Oakville Vacations from $467
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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.
The Latest Oakville vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Toronto
Downtown Toronto
$941
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (4,956 reviews)
The location was great and the staff were great but the inability to get food or have a restaurant or a lounge or even a place to really work was nonexistent room service is zero the phone down to the front desk is an old rotary phone and every time I called it was say it was busy I couldn't get through but the staff was incredibly helpful location was easy to go out and find restaurants etc. so the other thing was it had a remote control for the TV that took an engineer to try and figure out out and even their Engineer couldn't figure out certain things good luck turning up the volume or changing a channel lol
Reviewed on Oct 25, 2026
Beach Club by Beach1 Motel
$516
per person
Dec 4 - Dec 7
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
7.2/10 Good! (234 reviews)
We booked through expedia and when we went there they said we unfortunately overbooked and sent us to an extremely bad motel.
Reviewed on Oct 21, 2026
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See all available trips from Pretty Prairie to Oakville
View all tripsStay near popular Oakville attractions
Coronation Park
8.4/10 (114 reviews)
Coronation Park offers a serene lakefront escape with expansive green spaces and mature trees along Lake Ontario. Families can enjoy the accessible playground, splash pad, and picnic areas with waterfront views.
Glen Abbey Golf Club
7.8/10 (90 reviews)
Designed by Jack Nicklaus, this iconic course has hosted Canada's national golf championship multiple times. Walk the same fairways as golf legends while enjoying views of the scenic Sixteen Mile Creek.
Oakville Entertainment Centrum
8.6/10 (118 reviews)
This vibrant entertainment complex offers diverse family-friendly activities under one roof. Enjoy the latest films at Cineplex, challenge friends at Dave & Buster's arcade, or play glow-in-the-dark mini-golf.
Kerr Village
8.2/10 (86 reviews)
Kerr Village captivates with its eclectic mix of independent shops and global dining spots in a charming small-town setting. Explore the boutiques, savor international cuisine, and enjoy its vibrant seasonal festivals.
Oakville Centre for the Performing Arts
7.8/10 (84 reviews)
This intimate venue hosts diverse shows from classical concerts to contemporary theater in the heart of Oakville. Arrive early to enjoy pre-show dining at nearby restaurants in downtown's cultural district.
Joshua Farm Gallery
6.6/10 (11 reviews)
You can spend time studying the exhibits at Joshua Farm Gallery during your travels in Oakville. Attend a sporting event while in this family-friendly area or simply enjoy the top-notch restaurants.
Cineplex Cinemas Winston Churchill
You can take time to visit Cineplex Cinemas Winston Churchill during your travels to Oakville. While you're here, you can savor the top-notch restaurants.
Bronte Heritage Park
7.6/10 (14 reviews)
Bronte Heritage Waterfront Park offers serene Lake Ontario views alongside a vibrant marina filled with sailboats. Stroll the shoreline paths or enjoy a picnic while watching the gentle waves lap against the harbor.
What to do in Oakville
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
$50
per adult
84% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
$33
per adult
94% of travellers recommend
Toronto: Casa Loma Entry Ticket
$32
per adult
90% of travellers recommend
Oakville Hotel Deals
Sandman Hotel Oakville
3451 South Service Road West Oakville ON
Fully refundableReserve now, pay when you stay
$95 nightly
$112 total
Nov 8 - Nov 9
Total with taxes and fees
8.8/10 Excellent! (2,597 reviews)
"Clean"
Reviewed on Oct 25, 2026
Holiday Inn Toronto Downtown Centre by IHG
30 Carlton Street Toronto ON
Fully refundable
$138 nightly
$165 total
Nov 1 - Nov 2
Total with taxes and fees
8.6/10 Excellent! (6,720 reviews)
"Our stay was fantastic. Room was very clean & staff was great; they followed up with us as soon as we got settled. Great location; lots of restaurants close by!"
Reviewed on Oct 26, 2026
Chelsea Hotel, Toronto
22 Elm St Toronto ON
Fully refundableReserve now, pay when you stay
$151 nightly
$181 total
Nov 15 - Nov 16
Total with taxes and fees
8.8/10 Excellent! (2,603 reviews)
"There was a bird rotting on the balcony next to us. Bird droppings all over the balconies. Balcony door wasn’t sealed very well. It almost sounded like our bed was placed right on Young Street’s sidewalk. Room was cold/no heat, staff had only one solution which was a portable heater and more blankets. ..."
Reviewed on Oct 26, 2026
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.
Find the Best Oakville Vacation Packages
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 |
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Frequently asked questions
How much does an Oakville vacation package cost?
You can pick up a vacation package to this popular destination from $467 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 usually find reduced prices and better availability in December, January and February. Take a look at our cheap Oakville vacation packages and you could get some great off-season discounts.
How many days is enough for Oakville?
To fully enjoy an Oakville vacation, we suggest staying for 2 days. Split your time between visiting Canadian Golf Hall Of Fame, Cameron's Brewing Company and other major sights, on top of experiencing neighborhoods like Clearview and Bronte. If you've got some spare time, include a day trip or tour in your Oakville vacation itinerary.
Is it worth booking a vacation package to Oakville?
Oakville offers everything you need for an amazing getaway. Begin your Oakville vacation on a high note by exploring popular 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?
- Choose when to go: Check your diary and get your bags packed. Your preferred season and the activities available will also help you decide when to visit Oakville.
- Budget wisely: In addition to the cost of your hotel, you should consider other expenses. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that may come up during your trip to Oakville.
- Organize your Oakville getaway with our trip planning tool: Search for and book stays and activities all in one place. You can also collaborate with your group to plan an unforgettable trip to Oakville together.
- Determine how many days away: Start by compiling a list of the attractions and activities you'd like to get to in Oakville. Then, estimate how long you'll need at each, as well as any travel time.
- 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.
- Book experiences or activities in advance: Whether it's a ticket to a big attraction or a day trip, you won't have to worry about missing out on Oakville's highlights. Find all the exciting things to do in Oakville in Oakville with our dedicated travel guide.
Does Expedia offer Book Now, Pay Later Oakville vacation packages?
If you're like us, you love discovering new places but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Oakville break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
Explore a world of travel with Expedia
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- Canada Permanent Building
- Metro Toronto Convention Centre
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- Gairloch Gardens
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
