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.

Top Oakville Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Laundry Rooms Station Park Kitchener

The Laundry Rooms Station Park Kitchener

2 out of 5
K-W Hospital
Price was CA $799, price is now CA $524 per person
CA $524
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.2/10 Wonderful! (442 reviews)
Very nice place. Highly recommend. Parking is confusing but other than that it's a great place to stay.

Reviewed on Nov 3, 2026

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was CA $2,901, price is now CA $1,769 per person
CA $1,769
per person
Dec 8 - Dec 13
found 24 hours ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.6/10 Exceptional! (851 reviews)
.

Reviewed on Nov 3, 2026

Cabbagetown Inn

Cabbagetown Inn

3 out of 5
Downtown Toronto
Price was CA $1,717, price is now CA $1,091 per person
CA $1,091
per person
Dec 26 - Jan 2
found 6 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
8.6/10 Excellent! (104 reviews)
Super clean, and fantastic location to explore the city on foot. Also easy access to the Streetcars, and grocery stores. Communication could have been better - several messages on platform have gone unanswered - but the staff on site were super helpful. Room (203) was finished to a fairly high standard, although if you are a light sleeper you may benefit from some ear plugs as you face onto fairly busy road, and the dividing wall/ filled door to the next room is pretty thin. Some fantastic eateries around - Mikaku around the corner was a standout (approx 3 min walk), and Bisou French cafe (approx 5 min walk) had some incredible pastries.

Reviewed on Oct 30, 2026

Union Hotel

Union Hotel

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was CA $1,041, price is now CA $709 per person
CA $709
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.2/10 Wonderful! (2,775 reviews)
Nice hotel and very convenient and close to to Union station

Reviewed on Nov 3, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was CA $1,124, price is now CA $771 per person
CA $771
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.4/10 Exceptional! (5,143 reviews)
The hotel was very clean, pleasant and attentive staff and the buffet breakfast was great! I will definitely return.

Reviewed on Nov 3, 2026

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Oakville Hotel Deals

Sandman Hotel Oakville

Sandman Hotel Oakville

3.5 out of 5
3451 South Service Road West Oakville ON
Fully refundableReserve now, pay when you stay
The price is CA $103 per night from Nov 8 to Nov 9
CA $103
CA $123 total
Nov 8 - Nov 9
includes taxes & fees
Sandman Hotel Oakville
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 CA $203 per night from Dec 4 to Dec 5
CA $203
CA $243 total
Dec 4 - Dec 5
includes taxes & fees
8.6/10 Excellent! (6,783 reviews)
"Great location for walk ability, very clean for an older building, very accommodating staff. No problem keeping our car in the underground parking after check out at 11:00."

Reviewed on Nov 3, 2026

Holiday Inn Toronto Downtown Centre by IHG
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
22 Elm St Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Dec 4 to Dec 5
CA $199
CA $239 total
Dec 4 - Dec 5
includes taxes & fees
8.8/10 Excellent! (2,719 reviews)
"Great stay, clean room"

Reviewed on Nov 3, 2026

Chelsea Hotel, Toronto
See all 6,103 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
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Stay near popular Oakville attractions

Coronation Park

8.4/10 (114 reviews)
Commune with nature and explore the great outdoors at Coronation Park during your travels in Oakville. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.
See properties

What to do in Oakville

Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

CA $46
per adult
94% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Try your hand at goaltending and shooting against life-sized, animated versions of today's top players in the NHLPA Game Time model rink.

Hockey Hall of Fame Admission Ticket

CA $34
per adult
92% of travellers recommend
Hockey Hall of Fame Admission Ticket
Art Gallery of Ontario: General Admission

Art Gallery of Ontario: General Admission

CA $30
per adult
90% of travellers recommend
Art Gallery of Ontario: General Admission
See all activities in Oakville

Frequently asked questions

How much does an Oakville vacation package cost?
You'll find cheap prices from CA $524 on Expedia for your Oakville getaway. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Oakville costs.
What are the cheapest months to go to Oakville?
If you're looking to snag a cheap Oakville vacation package, consider visiting in January, February and March. You'll usually find lower prices on hotels and flights during these months — perfect for budget-conscious travellers.
How many days is enough for Oakville?
To get the most out of an Oakville vacation, we suggest staying for 2 days. Split your time between visiting Erindale Park, iFLY Toronto Oakville and other top attractions, on top of exploring neighbourhoods like Sheridan and Clearview. If you've got some spare time, add a tour or day trip to your Oakville vacation itinerary.
Is it worth booking a vacation package to Oakville?
Oakville is a good vacation destination with attractions like Glen Abbey Golf Course among the many things to keep you entertained. Whether you're travelling with the family or planning a trip with friends, an Oakville vacation promises a good time for everyone.
How to find the best Oakville package deals?
Bagging a cheap Oakville package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a few filters and see 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 discover the most wallet-friendly Oakville package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book an Oakville vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and stays separately. Better still, you can customize your Oakville trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Oakville?
If you have your Oakville travel dates finalized, book as soon as you can to bag some incredible deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Oakville?

  1. Choose when to go: Check your calendar and pack your bags. Your favourite time of year and the available activities will also help you decide when to escape to Oakville.
  2. Work out your budget: Ensure you have enough money to cover everything from meals and transportation to activities and flights. Your hotel will probably be the largest expense during your trip to Oakville.
  3. Decide your trip length: Consider how much time you want to spend exploring Oakville. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Oakville vacation package.

Explore a world of travel with Expedia

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