Oakville Holidays from AU$558

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Your Oakville Holiday

Spend less time planning and more time having thrilling adventures with an Oakville holiday package. The neighbourhood of Port Credit, which is good for watersports and walking, makes a fantastic base for your city getaway. University of Toronto Mississauga, Sheridan College and Bronte Creek Provincial Park are just a few of the sights worth visiting during your trip to Oakville. Your Oakville holiday is a couple of clicks away. Explore accommodation, flights and more on Expedia for an adventure that's tailored to suit your travel style.

The Latest Oakville Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Oakes Hotel Overlooking the Falls

Oakes Hotel Overlooking the Falls

3.5 out of 5
Fallsview
Price was AU$645, price is now AU$558 per person
AU$558
per person
5 Oct - 8 Oct
found 24 hours ago
Return flight included
Calgary (YYC) to Toronto (YYZ)
7.2/10 Good! (8,964 reviews)

Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Clifton Hill
Price was AU$901, price is now AU$696 per person
AU$696
per person
5 Oct - 8 Oct
found 24 hours ago
Return flight included
Calgary (YYC) to Toronto (YYZ)
9.6/10 Exceptional! (2,439 reviews)

Vittoria Hotel and Suites

Vittoria Hotel and Suites

3.5 out of 5
Clifton Hill
Price was AU$730, price is now AU$586 per person
AU$586
per person
5 Oct - 8 Oct
found 24 hours ago
Return flight included
Calgary (YYC) to Toronto (YYZ)
9/10 Wonderful! (8,210 reviews)
Clean rooms, friendly staff, great front desk manager. We’d stay here again!

Reviewed on 29 July 2026

Kent Motel Niagara on the Lake

Kent Motel Niagara on the Lake

2.5 out of 5
Queenston
Price was AU$781, price is now AU$673 per person
AU$673
per person
5 Oct - 8 Oct
found 24 hours ago
Return flight included
Calgary (YYC) to Toronto (YYZ)
9.6/10 Exceptional! (340 reviews)
I loved it. Couldn't be any happier with our stay. The decor was super cute. Everything was clean and cozy. I would love to come again in the fall when the leaves change. I have nothing but good to say about this place. The staff was lovely too.

Reviewed on 28 July 2026

Cannery Lofts Niagara

Cannery Lofts Niagara

3.5 out of 5
Clifton Hill
Price was AU$713, price is now AU$619 per person
AU$619
per person
5 Oct - 8 Oct
found 24 hours ago
Return flight included
Calgary (YYC) to Toronto (YYZ)
9.6/10 Exceptional! (1,058 reviews)

Oakville Holiday

Oakville Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Pearson Intl. Airport (YYZ)
Population
165,700
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Living Arts Centre, Oakville Centre for the Performing Arts and Playdium

Our pick of the best Oakville Hotel Deals

Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

3.5 out of 5
30 Carlton Street Toronto ON
Fully refundable
The price is AU$309 per night from 16 Aug to 17 Aug
AU$309
16 Aug - 17 Aug
includes taxes & fees
8.6/10 Excellent! (6,239 reviews)
"I loved the buffet breakfast. Although I didn’t use the metro it was good to know it was very close by. I’ll have to return and explore getting around using their mass transit system to see how it compares to where I live. I had a room that faced the alley, but I appreciated the quiet and darkness. ..."

Reviewed on 28 July 2026

Holiday Inn Toronto Downtown Centre by IHG
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
The price is AU$323 per night from 30 July to 31 July
AU$323
30 July - 31 July
includes taxes & fees
Chelsea Hotel, Toronto
Fairmont Royal York

Fairmont Royal York

4 out of 5
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
The price is AU$510 per night from 9 Aug to 10 Aug
AU$510
9 Aug - 10 Aug
includes taxes & fees
Fairmont Royal York
See all 5,535 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

Stay near popular Oakville attractions

Coronation Park

8.4/10 (114 reviews)
Coronation Park offers a serene lakefront escape with expansive green spaces and mature trees along Lake Ontario. Families can enjoy the accessible playground, splash pad, and picnic areas with waterfront views.
See properties

What to do in Oakville

Toronto Hop-On Hop-Off Bus Tour & Free Harbour Cruise

City Sightseeing Toronto Hop-On Hop-Off Bus Tour

AU$75
per adult
84% of travellers recommend
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

AU$47
per adult
94% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Niagara Falls lit up at night with firework show nearby

Niagara Falls Day & Night Tour - Cruise & Dinner (Optional)

AU$203
per adult
84% of travellers recommend
Niagara Falls Day & Night Tour - Cruise & Dinner (Optional)
See all activities in Oakville

Frequently asked questions

How much does an Oakville holiday package cost?
You can pick up a holiday package to this popular destination from AU$558 on Expedia. However, how much your holiday to Oakville costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Oakville?
You can generally find lower prices and greater availability in January, February and March. Take a look at our cheap Oakville holiday packages and you could get some excellent off-season deals.
How many days is enough for Oakville?
To get the most out of your Oakville holiday, we suggest staying for 2 days. Divide your time between discovering Canadian Golf Hall Of Fame, Cameron's Brewing Company and other well-known attractions, on top of exploring neighbourhoods like Sheridan and Clearview. If you've got some time to spare, include a day trip or tour in your Oakville holiday itinerary.
Is it worth booking a holiday package to Oakville?
Oakville has everything you need for a wonderful getaway. Get your Oakville holiday off to a flying start by checking out top attractions like Glen Abbey Golf Course.
How to find the best Oakville package deals?
Bagging a cheap Oakville package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Oakville package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
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 car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually snag 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 type of stay, airline and car class.
When to book a holiday package to Oakville?
If you have your Oakville holiday dates finalized, book early to score some fantastic deals. With Expedia, you can generally 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 when to go: Check your calendar and pack your bags. Your preferred time of year and the type of activities available will also help you decide when to visit Oakville.
  2. Set your budget: Consider costs like transportation, flights and meals when calculating how much to put aside for your trip to Oakville. Then, select a hotel that fits your budget, whether that's an affordable option or a lavish retreat.
  3. Determine how many days away: Start by listing all the attractions and activities you want to get to in Oakville. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalised Oakville holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.