Oakville Vacations from ￥248,231

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The Latest Oakville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Cityplace Executive Suites

Cityplace Executive Suites

3.5 out of 5
Downtown Toronto
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Toronto (YYZ)
8.8/10 Excellent! (17 reviews)
Perfect location:) I’d stay here again!

Reviewed on Jun 5, 2025

Canada Suites on Bay

Canada Suites on Bay

4 out of 5
Downtown Toronto
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Toronto (YYZ)
8.6/10 Excellent! (301 reviews)
Was a very nice room and easy to come and go. However the fire alarm got pulled at 3am on my second last night there and not because of a fire. I then couldn't go back to bed and was super tired for my meetings the next day.

Reviewed on Jun 9, 2025

Toronto Lakeshore Bliss

Toronto Lakeshore Bliss

2 out of 5
Downtown Toronto
Save 100% on your flight
per person
Sep 4 - Sep 6
found 12 hours ago
Roundtrip flight included
Vancouver (YVR) to Toronto (YYZ)
No reviews
Hotel Victoria

Hotel Victoria

3 out of 5
Downtown Toronto
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Toronto (YYZ)
8.4/10 Very Good! (1,126 reviews)
Good food and good customer service.

Reviewed on Jul 21, 2025

Fairmont Royal York

Fairmont Royal York

4 out of 5
Downtown Toronto
per person
Oct 7 - Oct 14
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Toronto (YYZ)
9/10 Wonderful! (6,790 reviews)
Another great stay !!!

Reviewed on Jul 22, 2025

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 ￥22,808 per night from Aug 4 to Aug 5
￥22,808
￥27,963 total
Aug 4 - Aug 5
includes taxes & fees
8.2/10 Very Good! (11,701 reviews)
"Very good breakfast options although quite pricey!"

Reviewed on Jul 21, 2025

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 ￥39,668 per night from Aug 4 to Aug 5
￥39,668
￥48,636 total
Aug 4 - Aug 5
includes taxes & fees
8.8/10 Excellent! (6,908 reviews)
"An unforgettable stay for my birthday! This is my first time with the Fairmont Gold, I wasn't disappointed. We had a warm welcome, a bottle of champagne delivered to the room, an impeccable service. I'll keep only good memories of this weekend"

Reviewed on Jul 21, 2025

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 ￥23,493 per night from Aug 4 to Aug 5
￥23,493
￥28,804 total
Aug 4 - Aug 5
includes taxes & fees
8.4/10 Very Good! (4,316 reviews)
"Had a great stay, would book again."

Reviewed on Jul 21, 2025

Holiday Inn Toronto Downtown Centre by IHG
See all 4,408 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

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

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

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

What to do in Oakville

Horseshoe Falls

Niagara Falls Day Tour from Toronto

￥10,083
per adult
96% of travellers recommend
Niagara Falls Day Tour from Toronto
Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower

Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower

￥12,765
per adult
90% of travellers recommend
Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower
Niagara Falls Day Tour from Toronto with Buffet Lunch

Niagara Falls all inclusive tour with skip-the-line boat and lunch

￥18,144
per adult
84% of travellers recommend
Niagara Falls all inclusive tour with skip-the-line boat and lunch
See all activities in Oakville

Frequently asked questions

How much does an Oakville vacation package cost?
You can pick up a vacation package to this popular destination from ￥248,231 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.