Oakville Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Where to stay in Oakville

Find the best Oakville areas and neighborhoods for the activities you enjoy most. Learn more about Oakville
Default Image

Bronte

1 out of top 10 points of interest in this area

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

Find hotels in Bronte

Top hotels in Oakville

Union Hotel
Union Hotel
3 out of 5
60 York St, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is S$251 per night from 17 Apr to 18 Apr
S$251
includes taxes & fees
17 Apr - 18 Apr
9.2/10 Wonderful! (162 reviews)
"Absolutely fantastic stay. Room was immaculate, well played out for a small space. Very clean. The lobby area is very relaxing and has a cafe. Bardi’s steakhouse is right next door. Will definitely stay again."

Reviewed on 12 Apr, 2025

Union Hotel
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 S$210 per night from 20 Apr to 21 Apr
S$210
includes taxes & fees
20 Apr - 21 Apr
8.2/10 Very Good! (3,907 reviews)
"Great downtown location, walkable to many places easy transportation. Room was small but well laid out, great amenities in the bathroom like a toothbrush and toothpaste which was awesome as we were out of toothpaste. Great for one night."

Reviewed on 12 Apr, 2025

Holiday Inn Toronto Downtown Centre by IHG
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$212 per night from 21 Apr to 22 Apr
S$212
includes taxes & fees
21 Apr - 22 Apr
8/10 Very Good! (10,978 reviews)
"in the heart of downtown everything you could need in 5 minute walk or less"

Reviewed on 11 Apr, 2025

Chelsea Hotel, Toronto
See all 4,351 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
74% of travellers recommend
Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower
Horseshoe Falls

Niagara Falls Day Tour from Toronto

S$76
per adult
96% of travellers recommend
Niagara Falls Day Tour from Toronto
Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

S$44
per adult
96% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
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.