Oakville Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

Top hotels in Oakville

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
The price is S$231 per night from 31 Jul to 1 Aug
S$231
31 Jul - 1 Aug
includes taxes & fees
Hyatt Regency 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
The price is S$147 per night from 9 Aug to 10 Aug
S$147
9 Aug - 10 Aug
includes taxes & fees
9/10 Wonderful! (3,284 reviews)
"The staff were wonderful 2 young ladies one of them named Lauren and I 4get her co-workers name but both were courtesy and smiling and yet very professional! I will be back ladies...great job"

Reviewed on 26 Jul, 2026

Clayton Plaza Hotel & Extended Stay
Pear Tree Inn St. Louis Airport

Pear Tree Inn St. Louis Airport

2.5 out of 5
10810 Pear Tree Ln St. Ann MO
Fully refundableReserve now, pay when you stay
The price is S$137 per night from 26 Aug to 27 Aug
S$137
26 Aug - 27 Aug
includes taxes & fees
9.2/10 Wonderful! (3,102 reviews)
"The bathroom sink didn’t drain. The keys did not work. They had to let us in the room and the TV did not work."

Reviewed on 25 Jul, 2026

Pear Tree Inn St. Louis Airport
See all 1,797 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

The Gateway Arch National Park & Museum

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

S$213
per adult
StL's Signature "Sights and Bites" - Private Tour in St. Louis
Downtown St. Louis Smartphone Guided Audio Walking Tour App

Downtown St. Louis Smartphone Guided Audio Walking Tour App

S$10
per adult
100% of travellers recommend
Downtown St. Louis Smartphone Guided Audio Walking Tour App
St. Louis: Gateway Ghouls and Hauntings Walking Tour

St. Louis Ghost Tour: Sinister Sins & Shadows

S$31
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 holiday package cost?
You'll find cheap prices on Expedia for your Oakville getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your holiday to Oakville costs.
What are the cheapest months to go to Oakville?
If you're looking to score a cheap Oakville holiday package, consider travelling 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 holiday 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 customise 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 travelling on a weekday, when prices are typically lower.
Is it cheaper to book an Oakville holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging accommodation 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 holiday 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 favourite 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 accommodation: Once you've settled on your trip dates and duration, lock in the perfect Oakville holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.