Oakville Holidays from AU$1,017

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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.
TOOR Hotel Toronto, part of JdV by Hyatt

TOOR Hotel Toronto, part of JdV by Hyatt

4 out of 5
Downtown Toronto
per person
19 Sept - 22 Sept
found 4 hours ago
Return flight included
New York (JFK) to Toronto (YYZ)
9.4/10 Exceptional! (126 reviews)
Really stylish rooms, very good restaurant, and a nice terrace for all guests on the 14th floor. It's a 10 minute walk to St. Lawrence Market. Nearest underground (subway) station is Queen or Dundas (another 10 minute walk). Most of the attractions in Central Toronto are within walking distance.

Reviewed on 8 Aug. 2025

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

1 out of top 10 points of interest in this area

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

Find hotels in Bronte

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

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$278 per night from 1 Sept to 2 Sept
AU$278
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (11,886 reviews)

Reviewed on 8 Aug. 2025

Chelsea Hotel, Toronto
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$278 per night from 1 Sept to 2 Sept
AU$278
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (4,401 reviews)
Great location
"First of all, Paulette in housekeeping gets 10/10. She was very friendly and pleasant. The hotel location is walking distance from a variety of restaurants and entertainment. I booked a suite for my son and I. The space was perfect size for 2 . He even had a half bathroom. There are some minor renovations ..."

Reviewed on 8 Aug. 2025

Holiday Inn Toronto Downtown Centre by IHG
DoubleTree by Hilton Hotel Toronto Downtown

DoubleTree by Hilton Hotel Toronto Downtown

4 out of 5
108 Chestnut St, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is AU$333 per night from 1 Sept to 2 Sept
AU$333
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (5,006 reviews)
"Our stay at this hotel was absolutely amazing! The place was spotless, and we were warmly greeted by the staff with smiles and even fresh, warm cookies. The team was incredibly helpful and understanding throughout our stay. Our room was clean and ready for early check-in, which was such a bonus! ..."

Reviewed on 6 Aug. 2025

DoubleTree by Hilton Hotel Toronto Downtown
See all 4,422 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

Discover the most popular places to visit in Oakville

Rogers Centre

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 night scenes, a high-rise building and skyline

CN Tower

Easily the best view in town and some tasty bites to enjoy up top too.

CN Tower
Canada's Wonderland

Canada's Wonderland

A wonderland in every sense of the word, families of all sizes will enjoy the exciting array of rides on offer at this thrilling theme park.

Canada's Wonderland

What to do in Oakville

Horseshoe Falls

Niagara Falls Day Tour from Toronto

AU$105
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

AU$133
per adult
94% 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

AU$155
per adult
88% 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 holiday package cost?
You can pick up a holiday package to this popular destination from AU$1,017 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.