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.
Hotel Victoria

Hotel Victoria

3 out of 5
Downtown Toronto
Save 100% on your flight
per person
Jun. 5 - Jun. 10
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
8.2/10 Very Good! (1,001 reviews)
Clock radio did not work. TV would not turn off (kept turning back on, had to unplug). Could not get a second washcloth. Room is old and tired looking. Location is great, room is not.

Reviewed on Mar. 26, 2025

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Apr. 25 - May 2
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.6/10 Exceptional! (462 reviews)
Beautiful rooms, wonderful dining options, restaurants and room service ... best shower in a hotel I've ever had! Forgot to take note of the fixture ... I want one for home ;)

Reviewed on Mar. 25, 2025

GLOBALSTAY. Maple Leaf Square

GLOBALSTAY. Maple Leaf Square

3.5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Jun. 5 - Jun. 10
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
7.6/10 Good! (413 reviews)
Check-in instructions don't mention that you MUST check in with security or you can't get onto your floor.

Reviewed on Feb. 4, 2025

Union Hotel

Union Hotel

3 out of 5
Downtown Toronto
Save 100% on your flight
per person
Jun. 5 - Jun. 10
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.2/10 Wonderful! (43 reviews)
for us it washoe close it was to the train station but the best was the pullows

Reviewed on Mar. 25, 2025

New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY

New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY

4 out of 5
Save 100% on your flight
per person
May 29 - Jun. 5
found 10 hours ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
8.6/10 Excellent! (15 reviews)
The property was easy to find. The space was plentiful for our group. However, the furnishings and bed were basic. There was no view and the noise from the highway was loud.

Reviewed on Jul. 7, 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

1 out of top 10 points of interest in this area

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

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 refundableReserve now, pay when you stay
The price is CA $141 per night from Apr. 21 to Apr. 22
CA $141
CA $169 total
includes taxes & fees
Apr 21 - Apr 22
8.2/10 Very Good! (3,778 reviews)
"Had a great time, would recommend!"

Reviewed on Mar. 26, 2025

Holiday Inn Toronto Downtown Centre by IHG
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 $169 per night from Mar. 27 to Mar. 28
CA $169
CA $203 total
includes taxes & fees
Mar 27 - Mar 28
8/10 Very Good! (10,894 reviews)
"The property was a great experience"

Reviewed on Mar. 24, 2025

Chelsea Hotel, Toronto
Union Hotel
Union Hotel
3 out of 5
60 York St, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is CA $224 per night from Apr. 20 to Apr. 21
CA $224
CA $268 total
includes taxes & fees
Apr 20 - Apr 21
9.2/10 Wonderful! (56 reviews)
"Extremely friendly staff and great atmosphere, the interior was very unique! Super great pricepoint too, especially for where it is! Staff went above and beyond for us, and everywere was very well kept and clean! Definitely will be staying here again."

Reviewed on Mar. 24, 2025

Union Hotel
See all 4,338 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 $1,068 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

Rogers Centre

Rogers Centre

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

CN Tower

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
Scotiabank Arena

Scotiabank Arena

Catch an event at Scotiabank Arena during your trip to Toronto. Experience the fascinating museums and acclaimed theater scene in this vibrant area.

Scotiabank Arena

What to do in Oakville

Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

CA $46
per adult
98% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Horseshoe Falls

Niagara Falls Day Tour from Toronto

CA $94
per adult
96% of travellers recommend
Niagara Falls Day Tour from Toronto
Tour in SUV

Private Niagara Falls Tour in a SUV

CA $225
per adult
Private Niagara Falls Tour in a SUV
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.