Oakville Vacation Packages

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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.
Canopy By Hilton Toronto Yorkville

Canopy By Hilton Toronto Yorkville

4.5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Jul. 3 - Jul. 7
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.4/10 Exceptional! (797 reviews)
I really enjoyed my time staying here, the next time I come to Toronto I will definitely be coming back to stay!

Reviewed on Apr. 15, 2025

Park Hyatt Toronto

Park Hyatt Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
per person
May 15 - May 20
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.2/10 Wonderful! (1,003 reviews)
Hotel team is positive and stay was excellent. Fitness facility was clean and spacious. Room is well appointed and modern. The team could check on some of the equipment as apparently a bike and elliptical were not functioning.

Reviewed on Mar. 5, 2025

Prestige Yorkville Suites

Prestige Yorkville Suites

2 out of 5
Old Toronto
Save 100% on your flight
per person
Jun. 27 - Jul. 2
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
No reviews
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Jun. 27 - Jul. 2
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.6/10 Exceptional! (462 reviews)
The English guy a reception was Fab

Reviewed on Apr. 12, 2025

Spacious 4-Bedroom Retreat

Spacious 4-Bedroom Retreat

3 out of 5
Save 100% on your flight
per person
Jul. 10 - Jul. 14
just found
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
No reviews

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(54 area reviews)

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

Find hotels in Bronte

Ready to book your vacation to Oakville?

 

Choose your dates

Oakville Hotel Deals

Union Hotel
Union Hotel
3 out of 5
60 York St, Toronto, ON
The price is CA $191 per night from Apr. 16 to Apr. 17
CA $191
CA $229 total
includes taxes & fees
Apr 16 - Apr 17
9.2/10 Wonderful! (160 reviews)
Great place
"Beautiful and cozy place. Bed was super comfortable too."

Reviewed on Apr. 12, 2025

Union Hotel
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 CA $179 per night from Apr. 20 to Apr. 21
CA $179
CA $214 total
includes taxes & fees
Apr 20 - Apr 21
8.2/10 Very Good! (3,908 reviews)
"Great downtown location, walkable to many places easy transportation. Room was small but well laid out, great amenities in the bathroom like a toothbrush and toothpaste which was awesome as we were out of toothpaste. Great for one night."

Reviewed on Apr. 12, 2025

Holiday Inn Toronto Downtown Centre by IHG
Chelsea Hotel, Toronto
Chelsea Hotel, Toronto
4 out of 5
33 Gerrard St W, Toronto, ON
The price is CA $186 per night from Apr. 21 to Apr. 22
CA $186
CA $223 total
includes taxes & fees
Apr 21 - Apr 22
8/10 Very Good! (11,001 reviews)
"It was in a convenient area - rooms were very clean and staff was very friendly. The family area is great for kids as well!"

Reviewed on Apr. 14, 2025

Chelsea Hotel, Toronto
See all 4,341 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 $887 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.
Is it worth booking a vacation package to Oakville?
Oakville has everything you need for a wonderful getaway. Get your Oakville vacation off to a flying start by checking out top attractions like Glen Abbey Golf Course.
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
Canada's Wonderland

Canada's Wonderland

4/5(790 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

Horseshoe Falls

Niagara Falls Day Tour from Toronto

CA $80
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
74% of travellers recommend
Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower
Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

CA $46
per adult
96% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
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.