Oakville Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by 💋Priscilla 💋

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Oakville Holiday

Take the hassle out of travel planning by booking an Oakville holiday package. A good neighbourhood to stay in this fascinating city is Plymouth, which is good for nature and a lot more. If seeing the sights is on your list of things to do during your trip to Oakville, stop by popular attractions such as Black Rock State Park. Whoever you're heading away with and whatever you want to spend, your ultimate Oakville holiday is just clicks away with Expedia.

Oakville Holiday

Oakville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
9,000
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Lake Compounce, Quassy Amusement Park and Palace Theatre

Our pick of the best Oakville Hotel Deals

Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 27 July to 28 July
AU$163
27 July - 28 July
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"The only thing I didn’t care for was the handicap rooms are way at the end of the hallway hard to get to the rooms"

Reviewed on 14 Jul. 2025

Wyndham Southbury
Clarion Inn

Clarion Inn

3 out of 5
201 Washington Avenue, North Haven, CT
Fully refundableReserve now, pay when you stay
The price is AU$179 per night from 13 Aug to 14 Aug
AU$179
13 Aug - 14 Aug
includes taxes & fees
7.4/10 Good! (1,025 reviews)
"Q"

Reviewed on 15 Jul. 2025

Clarion Inn
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St, Southington, CT
Fully refundable
The price is AU$207 per night from 10 Aug to 11 Aug
AU$207
10 Aug - 11 Aug
includes taxes & fees
8.6/10 Excellent! (1,032 reviews)
"Very nice staff, I was able to check in early and it was a quick process. I got to switch rooms (didn’t need two beds) with no problem at all."

Reviewed on 13 Jul. 2025

Holiday Inn Express Southington by IHG
See all 597 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does an Oakville holiday package cost?
You'll find cheap prices on Expedia for your Oakville break. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Oakville costs.
What are the cheapest months to go to Oakville?
If you're hoping to snag a cheap Oakville holiday package, consider travelling in January, February and March. You're likely to find better rates on airfares and hotels during these months --- ideal for budget-conscious travellers.
How many days is enough for Oakville?
The ideal duration of your Oakville holiday depends on what you'd like to do. Typically, a handful of days to a week will give you enough time to check out all the leading sights and discover some hidden spots along the way.
How to find the best Oakville package deals?
Start your search for an Oakville package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Oakville package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Oakville escape off to a flying start.
Is it cheaper to book an Oakville holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalised Oakville holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Oakville?
If you have your Oakville travel dates locked in, book as soon as you can to grab some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Oakville?

  1. Choose your travel dates: What you plan to do in Oakville and your favourite season can help you decide when to travel.
  2. Set your budget: Factor in expenses like transportation, flights and meals when calculating how much to save for your trip to Oakville. Then, choose a property that fits your budget, whether that's a wallet-friendly option or a deluxe getaway.
  3. Determine how many days away: Start by compiling a list of the attractions and activities you'd like to get to in Oakville. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your airfare and accommodation: After you've settled on your dates and duration, lock in the right 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.