Oakville Holidays

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Our guide on 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

If you're spending some time in Bronte, Lake Ontario and Bronte Heritage Park are top sights worth seeing.

Find hotel + flight trips in Bronte

Oakville Holiday

Our pick of the best 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 NZ$247 per night from 2 Jan to 3 Jan
NZ$247
includes taxes & fees
2 Jan - 3 Jan 2025
8/10 Very Good! (10,003 reviews)
"Quiet and staff friendly"

Reviewed on 25 Dec. 2024

Chelsea Hotel, Toronto
One King West Hotel & Residence
One King West Hotel & Residence
4 out of 5
1 King Street West, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is NZ$207 per night from 1 Jan to 2 Jan
NZ$207
includes taxes & fees
1 Jan - 2 Jan 2025
9/10 Wonderful! (8,964 reviews)
"Amazing view from the suit room and cleanliness is top notch having a great Christmas eve. Thanks for the wonderful memory 😊"

Reviewed on 25 Dec. 2024

One King West Hotel & Residence
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 NZ$384 per night from 4 Jan to 5 Jan
NZ$384
includes taxes & fees
4 Jan - 5 Jan 2025
8.8/10 Excellent! (5,830 reviews)
Great hotel, very clean
"Great great place, keep up the cleanliness, it’s one of the reasons i go there"

Reviewed on 24 Dec. 2024

Fairmont Royal York
See all 4,100 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.

Frequently asked questions

How much does an Oakville holiday package cost?
You can pick up a holiday package to this popular destination 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.

Discover the most popular places to visit in Oakville

CN Tower showing night scenes, a high-rise building and skyline

CN Tower

4/5(26 reviews)

This iconic Toronto landmark offers breathtaking views over the whole city and, on a clear day, as far as Niagara Falls.

CN Tower
Rogers Centre

Rogers Centre

4.5/5(10 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
Canada's Wonderland

Canada's Wonderland

4/5(2 reviews)

Get your adrenaline pumping at this fun-filled amusement park where the thrills come fast and furious.

Canada's Wonderland

What to do in Oakville

Horseshoe Falls

Niagara Falls Day Tour from Toronto

NZ$122
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

NZ$122
per adult
100% of travellers recommend
Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower
Niagara-on-the-Lake & Wine Tasting

Niagara Falls, Niagara-on-the-Lake & Wine Tasting

NZ$159
per adult
Niagara Falls, Niagara-on-the-Lake & Wine Tasting
See all activities in Oakville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.