Oakville Holidays from £717

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Your Oakville Holiday

With everything organised before you set off, our Oakville holiday packages let you simply focus on holidaying! One place to base yourself in this captivating city is Port Credit, which is great for watersports and walking. Fill up your itinerary with tours of University of Toronto Mississauga, Sheridan College and Bronte Creek Provincial Park, some of the things you shouldn't miss during a trip to Oakville. Don't delay visiting this destination any longer. The ultimate Oakville holiday is only a few clicks away with Expedia.

Top Oakville Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Forma serviced suites

Forma serviced suites

4 out of 5
Downtown Toronto
Save 100% on your flight
per person
9 Sept - 14 Sept
found 1 day ago
Return flight included
Glasgow (GLA) to Toronto (YYZ)
8.8/10 Excellent! (34 reviews)
This is right in the heart of Toronto and within walking distance of Lake Ontario. It was a lot of fun to see the area and take in the local culture! Underground parking was a plus as well!

Reviewed on 20 Jul 2025

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
per person
11 Oct - 15 Oct
found 1 day ago
Return direct flight included
London (LON) to Toronto (YYZ)
9.4/10 Exceptional! (565 reviews)
Fantastic overall experience. Will be back.

Reviewed on 22 Jul 2025

Cityplace Executive Suites

Cityplace Executive Suites

3.5 out of 5
Downtown Toronto
Save 100% on your flight
per person
8 Oct - 15 Oct
found 1 day ago
Return flight included
London (LHR) to Toronto (YYZ)
8.8/10 Excellent! (17 reviews)
Know what you’re getting. Yes, this is a condo and that is well spelled out. However, you need to walk two blocks to get the key out of a lockbox in a convenience store which is not communicated to you until 24 hours before check-in - and return it there - likely while hauling your bags. It is NOT two bedrooms - it is one bedroom with sliding cardboard dividers in what should be the dinning area. Also, according to the security, the building is about 30% short term rental so a lot of people are coming and going around check-in and check-out times, so be prepared to wait 15 minutes or more for the elevator (up or down) - yes, 15 minutes. The unit was not well stocked, it had coffee pods but not a coffee machine that accepted pods. The towels were a hodgepodge mix of old towels and the overall cleanliness left much to be desired. But if you’re going to a blue jays game or the CN Tower, it’s very close

Reviewed on 27 Jul 2025

Woodbourne Inn

Woodbourne Inn

4 out of 5
St. Davids
Save 100% on your flight
per person
19 Sept - 26 Sept
found 1 day ago
Return flight included
London (LGW) to Toronto (YYZ)
9.8/10 Exceptional! (489 reviews)
Beautiful grounds and a lovely experience and friendly staff.

Reviewed on 30 Jul 2025

The Sutton Place Hotel Toronto

The Sutton Place Hotel Toronto

4.5 out of 5
Downtown Toronto
Save 100% on your flight
per person
9 Sept - 14 Sept
found 1 day ago
Return flight included
Glasgow (GLA) to Toronto (YYZ)
9.6/10 Exceptional! (2,575 reviews)
Excellent place to stay, close to many attractions!

Reviewed on 4 Aug 2025

Where to stay in Oakville

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

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 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, Playdium and Oakville Centre for the Performing Arts

Top hotels in Oakville

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 £147 per night from 28 Aug to 29 Aug
£147
28 Aug - 29 Aug
includes taxes & fees
8.2/10 Very Good! (11,848 reviews)
"Good location. Busy hotel."

Reviewed on 3 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 £165 per night from 31 Aug to 1 Sept
£165
31 Aug - 1 Sept
includes taxes & fees
8.4/10 Very Good! (4,365 reviews)
"Staff overall good. Breakfast lounge very busy. Had to skip breakfest one day. Staff unaware that parking ticket had to be validated daily."

Reviewed on 1 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 £163 per night from 1 Sept to 2 Sept
£163
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (4,997 reviews)
"Lots of food options and walking distance to shopping mall"

Reviewed on 2 Aug 2025

DoubleTree by Hilton Hotel Toronto Downtown
See all 4,369 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

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 featuring modern architecture, a city and a high-rise building

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
Canada's Wonderland

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

Toronto Hop-On Hop-Off Bus Tour & Free Harbour Cruise

City Sightseeing Toronto Hop-On Hop-Off Bus Tour

£30
per adult
84% of travellers recommend
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
Horseshoe Falls

Niagara Falls Day Tour from Toronto

£51
per adult
96% of travellers recommend
Niagara Falls Day Tour from Toronto
Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

£25
per adult
92% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
See all activities in Oakville

Frequently asked questions

Why should I book my Oakville holiday with Expedia?
With top-value flights, hotel and car hire options all in the same place, Expedia makes planning your Oakville break easy. Moreover, we can help you bundle your bookings into a package holiday so you can enjoy even more savings. Choose from awesome retreats, add your flights and/or a car hire (and maybe even some fun tours and activities!) and land incredible prices. Need to cancel? Expedia offers a flexible cancellation policy for many bookings. To learn more, visit our Customer Service Portal link.
When is the best time of year to holiday in Oakville?
If you'd like to experience the vibe of Oakville in peak season, organise your escape for June, July and August. December, January and February are generally the quietest months of the year. To give you an idea of what type of weather to expect, the daytime average temperature in January, the coolest month in Oakville, is -3ºC. The warmest period here is July, when temperatures are around 22ºC.
What are the top hotels for my holiday in Oakville?
If you'd like to stay in the West Oakville neighbourhood, Sandman Hotel Oakville and Monte Carlo Inn Oakville Suites are great options. Bronte is also a popular Oakville area. We recommend Four Points by Sheraton London or Homewood Suites by Hilton Hamilton, Ontario, Canada if you prefer this part of town.
How do I get a cheap holiday to Oakville?
Our Oakville holidays offer plenty of savings for the savvy wanderer. For the best deal, simply combine your flights, hotels and extras (including tours). But cheap prices are only the start of your next unforgettable adventure. When you book with Expedia, and you'll have over 400 air carriers and 321,000 properties around the globe to choose from. Whatever your style, there's a holiday here to suit you. Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Oakville holiday?
There are lots of things to explore during your holiday in Oakville. Square One Shopping Centre, University of Toronto Mississauga, Erin Mills Town Centre and Sheridan College are among this destination's leading attractions.
What is the best area to stay in when on holiday in Oakville?
Oakville has plenty of interesting places to explore, like Sheridan College. Stay somewhere nearby and make sightseeing hassle-free.
Do I need a visa for my Oakville holiday?
Check the latest rules on official government websites. Your nationality and whether you're travelling for leisure, business or study will determine if you'll require a visa for Oakville. Get familiar with the application process, including any required documentation, fees and turnaround times. Start your application well in advance to allow plenty of time for processing. Some visas can take weeks or even months to obtain, depending on the country and time of year.
What should I wear on my Oakville holiday?
First, consider the types of activities you'll be doing during your holiday in Oakville and take versatile pieces that you can easily mix and match. For fashion inspiration or even information on dress codes, look up a few style blogs or relevant social media accounts. Daytime temperatures during January, Oakville's coolest month, are around -3ºC. July marks this destination's warmest month when average temperatures reach 22ºC. Our advice? Take the guesswork out of what to pack and check the local weather forecast.
What does an Expedia Oakville holiday include?
Flights, hire cars and hotels — we have them covered. With Expedia, you can create your Oakville package the way you like it. All you have to do is determine just what you need. Once you've made your booking, why not add fun things like activities and tours? The more you bundle, the bigger your savings! Private holiday homes and apartments are two sought-after property types in Oakville. No matter your group size or holiday style, you can count on Expedia for the freedom to personalise your next big adventure.
Does Expedia offer Book Now, Pay Later Oakville holidays?
We do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply choose the payment plan that works for you during the checkout process and take the stress out of budgeting for your next trip. Don't forget to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your buck. Browse our flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month works for you, Klarna can help. Paying in multiple instalments will make your getaway dreams come true.
  • No-deposit holidays: If not paying ahead of time for your trip makes pressing that "book now" button easier, consider a no-deposit holiday plan with Klarna so you can Book Now, Pay Later!

Can I choose my airline with an Oakville Expedia holiday?
You sure can. Expedia has access to more than 400 partner airlines around the world, so pick the carrier that matches your budget needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.