Oakville Holidays

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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

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

Monte Carlo Inn Oakville Suites
Monte Carlo Inn Oakville Suites
3 out of 5
374 South Service Rd E, Oakville, ON
Fully refundableReserve now, pay when you stay
The price is S$117 per night from 19 Jan to 20 Jan
S$117
includes taxes & fees
19 Jan - 20 Jan
7.8/10 Good! (1,318 reviews)
"Good place for the $$$"

Reviewed on 15 Jan,2025

Monte Carlo Inn Oakville Suites
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$174 per night from 2 Feb to 3 Feb
S$174
includes taxes & fees
2 Feb - 3 Feb
8/10 Very Good! (10,220 reviews)
"Elegant property with lots to see and do. I only wish I had stayed longer to enjoy more of it!!"

Reviewed on 17 Jan,2025

Chelsea Hotel, Toronto
One King West Hotel & Residence
One King West Hotel & Residence
4 out of 5
1 King Street West, Toronto, ON
The price is S$185 per night from 19 Jan to 20 Jan
S$185
includes taxes & fees
19 Jan - 20 Jan
9/10 Wonderful! (9,198 reviews)
"Best stay I ever had"

Reviewed on 16 Jan,2025

One King West Hotel & Residence
See all 4,197 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.

Frequently asked questions

How much does an Oakville holiday package cost?
You can pick up a holiday package to this popular destination 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.

Popular places to visit

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
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
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

Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower

Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower

S$94
per adult
100% of travellers recommend
Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower
Casa Loma: The Ultimate Castle Experience

Casa Loma: The Ultimate Castle Experience

S$94
per adult
80% of travellers recommend
Casa Loma: The Ultimate Castle Experience
Niagara-on-the-Lake & Wine Tasting

Niagara Falls, Niagara-on-the-Lake & Wine Tasting

S$123
per adult
Niagara Falls, Niagara-on-the-Lake & Wine Tasting
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. 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.