Oakville Vacations from NT$16,850

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    Save up to NT$5,067 when you book a flight and hotel together*
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The Latest Oakville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Toronto Airport East by IHG

Holiday Inn Toronto Airport East by IHG

3 out of 5
Etobicoke
per person
Aug 14 - Aug 18
found 15 hours ago
Roundtrip flight included
Winnipeg (YWG) to Toronto (YYZ)
7.8/10 Good! (588 reviews)
The beds were comfortable.

Reviewed on 2025/7/13

SoHo Residences Toronto

SoHo Residences Toronto

4 out of 5
Downtown Toronto
per person
Aug 14 - Aug 18
found 20 hours ago
Roundtrip flight included
Winnipeg (YWG) to Toronto (YYZ)
9.2/10 Wonderful! (7 reviews)
Great property! Would stay there again and again. The coffee shop downstairs has great options for breakfast and lunch.

Reviewed on 2025/6/14

Sandman Signature Mississauga Hotel

Sandman Signature Mississauga Hotel

4 out of 5
Northeast Mississauga
per person
Aug 14 - Aug 18
found 20 hours ago
Roundtrip flight included
Winnipeg (YWG) to Toronto (YYZ)
8.6/10 Excellent! (3,806 reviews)
Nice place to stay, spacious rooms.

Reviewed on 2025/7/13

The Westin Toronto Airport

The Westin Toronto Airport

4 out of 5
Etobicoke
per person
Aug 14 - Aug 18
found 20 hours ago
Roundtrip flight included
Winnipeg (YWG) to Toronto (YYZ)
8.6/10 Excellent! (1,012 reviews)
The Westin Toronto Airport is my “go to” hotel when I’m in Toronto. It’s well maintained, the staff are wonderful and the rooms are a good size. There are plenty of dining options near by to suit any taste or budget. The on site dining is good and the lobby bar makes a mean espresso martini! If you’re flying out of Pearson, the Westin provides shuttle service to the airport. If you leave your car parked in their lot while you’re away they’ll come pick you up at the airport upon your return. You definitely get your monies worth at this hotel.

Reviewed on 2025/7/13

Element Toronto Airport

Element Toronto Airport

3.5 out of 5
per person
Aug 14 - Aug 18
found 15 hours ago
Roundtrip flight included
Winnipeg (YWG) to Toronto (YYZ)
9.2/10 Wonderful! (961 reviews)
Conveniently located, friendly staff, well appointed rooms

Reviewed on 2025/7/13

Where to stay in Oakville

Find the best Oakville areas and neighborhoods for the activities you enjoy most. Learn more about Oakville
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Bronte

1 out of top 10 points of interest in this area
4/5(14 area reviews)

While visiting Bronte, you might make a stop by sights like Lake Ontario and Bronte Harbour.

Find hotels in Bronte

Find the Best Oakville Vacation Packages

Oakville Hotel Deals

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 NT$4,879 per night from Aug 4 to Aug 5
NT$4,879
NT$5,982 total
Aug 4 - Aug 5
includes taxes & fees
8.2/10 Very Good! (11,561 reviews)
"Excellent rooms and service. Great internet connection and great dowtown location. Close to everything i.e. bars restaurants, shops eaton centre are a mins. walk away. Reasonably priced especially for being in the dt core."

Reviewed on 2025/7/11

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 NT$7,855 per night from Aug 4 to Aug 5
NT$7,855
NT$9,630 total
Aug 4 - Aug 5
includes taxes & fees
8.8/10 Excellent! (6,842 reviews)
"Stayed here while attending a concert nearby, such a beautiful hotel!"

Reviewed on 2025/7/13

Fairmont Royal York
Holiday Inn Toronto Downtown Centre by IHG
Holiday Inn Toronto Downtown Centre by IHG
3.5 out of 5
30 Carlton Street, Toronto, ON
The price is NT$5,104 per night from Jul 20 to Jul 21
NT$5,104
NT$6,258 total
Jul 20 - Jul 21
includes taxes & fees
8.4/10 Very Good! (4,266 reviews)
"Nice and clean"

Reviewed on 2025/7/12

Holiday Inn Toronto Downtown Centre by IHG
See all 4,404 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.

Discover the most popular places to visit in Oakville

Rogers Centre which includes signage and a city

Rogers Centre

4.5/5(661 reviews)

Come to this multipurpose stadium to watch baseball matches and football games, listen to concerts of famous bands, see family shows or simply tour this central entertainment complex.

Rogers Centre
CN Tower showing skyline, a city and modern architecture

CN Tower

4.5/5(1,736 reviews)

Take the glass elevator to the lookout points on Toronto’s iconic landmark to enjoy views as far as Niagara Falls or have dinner in high style.

CN Tower
CN Tower which includes rides

Canada's Wonderland

4/5(280 reviews)

The highlight at this amusement park is the super-fast Leviathan ride, but there are 15 other roller coasters and more than 200 attractions to explore.

Canada's Wonderland

Frequently asked questions

How much does an Oakville vacation package cost?
You can pick up a vacation package to this popular destination from NT$16,850 on Expedia. However, how much your vacation 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 vacation 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 vacation, 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 neighborhoods like Sheridan and Clearview. If you've got some time to spare, include a day trip or tour in your Oakville vacation itinerary.
Is it worth booking a vacation package to Oakville?
Oakville has everything you need for a wonderful getaway. Get your Oakville vacation 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 vacation as a package?
Expedia vacation 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 personalized Oakville vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Oakville?
If you have your Oakville vacation 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 personalized Oakville vacation package.

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