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.
151 Dan Leckie Way

151 Dan Leckie Way

2.5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Jan. 28 - Feb. 2
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.4/10 Exceptional! (176 reviews)
It is close to Downtown Toronto and within walking distance of the CN Tower and the aquarium. The suite includes a kitchen, making it convenient for regular cooking.

Reviewed on Dec. 21, 2024

RivetStays - The Atmos

RivetStays - The Atmos

4 out of 5
Downtown Toronto
per person
Feb. 28 - Mar. 4
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
8.8/10 Excellent! (186 reviews)
Spacious, washer/dryer in suite, quiet didn’t hear any neighbours, smellled fresh

Reviewed on Dec. 10, 2024

Park Hyatt Toronto

Park Hyatt Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Jan. 28 - Feb. 2
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.2/10 Wonderful! (1,000 reviews)
The staff and location was perfect. First time staying in the area and would def come back.

Reviewed on Dec. 6, 2024

Luxury WaterFront View & Free Parking

Luxury WaterFront View & Free Parking

3 out of 5
Downtown Toronto
Save 100% on your flight
per person
Jan. 28 - Feb. 2
found 5 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9/10 Wonderful! (32 reviews)
We stayed for several days due to being in town for the Taylor Swift concert. The location was perfect in proximity to the concert venue. I was small and simple but perfect for needs. We really appreciated the hospitality and communication with the owner. The parking deck was a little complicated but it worked out well and was easy once parked. The elevator opened pretty much at the front door of the condo. We didn’t have any issues and would stay again.

Reviewed on Nov. 26, 2024

The Fairview Downtown

The Fairview Downtown

2 out of 5
Downtown Toronto
Save 100% on your flight
per person
Jan. 28 - Feb. 2
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
7.4/10 Good! (29 reviews)
Great view, close to everything

Reviewed on Dec. 2, 2024

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

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 $153 per night from Dec. 26 to Dec. 27
CA $153
per night
Dec. 26 - Dec. 27
8/10 Very Good! (9,975 reviews)
"Access was not easy, gates closed"

Reviewed on Dec. 20, 2024

Chelsea Hotel, Toronto
One King West Hotel & Residence
One King West Hotel & Residence
4 out of 5
1 King Street West, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Dec. 23 to Dec. 24
CA $140
per night
Dec. 23 - Dec. 24
9/10 Wonderful! (8,910 reviews)
"Appropriately priced and within a short walk to St Michael’s Hospital. Also convenient location to restaurants and shopping."

Reviewed on Dec. 19, 2024

One King West Hotel & Residence
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 $215 per night from Dec. 23 to Dec. 24
CA $215
per night
Dec. 23 - Dec. 24
8.8/10 Excellent! (5,800 reviews)
Memorable Stay
"We had a lovely greeting at check-in. They kindly upgraded us at no cost because it was our anniversary. The room was very comfortable. Very nice!"

Reviewed on Dec. 19, 2024

Fairmont Royal York
See all 4,089 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?
You can pick up a vacation package to this popular destination from CA $475 on Expedia. However, how much your vacation 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 vacation 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 vacation, 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 neighborhoods like Sheridan and Clearview. If you’ve got some time to spare, include a day trip or tour in your Oakville vacation itinerary.
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 vacation as a package?
Expedia vacation 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 personalized Oakville vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Oakville?
If you have your Oakville vacation 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 personalized Oakville vacation package.

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 fascinating museums 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
Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower

Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower

CA $99
per adult
100% of travellers recommend
Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower
Niagara-on-the-Lake & Wine Tasting

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

CA $129
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.