Oakville Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Oakville Vacation

With everything organized before you set off, our Oakville vacation packages let you simply focus on vacationing! 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 vacation is only a few clicks away with Expedia.

Top Oakville Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Harbourfront 2 Bed Suites

Harbourfront 2 Bed Suites

2.5 out of 5
Downtown Toronto
per person
Dec. 25 - Jan. 1
found 10 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
8/10 Very Good! (96 reviews)
Great location! Clean condo and super helpful property manager when we had questions.

Reviewed on Nov. 21, 2024

151 Dan Leckie Way

151 Dan Leckie Way

2.5 out of 5
Downtown Toronto
per person
Dec. 27 - Jan. 3
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Toronto (YYZ)
9.4/10 Exceptional! (146 reviews)
property was beautiful ! clean, classy and courteous staff. i ran a bit after the time i said i would for check in. however they were very accommodating and even met me at my car to escort me to my parking spot in the garage . the parking lot was a bit of a maze but i figured it out. i would and will stay again very soon! thank you for the gift card!

Reviewed on Nov. 21, 2024

Yorkville Modern 1 Bedroom Suite Toronto

Yorkville Modern 1 Bedroom Suite Toronto

3.5 out of 5
Old Toronto
Save 100% on your flight
per person
Dec. 25 - Jan. 1
found 10 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
7.6/10 Good! (8 reviews)
It was very convenient and comfortable,

Reviewed on Apr. 27, 2024

Luxury WaterFront View & Free Parking

Luxury WaterFront View & Free Parking

3 out of 5
Downtown Toronto
Save 100% on your flight
per person
Feb. 3 - Feb. 10
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9/10 Wonderful! (26 reviews)
The pullout soda was impossible to sleep on. Every spring could be felt. It cannot be counted as a place to sleep. Otherwise the condo was a bit run down - for example obviously tried to cover over where someone punched a hole in a door. We waited for the elevator for 20 minutes on Saturday morning. Plan for extra time if you’re trying to get somewhere. The location was great.

Reviewed on Nov. 21, 2024

Elegant Suites - CN Tower & Lake View

Elegant Suites - CN Tower & Lake View

4 out of 5
Downtown Toronto
Save 100% on your flight
per person
Feb. 3 - Feb. 10
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
7.8/10 Good! (28 reviews)
Great location, fairly quiet. Owners were very detailed with check in and check out process and quick to respond to questions.

Reviewed on Oct. 11, 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

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

4/5(54 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

Ready to book your vacation to Oakville?

 

Choose your dates

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 CA $103 per night from Nov. 28 to Nov. 29
CA $103
CA $122 total
includes taxes & fees
Nov 28 - Nov 29
7.8/10 Good! (1,223 reviews)
"Convenient snd comfortable"

Reviewed on Nov. 18, 2024

Monte Carlo Inn Oakville Suites
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 CA $167 per night from Dec. 22 to Dec. 23
CA $167
CA $200 total
includes taxes & fees
Dec 22 - Dec 23
8/10 Very Good! (9,669 reviews)
"Good solid convenient hotel - the Swifties livened it up a bit"

Reviewed on Nov. 21, 2024

Chelsea Hotel, Toronto
Fairmont Royal York
Fairmont Royal York
4 out of 5
100 Front St West, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is CA $242 per night from Dec. 14 to Dec. 15
CA $242
CA $290 total
includes taxes & fees
Dec 14 - Dec 15
8.8/10 Excellent! (5,675 reviews)
"The most amazing part was our room, check in was easy and the different places to hang out inside this hotel were tremendous, so posh and exquisite decore, we felt very welcomed and comfortable. Will be back and maybe will try out the pool next time, didn't get this this time."

Reviewed on Nov. 18, 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family 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 CA $1,041. 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

CN Tower featuring a city, a high-rise building and night scenes

CN Tower

4.5/5(2,239 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
Rogers Centre

Rogers Centre

4.5/5(1,156 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
Scotiabank Arena

Scotiabank Arena

4.5/5(1,694 reviews)

Catch an event at Scotiabank Arena during your trip to Toronto. Experience the acclaimed art scene and entertainment choices in this vibrant area.

Scotiabank Arena

What to do in Oakville

Horseshoe Falls

Niagara Falls Day Tour from Toronto

CA $99
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

CA $70
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

CA $97
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.