Oakville Vacations from $663

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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.

The Latest Oakville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Waterside Inn

The Waterside Inn

3.5 out of 5
Port Credit
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.2/10 Very Good! (1,000 reviews)
Everything was great thanks They even provided a fan that we asked for

Reviewed on Sep 16, 2024

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Nov 4 - Nov 7
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (404 reviews)
Superb service &experience at the 1 Hotel Toronto

Reviewed on Sep 4, 2024

Canada Suites on Bay

Canada Suites on Bay

4 out of 5
Downtown Toronto
Save 100% on your flight
per person
Nov 24 - Dec 1
found 10 hours ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
8.4/10 Very Good! (273 reviews)
Everything was perfect ! Thank you so much !

Reviewed on Sep 10, 2024

Park Hyatt Toronto

Park Hyatt Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Nov 4 - Nov 7
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (1,001 reviews)
Wonderful spot! We were celebrating our 35th wedding anniversary and the hotel surprised us with a bottle of bubbly in the room and some chocolate covered strawberries! Would highly recommend:)

Reviewed on Sep 19, 2024

Homewood Suites by Hilton Toronto Mississauga

Homewood Suites by Hilton Toronto Mississauga

3 out of 5
Gateway
Save 100% on your flight
per person
Oct 20 - Oct 26
found 20 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
8.8/10 Excellent! (886 reviews)
This was a date weekend getaway for myself and my husband. We booked the jacuzzi/fireplace room with king bed. For the price we paid the room was phenominal. Exactly as advertised. Huge room with full kitchen, and jacuzzi tub with beautiful fireplace. The lobby was beautiful. But the staff were the icing on the cake. The 3 we had contact with were Kyra, Leo, and Carolyn. All of them were so friendly and wonderful. I would recommend this hotel in a heartbeat.

Reviewed on Sep 20, 2024

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
4/5(14 area reviews)

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

Find hotel + flight trips in Bronte

Oakville Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Pearson Intl. Airport (YYZ)
Population
165,700
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Living Arts Centre, Oakville Centre for the Performing Arts and Playdium

Ready to book your vacation to Oakville?

 

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Oakville Hotel Deals

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 $149 per night from Oct 6 to Oct 7
$149
includes taxes & fees
$125 per night
Oct 6 - Oct 7
8/10 Very Good! (9,047 reviews)
"all"

Reviewed on Sep 20, 2024

Chelsea Hotel, Toronto
Cambridge Suites Toronto
Cambridge Suites Toronto
4 out of 5
15 Richmond St E, Toronto, ON
The price is $149 per night from Oct 6 to Oct 7
$149
includes taxes & fees
$125 per night
Oct 6 - Oct 7
9/10 Wonderful! (6,825 reviews)
"Thanks for the free late checkout. The bottled water at the front desk. The muffins and coffee. And the silver perk!!!"

Reviewed on Sep 17, 2024

Cambridge Suites 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 $262 per night from Oct 13 to Oct 14
$262
includes taxes & fees
$219 per night
Oct 13 - Oct 14
8.8/10 Excellent! (5,499 reviews)
"Beautiful old hotel with character"

Reviewed on Sep 20, 2024

Fairmont Royal York
See all 3,731 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Oakville vacation package cost?
You can pick up a vacation package to this popular destination from $663 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 usually find reduced prices and better availability in December, January and February. Take a look at our cheap Oakville vacation packages and you could get some great off-season discounts.
How many days is enough for Oakville?
To fully enjoy an Oakville vacation, we suggest staying for 2 days. Split your time between visiting Canadian Golf Hall Of Fame, Cameron’s Brewing Company and other major sights, on top of experiencing neighborhoods like Clearview and Bronte. If you’ve got some spare time, include a day trip or tour in your Oakville vacation itinerary.
Is it worth booking a vacation package to Oakville?
It’s no wonder an Oakville vacation is on the must-do list of many travelers. Major attractions like Glen Abbey Golf Course are just the start of what you can explore here.
How to find the best Oakville package deals?
Finding a cheap Oakville package deal is a breeze with Expedia. After you’ve entered your trip dates and destination under our “Packages” tab, set your budget range, add a few filters and see what’s available. You can personalize your search by “Property class,” “Number of bedrooms,” “Traveler experience” and more. Order the results by “Price: low to high” to discover the most economical Oakville package deals. Want a simple trick to get the biggest savings? Be flexible 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’re considering an impromptu Oakville vacation, check out our last-minute deals that can be booked up to one week before you take off. Don’t want to leave things to the last minute? You can find amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Oakville?

  1. Choose when to go: Check your calendar and get packing. Your favorite time of year and the activities on offer will also help you decide when to vacation in Oakville.
  2. Set your budget: Consider costs like flights, meals and transportation when calculating how much to set aside for your trip to Oakville. Then, select a hotel that matches your budget, whether that’s a low-cost option or a deluxe retreat.
  3. Use our trip planning tool to discover Oakville: Research every aspect of your trip to Oakville with this comprehensive planner. Invite your family and friends to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Decide how long to go away for: Now that you’re more familiar with Oakville, you can work out the ideal length of your break. Pull together a rough plan and allocate enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Oakville vacation package.
  6. Book experiences or activities ahead of time: Whether it’s a ticket to a big attraction or a day trip in nature, you won’t have to worry about missing out on Oakville’s best offerings. Find all the fun things to do in Oakville with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Oakville vacation packages?
If you’re like us, you love discovering new places but are not a fan of the big price tag that can come with it. That’s why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Oakville break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.

Discover the most popular places to visit in Oakville

Image for Rogers Centre

Rogers Centre

4.5/5(661 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
Image for CN Tower

CN Tower

4.5/5(1,736 reviews)

Take the glass elevator to the lookout points on Toronto’s iconic landmark to enjoy views as far as Niagara Falls or have dinner in high style.

CN Tower
Image for Scotiabank Arena

Scotiabank Arena

4.5/5(564 reviews)

Catch an event at Scotiabank Arena during your trip to Toronto. Experience the fascinating museums and acclaimed art scene in this vibrant area.

Scotiabank Arena

What to do in Oakville

Image for Niagara Falls Day Tour from Toronto

Niagara Falls Day Tour from Toronto

$73
Per adult
96% of travellers recommend
Niagara Falls Day Tour from Toronto
Image for Fall for Niagara Tour

Fall for Niagara Tour

$66
Per adult
100% of travellers recommend
Fall for Niagara Tour
Image for Full-Day Niagara Falls Tour from Toronto

Full-Day Niagara Falls Tour from Toronto

$83
Per adult
76% of travellers recommend
Full-Day Niagara Falls Tour from Toronto
See all activities in Oakville

Other vacations you might like

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