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 Waterside Inn

The Waterside Inn

3.5 out of 5
Port Credit
Price was CA $950, price is now CA $591 per person
CA $591
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
8.8/10 Excellent! (1,006 reviews)
We enjoyed our stay - one night. Loved being in the hub of Port Credit. The room was beautiful - view of the marina and lake (past the parking lot) but always a great sight. We've stayed here before and it never disappoints. It's a shame that they never reopened the restaurant and found a way to make that work. It is such a great addition to the hotel. Our only complaint is that we find some of the front desks that can be a little crusty. But we laughed them off and enjoyed our stay.

Reviewed on Jul 4, 2026

Burano Condos in Downtown Toronto

Burano Condos in Downtown Toronto

3 out of 5
Downtown Toronto
Price was CA $1,159, price is now CA $639 per person
CA $639
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
8.6/10 Excellent! (291 reviews)
Watch out for messages after you book, where you provide your ID and a selfie, pay for parking and the deposit. And they aren’t very responsive or explanatory, and clearly have seen all kinds of shenanigans. Once you get past all that, it’s fabulous. You can’t beat the view. Location is great too, parking is convenient, and there’s a Nando’s downstairs.

Reviewed on Jun 27, 2026

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was CA $5,286, price is now CA $3,179 per person
CA $3,179
per person
Aug 9 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Toronto (YYZ)
9.6/10 Exceptional! (751 reviews)
The 1 Hotel is wonderful. Staff is friendly and the rooms and amenities therein are well thought out. The only knocks would be the noise if you have a room facing Bathurst (we did and were moved the next day), the inordinate amount of time it takes for their 1 Kitchen restaurant to prepare ANYTHING, and the loud music thumping in theoir fine dining restaurant Casa Madera (we left as it was too loud to speak). Otherwise, this a a wonderful spot, with GREAT staff

Reviewed on Jul 3, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was CA $1,655, price is now CA $1,057 per person
CA $1,057
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.4/10 Exceptional! (3,788 reviews)
Hôtel très bien située, le personnel est accueillant et dévoué. Les chambres étaient impeccable. Le déjeuner vos le détour.

Reviewed on Jul 4, 2026

Jarvis Downtown Residences

Jarvis Downtown Residences

2 out of 5
Downtown Toronto
Price was CA $2,073, price is now CA $1,387 per person
CA $1,387
per person
Aug 9 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Toronto (YYZ)
No reviews
Excellent stay. The apartment was exactly as described. The location is perfect. Highly recommend!

Reviewed on Jul 4, 2026

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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 CA $203 per night from Jul 26 to Jul 27
CA $203
CA $249 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (372 reviews)
"It was great in every way. Right downtown. The center of everything. Staff were very helpful."

Reviewed on Jul 4, 2026

Chelsea Hotel, Toronto
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 refundableReserve now, pay when you stay
The price is CA $185 per night from Jul 5 to Jul 6
CA $185
CA $227 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (6,042 reviews)
"Room was too hot and smelt bad"

Reviewed on Jul 4, 2026

Holiday Inn Toronto Downtown Centre by IHG
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 CA $258 per night from Jul 26 to Jul 27
CA $258
CA $317 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (8,305 reviews)
"We had an absolutely wonderful stay at the Fairmont Royal York in Toronto. The service provided by the entire team was outstanding, from the welcoming receptionists to the attentive waitstaff. Every single staff member went above and beyond. On top of that, the food was excellent, the atmosphere ..."

Reviewed on Jul 4, 2026

Fairmont Royal York
See all 5,386 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
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Beach 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: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

CA $45
per adult
90% of travellers recommend
Toronto: Casa Loma Entry Ticket
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
Hockey Hall of Fame Admission Ticket

Hockey Hall of Fame Admission Ticket

CA $34
per adult
92% of travellers recommend
Hockey Hall of Fame Admission Ticket
See all activities in Oakville

Frequently asked questions

How much does an Oakville vacation package cost?
You'll find cheap prices from CA $591 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.