Oakville Vacations from $467

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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.

The Latest Oakville vacation packages

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

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $825, price is now $467 per person
$467
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to St. Louis (STL)
9.2/10 Wonderful! (1,562 reviews)
Very quiet, nice area. Walkable to restaurants and shops. The staff was extremely welcoming. This is a beautiful facility and is even pet friendly. I would highly recommend this hotel if you need to stay in this area.

Reviewed on Aug 29, 2025

The West End

The West End

2 out of 5
Central West End
Save 100% on your flight
Price was $762, price is now $538 per person
$538
per person
Oct 7 - Oct 14
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to St. Louis (STL)
8.4/10 Very Good! (285 reviews)
Feel like home, enjoyed my stay there.

Reviewed on Aug 28, 2025

Landing Downtown St. Louis

Landing Downtown St. Louis

4 out of 5
Downtown St. Louis
Save 100% on your flight
Price was $862, price is now $618 per person
$618
per person
Oct 7 - Oct 14
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to St. Louis (STL)
8/10 Very Good! (11 reviews)
It's a great location, right across from the Ballpark. It is a fairly spartan apartment set-up, with concrete floors.. a little surprising? Parking is on the street or in a pay lot.

Reviewed on Jun 8, 2025

The Principal Hotel

The Principal Hotel

3.5 out of 5
Price was $700, price is now $522 per person
$522
per person
Nov 13 - Nov 16
found 9 hours ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
9.8/10 Exceptional! (124 reviews)
Very clean place to stay. We would definitely come back.

Reviewed on Aug 30, 2025

Hilton Pennywell St. Louis at the Arch

Hilton Pennywell St. Louis at the Arch

4 out of 5
Downtown St. Louis
Save 100% on your flight
Price was $1,078, price is now $806 per person
$806
per person
Oct 7 - Oct 14
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to St. Louis (STL)
8.8/10 Excellent! (907 reviews)
Very, very clean hotel. Rooms are a little smaller than What I expected, but really nice.

Reviewed on Aug 18, 2025

Don't see what you're looking for?
See all available trips from Columbus to Oakville
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Discover the most popular places to visit in Oakville

Busch Stadium

Busch Stadium

Catch an event at Busch Stadium during your trip to St. Louis. Experience the area's great live music or attend a baseball game.

Busch Stadium
St. Louis Union Station

St. Louis Union Station

You can learn about the local history of St. Louis when you make a stop at a well-known site like St. Louis Union Station. Experience the area's fascinating museums or attend a baseball game.

St. Louis Union Station
Gateway Arch showing a city, a skyscraper and skyline

Gateway Arch

Enjoy 360-degree views and learn about the history of St. Louis at this world-famous landmark.

Gateway Arch

What to do in Oakville

St. Louis: Gateway Ghouls and Hauntings Walking Tour

St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour

$32
per adult
St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour
Best of St. Louis Small Group Tour w/ Arch & River Cruise

Best of St. Louis Small Group Tour w/ Arch & River Cruise

$169
per adult
84% of travellers recommend
Best of St. Louis Small Group Tour w/ Arch & River Cruise
Step into the shadows and discover the haunting tales of our city's past.

St. Louis Ghosts: Gateway Ghouls and Hauntings

$26
per adult
100% of travellers recommend
St. Louis Ghosts: Gateway Ghouls and Hauntings
See all activities in Oakville

Oakville Hotel Deals

Hyatt Regency St. Louis at The Arch

Hyatt Regency St. Louis at The Arch

4 out of 5
315 Chestnut St, St. Louis, MO
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $147 total per night from Oct 2 to Oct 3
$147 total
Oct 2 - Oct 3
Total with taxes and fees
Hyatt Regency St. Louis at The Arch
Drury Plaza Hotel St. Louis at the Arch

Drury Plaza Hotel St. Louis at the Arch

3 out of 5
2 South 4th Street, St. Louis, MO
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $140 total per night from Sep 28 to Sep 29
$140 total
Sep 28 - Sep 29
Total with taxes and fees
Drury Plaza Hotel St. Louis at the Arch
Clayton Plaza Hotel & Extended Stay

Clayton Plaza Hotel & Extended Stay

3.5 out of 5
7750 Carondelet Avenue, St. Louis, MO
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $120 total per night from Sep 21 to Sep 22
$120 total
Sep 21 - Sep 22
Total with taxes and fees
Clayton Plaza Hotel & Extended Stay
See all 1,565 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.

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Frequently asked questions

How much does an Oakville vacation package cost?
You'll find cheap prices from $467 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?
January, October and December are great times to search for cheap Oakville vacation packages. Choosing to travel in less busy months means you can generally find reduced prices on hotels and flights.
How many days is enough for Oakville?
Typically, a handful of days is enough to explore the top attractions during your Oakville vacation. However, if you'd like to have time to rest or take day tours, think about extending your trip.
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.
Does Expedia offer Book Now, Pay Later Oakville vacation packages?
Set off on your ideal getaway to Oakville with Expedia's Book Now, Pay Later vacations. There's no need to save up or hold off until payday — we've joined forces with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stay on budget and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.