Oakville Holidays

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Oakville Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Town Inn Suites Hotel

Town Inn Suites Hotel

3.5 out of 5
Downtown Toronto
per person
31 Aug - 4 Sept
found 9 hours ago
Return flight included
Halifax (YHZ) to Toronto (YYZ)
8.4/10 Very Good! (3,107 reviews)
Everything was perfect, Just waiting for my 100 cad pf the hold

Reviewed on 16 Jul, 2025

The Sutton Place Hotel Toronto

The Sutton Place Hotel Toronto

4.5 out of 5
Downtown Toronto
Save 100% on your flight
per person
31 Aug - 4 Sept
found 9 hours ago
Return flight included
Halifax (YHZ) to Toronto (YYZ)
9.6/10 Exceptional! (2,552 reviews)
My new favourite hotel in Toronto. Everything was top notch, from staff to facilities. Fantastic part of Toronto for a mini break. Can’t wait to go back.

Reviewed on 15 Jul, 2025

One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Downtown Toronto
Save 100% on your flight
per person
31 Aug - 4 Sept
found 9 hours ago
Return flight included
Halifax (YHZ) to Toronto (YYZ)
9.2/10 Wonderful! (10,479 reviews)
I would absolutely stay here again. The staff were able to accommodate early check in and we even got a room upgrade!

Reviewed on 14 Jul, 2025

Hotel Victoria

Hotel Victoria

3 out of 5
Downtown Toronto
Save 100% on your flight
per person
31 Aug - 4 Sept
found 9 hours ago
Return flight included
Halifax (YHZ) to Toronto (YYZ)
8.4/10 Very Good! (1,126 reviews)
Great price and decent room too

Reviewed on 14 Jul, 2025

The Omni King Edward Hotel

The Omni King Edward Hotel

4.5 out of 5
Downtown Toronto
Save 100% on your flight
per person
31 Aug - 4 Sept
found 9 hours ago
Return flight included
Halifax (YHZ) to Toronto (YYZ)
9.6/10 Exceptional! (1,982 reviews)
Great hotel, great staff

Reviewed on 16 Jul, 2025

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

If you're spending some time in Bronte, Lake Ontario and Bronte Harbour are top sights worth seeing.

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 S$243 per night from 4 Aug to 5 Aug
S$243
4 Aug - 5 Aug
includes taxes & fees
8.2/10 Very Good! (11,634 reviews)
"great experience"

Reviewed on 15 Jul, 2025

Chelsea Hotel, Toronto
Fairmont Royal York

Fairmont Royal York

4 out of 5
100 Front St West, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is S$423 per night from 20 Jul to 21 Jul
S$423
20 Jul - 21 Jul
includes taxes & fees
8.8/10 Excellent! (6,848 reviews)
"Thank you for celebrating my birthday; you made me feel special in every way. Valet Park is definitely the perfect place to stay when you need to be downtown for 24 hours."

Reviewed on 15 Jul, 2025

Fairmont Royal York
Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

3.5 out of 5
30 Carlton Street, Toronto, ON
The price is S$288 per night from 20 Jul to 21 Jul
S$288
20 Jul - 21 Jul
includes taxes & fees
8.4/10 Very Good! (4,280 reviews)
"Location is very good."

Reviewed on 14 Jul, 2025

Holiday Inn Toronto Downtown Centre by IHG
See all 4,396 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

4.5/5(61 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
CN Tower which includes a city, skyline and a skyscraper

CN Tower

4.5/5(179 reviews)

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

CN Tower
Canada's Wonderland

Canada's Wonderland

4/5(12 reviews)

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

S$88
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

S$93
per adult
90% of travellers recommend
Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower
Niagara Falls Day Tour from Toronto with Buffet Lunch

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

S$130
per adult
84% of travellers recommend
Niagara Falls all inclusive tour with skip-the-line boat and lunch
See all activities in Oakville

Frequently asked questions

How much does an Oakville holiday package cost?
You can pick up a holiday package to this popular destination from S$800 on Expedia. However, how much your holiday 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 holiday 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 holiday, 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 neighbourhoods like Sheridan and Clearview. If you've got some time to spare, include a day trip or tour in your Oakville holiday itinerary.
Is it worth booking a holiday package to Oakville?
Oakville has everything you need for a wonderful getaway. Get your Oakville holiday 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 holiday as a package?
Expedia holiday 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 personalised Oakville holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Oakville?
If you have your Oakville holiday 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 personalised Oakville holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.