adult
100% of travellers recommend
St. Louis Ghost Tour: Sinister Sins & Shadows
The Gateway Arch National Park & Museum

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

CA $245
per adult
StL's Signature "Sights and Bites" - Private Tour in St. Louis
Lemp Haunted Neighborhood Walking Tour

Lemp Haunted Neighborhood Walking Tour

CA $35
per adult
84% of travellers recommend
Lemp Haunted Neighborhood Walking Tour
See all activities in Oakville

Frequently asked questions

How much does an Oakville vacation package cost?
You can snap up a vacation package to this top destination from CA $750 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?
  1. 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.
  2. 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.
  3. 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.
  4. 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.