Oakville Vacations from $850

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Your Oakville Vacation

Come and experience this wonderful city for yourself with an Oakville vacation package. Think about basing yourself in the neighborhood of Port Credit, which is great for watersports and walking, and your time here is bound to be unforgettable. If taking in sights is on the cards during your trip to Oakville, look around top attractions like University of Toronto Mississauga, Sheridan College and Bronte Creek Provincial Park. No matter your travel plans or the size of your budget, putting together the ultimate tailored Oakville vacation is easy with Expedia.

The Latest Oakville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Jul 12 - Jul 17
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (305 reviews)
Nice enough hotel and very friendly staff. I would probably go elsewhere next time due to the food choices and prices. All in all though it was a great weekend.

Reviewed on May 1, 2024

RivetStays - The Atmos

RivetStays - The Atmos

4 out of 5
Downtown Toronto
Save 100% on your flight
per person
Aug 2 - Aug 6
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
9/10 Wonderful! (73 reviews)
The place is cozy although the poor curtain situation makes it hard to sleep in the morning (too much light coming in!). At arrival, the security staff downstairs was overwhelmed by the many people checking in and every client seemed to have a problem with their room. I showed up on time as prescribed in the communication email but had to wait 30 min for the room to be released (the cleaning wasn't done, I was told). But overall, I was pleased by the location

Reviewed on May 1, 2024

Park Hyatt Toronto

Park Hyatt Toronto

5 out of 5
Old Toronto
Save 100% on your flight
per person
Jul 12 - Jul 17
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (1,137 reviews)
This was the best hotel. I've stayed at several other Hyatt properties and this staff was the most accommodating, the most helpful, and the most eager. Truly, the greatest experience during my time at Hyatt Park.

Reviewed on Apr 22, 2024

Bisha Hotel Toronto

Bisha Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Jul 12 - Jul 17
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (983 reviews)
Super friendly and excellent service! Highly recommended

Reviewed on May 5, 2024

The Sutton Place Hotel Toronto

The Sutton Place Hotel Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
per person
Jun 16 - Jun 20
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (2,064 reviews)
Great hotel. Will stay there again

Reviewed on May 10, 2024

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
4/5(14 area reviews)

While visiting Bronte, you might make a stop by sights like Lake Ontario and Bronte Heritage Park.

Find hotel + flight trips in Bronte

Oakville Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Pearson Intl. Airport (YYZ)
Population
165,700
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Living Arts Centre, Oakville Centre for the Performing Arts and Playdium

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 $115 per night from May 19 to May 20
$115
$138 total
includes taxes & fees
May 19 - May 20
7.8/10 Good! (6,844 reviews)
Chelsea weekend business trip
"Great location near the convention center and old downtown Toronto. The surrounding area had plenty of restaurants and felt safe to walk around, even at night. The building itself is a little old, but the staff was very friendly and the premises were clean"

Reviewed on May 10, 2024

Chelsea Hotel, Toronto
Cambridge Suites Toronto
Cambridge Suites Toronto
4 out of 5
15 Richmond St E, Toronto, ON
The price is $182 per night from May 16 to May 17
$182
$218 total
includes taxes & fees
May 16 - May 17
9/10 Wonderful! (5,827 reviews)
"Close to hospital"

Reviewed on May 8, 2024

Cambridge Suites Toronto
Holiday Inn Toronto Downtown Centre, an IHG Hotel
Holiday Inn Toronto Downtown Centre, an IHG Hotel
3.5 out of 5
30 Carlton Street, Toronto, ON
Fully refundable
The price is $167 per night from May 19 to May 20
$167
$200 total
includes taxes & fees
May 19 - May 20
8/10 Very Good! (3,083 reviews)
"Everything"

Reviewed on May 9, 2024

Holiday Inn Toronto Downtown Centre, an IHG Hotel
See all 3,617 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Oakville vacation package cost?
Get set to book, because a getaway to Oakville starts from an affordable $850. 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 neighborhood. 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 vacation?
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 traveling 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 vacation is only clicks away.
Can I choose my airline with an Oakville Expedia vacation 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 vacation package?
Plans can change in a flash, so yes. You may be able to cancel or alter your Oakville vacation 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

Image for Rogers Centre

Rogers Centre

4.5/5(661 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
Image for CN Tower

CN Tower

4.5/5(1,736 reviews)

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
Image for Canada's Wonderland

Canada's Wonderland

4/5(280 reviews)

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

Image for Niagara Falls Day Tour from Toronto

Niagara Falls Day Tour from Toronto

$73
Per adult
98% of travellers recommend
Niagara Falls Day Tour from Toronto
Image for City Sightseeing Toronto Hop-On Hop-Off Bus Tour

City Sightseeing Toronto Hop-On Hop-Off Bus Tour

$50
Per adult
82% of travellers recommend
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
Image for Fall for Niagara Tour

Fall for Niagara Tour

$66
Per adult
Fall for Niagara Tour
See all activities in Oakville

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.