Oakville Holidays

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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.

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

Sandman Hotel Oakville

Sandman Hotel Oakville

3.5 out of 5
3451 South Service Road West Oakville ON
Fully refundableReserve now, pay when you stay
The price is AU$159 per night from 8 Nov to 9 Nov
AU$159
8 Nov - 9 Nov
includes taxes & fees
8.8/10 Excellent! (2,606 reviews)
"Reliably clean and a good stay. Suzanne at the front desk goes above and beyond - thank you."

Reviewed on 27 Oct 2026

Sandman Hotel Oakville
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$240 per night from 2 Nov to 3 Nov
AU$240
2 Nov - 3 Nov
includes taxes & fees
8.6/10 Excellent! (6,728 reviews)
"Clean room with comfortable bed so definitely not a bad place to stay, it’s a holiday inn. The body wash and shampoo smelled weird"

Reviewed on 27 Oct 2026

Holiday Inn Toronto Downtown Centre by IHG
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
22 Elm St Toronto ON
Fully refundableReserve now, pay when you stay
The price is AU$248 per night from 1 Nov to 2 Nov
AU$248
1 Nov - 2 Nov
includes taxes & fees
8.8/10 Excellent! (2,618 reviews)
"The room was too hot to sleep, air conditioner was not working very well and the tap in the bathroom was broken"

Reviewed on 27 Oct 2026

Chelsea Hotel, Toronto
See all 6,039 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$72
per adult
84% of travellers recommend
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

AU$46
per adult
90% of travellers recommend
Toronto: Casa Loma Entry Ticket
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
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 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.