Oakville Vacation Packages

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Your Oakville Vacation

With everything organized before you set off, our Oakville vacation packages let you simply focus on vacationing! One place to base yourself in this captivating city is Port Credit, which is great for watersports and walking. Fill up your itinerary with tours of University of Toronto Mississauga, Sheridan College and Bronte Creek Provincial Park, some of the things you shouldn't miss during a trip to Oakville. Don't delay visiting this destination any longer. The ultimate Oakville vacation is only a few clicks away with Expedia.

Where to stay in Oakville

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

Ready to book your vacation to Oakville?

 

Choose your dates

Oakville Hotel Deals

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 CA $105 per night from Jan. 26 to Jan. 27
CA $105
CA $123 total
includes taxes & fees
Jan 26 - Jan 27
7.8/10 Good! (1,327 reviews)
"Meh"

Reviewed on Jan. 17, 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 CA $167 per night from Feb. 21 to Feb. 22
CA $167
CA $200 total
includes taxes & fees
Feb 21 - Feb 22
8/10 Very Good! (10,259 reviews)
"Friendly staff, very convenient location"

Reviewed on Jan. 21, 2025

Chelsea Hotel, Toronto
One King West Hotel & Residence
One King West Hotel & Residence
4 out of 5
1 King Street West, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is CA $215 per night from Jan. 24 to Jan. 25
CA $215
CA $258 total
includes taxes & fees
Jan 24 - Jan 25
9/10 Wonderful! (9,222 reviews)
"Was a little disappointed this time around. Had to mention to the front desk about my VIP voucher. Also, went to use the hot tub and couldn’t find any towels. Found plenty of used wet towels lying around the hot tub area and in the change room."

Reviewed on Jan. 19, 2025

One King West Hotel & Residence
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 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.

Discover the most popular places to visit in Oakville

What to do in Oakville

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