Oakville Trips (flight + hotel)

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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

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

Find hotels in Bronte

Top hotels in Oakville

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 P7,670 per night from Aug 17 to Aug 18
P7,670
P9,404 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (11,968 reviews)
"Comfortable beds, front desk staff could use some help. Couple of the reception ladies attempted to be nice but their bitchiness unfortunately overshadowed the effort. Almost enough to make me try a different hotel next time. Besides that the property and staff was incredible."

Reviewed on Aug 15, 2025

Chelsea Hotel, Toronto
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 P7,994 per night from Sep 1 to Sep 2
P7,994
P9,801 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (4,423 reviews)
"Great location we used the subway a lot. Clean rooms and great to have use of pool until 11pm. Staff poliet ans helpful. Good buffet breakfasts, we ate one night in restaurant and we all cleared our plates! Loved it!"

Reviewed on Aug 14, 2025

Holiday Inn Toronto Downtown Centre by IHG
DoubleTree by Hilton Hotel Toronto Downtown

DoubleTree by Hilton Hotel Toronto Downtown

4 out of 5
108 Chestnut St, Toronto, ON
The price is P9,700 per night from Aug 28 to Aug 29
P9,700
P11,893 total
Aug 28 - Aug 29
includes taxes & fees
8.8/10 Excellent! (5,036 reviews)
"Excellent"

Reviewed on Aug 14, 2025

DoubleTree by Hilton Hotel Toronto Downtown
See all 4,426 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.

Popular places to visit

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 night scenes, modern architecture and a high rise building

CN Tower

Easily the best view in town and some tasty bites to enjoy up top too.

CN Tower
Canada's Wonderland

Canada's Wonderland

A wonderland in every sense of the word, families of all sizes will enjoy the exciting array of rides on offer at this thrilling theme park.

Canada's Wonderland

What to do in Oakville

Horseshoe Falls

Niagara Falls Day Tour from Toronto

P3,966
per adult
96% of travellers recommend
Niagara Falls Day Tour from Toronto
Niagara Falls Day Tour from Toronto with Buffet Lunch

Niagara Falls all inclusive tour with skip-the-line boat and lunch

P5,877
per adult
88% of travellers recommend
Niagara Falls all inclusive tour with skip-the-line boat and lunch
Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

P1,955
per adult
90% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
See all activities in Oakville

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?

  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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.