Oakville Vacations
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Find the Best Oakville Vacation Packages
Oakville Hotel Deals
Monte Carlo Inn Oakville Suites
374 South Service Rd E Oakville ON
Fully refundableReserve now, pay when you stay
₩120,757
₩141,914 total
Sep 20 - Sep 21
includes taxes & fees
8/10 Very Good! (2,184 reviews)
"Bathroom needs to be renovated, the tub was old and peeling, the wallpaper was peeling off the wall. Carpet in the room was musty and smelled. Tile or hardwood floors in the rooms would be better and easier to keep clean."
Reviewed on Aug 23, 2026
Sandman Hotel Oakville
3451 South Service Road West Oakville ON
Fully refundableReserve now, pay when you stay
₩133,950
₩159,693 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (2,460 reviews)
"Good location, very clean lots of place to shop and night clubs also restaurants close by I recommend people to stay there good stuff"
Reviewed on Aug 24, 2026
Chelsea Hotel, Toronto
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
₩230,283
₩275,833 total
Sep 7 - Sep 8
includes taxes & fees
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.
Stay 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 Course
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 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.
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.
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.
Gairloch Gardens
8.6/10 (29 reviews)
This lakeside sanctuary blends landscaped gardens with contemporary art exhibitions at Oakville Galleries. Stroll flower-lined paths to Lake Ontario vistas while exploring art installations in the historic estate.
iFLY Toronto Oakville
8.0/10 (75 reviews)
Experience the thrill of freefall in a vertical wind tunnel at iFLY Oakville, a safe alternative to traditional skydiving. Certified instructors guide your flight as you float on a cushion of air.
Frequently asked questions
How much does an Oakville vacation package cost?
You can pick up a vacation package to this popular destination 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?
- 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.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
