Oakville Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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

Monte Carlo Inn Oakville Suites
Monte Carlo Inn Oakville Suites
3 out of 5
374 South Service Rd E, Oakville, ON
Fully refundable
The price is NZ$149 per night from 1 Dec to 2 Dec
NZ$149
includes taxes & fees
1 Dec - 2 Dec
7.8/10 Good! (1,229 reviews)
"Convenient snd comfortable"

Reviewed on 18 Nov. 2024

Monte Carlo Inn Oakville Suites
Chelsea Hotel, Toronto
Chelsea Hotel, Toronto
4 out of 5
33 Gerrard St W, Toronto, ON
The price is NZ$246 per night from 24 Dec to 25 Dec
NZ$246
includes taxes & fees
24 Dec - 25 Dec
8/10 Very Good! (9,696 reviews)
"Everything was great"

Reviewed on 23 Nov. 2024

Chelsea Hotel, Toronto
Fairmont Royal York
Fairmont Royal York
4 out of 5
100 Front St West, Toronto, ON
The price is NZ$356 per night from 15 Dec to 16 Dec
NZ$356
includes taxes & fees
15 Dec - 16 Dec
8.8/10 Excellent! (5,676 reviews)
Royal York Visit
"We are repeat visitors to the Royal York and as usual we’re not disappointed. We were fortunate to arrive same day as the tree lighting and holiday kick off festivities. The hotel was a Christmas wonderland and the decorations all very tastefully designed. The room very comfortable and clean, we ..."

Reviewed on 22 Nov. 2024

Fairmont Royal York
See all 4,010 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?
Get set to book, because a getaway to Oakville starts from an affordable . When you bundle your flights, hotels and car rentals into a package, you’ll pick up the best bargains.
How do I get a cheap travel package to Oakville?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, rental cars, flights and activities — we’ve got them all. Select a combination that suits you and watch your savings grow. Of course, a package deal is never one-size-fits-all. That’s why Expedia offers over 550 air carriers and 1 000 000 hotels from all over the world, which lets you customize your Oakville getaway.
Where should I stay in Oakville?
With so much to explore in Oakville, we recommend you book a hotel close to its attractions. Sheridan College, Glen Abbey Golf Course and iFLY Toronto Oakville are some top ones to add to your itinerary.
What are the top hotels in Oakville?
Many people visiting Oakville often stay in West Oakville. Hilton Garden Inn Toronto/Oakville and Sandman Hotel Oakville are popular options in this neighbourhood. But it’s not the only happening place in town! Bronte is also a terrific area and where you’ll find Hilton Garden Inn Toronto/Oakville and Waterfront Hotel Downtown Burlington.
How far in advance should I book my Oakville holiday?
Search Expedia to compare airfares as early as possible. You can normally purchase a seat up to a year in advance. If you don’t see your preferred carrier, or you’re booking late, don’t stress. Low prices to Oakville sometimes appear within weeks of departure.
What does an Expedia Oakville travel package include?
Rental cars, hotels and flights, or any combination of them — it’s up to you! Whether you’re visiting Oakville with the family or travelling by yourself, there’s a bundle to suit every budget and style. Once you’ve made your booking, why not add on a couple of tours or activities?
What should I know before booking an Oakville travel package?
Find deals to suit your budget with an Expedia package. Hotels, flights, rental cars — we have everything you need to plan your break. You’ll save a packet just for combining your bookings. Whether you’re going on a snow and ski adventure or kicking back on a warm beach, your perfect holiday is only clicks away.
Can I choose my airline with an Oakville Expedia holiday package?
The choice is all yours! Expedia has access to more than 550 airlines throughout the world, so you can design your Oakville escape according to your style and budget.
If I'm not able to travel, can I cancel my Oakville holiday package?
Plans can change in a flash, so yes. You may be able to cancel or alter your Oakville holiday package for free within 24 hours of booking. For older bookings, you can still make the necessary changes, but your hotel, car rental company or airline may impose a charge. Looking for more information? Have a look at our Customer Service Portal. We’re here to help make sure your trip goes off without a hitch.

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$121
Per adult
96% of travellers recommend
Niagara Falls Day Tour from Toronto
Toronto Hop-On Hop-Off Bus Tour & Free Harbour Cruise

City Sightseeing Toronto Hop-On Hop-Off Bus Tour

NZ$85
Per adult
84% of travellers recommend
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
Niagara-on-the-Lake & Wine Tasting

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

NZ$158
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.