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

Port Credit
Save 100% on your flight
CA $705
per person
Nov 27 - Dec 1
found 8 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Toronto (YYZ)
8.6/10 Excellent! (1,120 reviews)
Room and hotel were a mix I suppose The price was good the room was spacious and clean and did have some nice features. Employees did not seem very friendly really. And be careful on room type maybe. I was really hoping for a view and thought all rooms had real balconies. They do except the second floor where the room they gave us was. It had a slide open window and we heard all the street noises including what sounded like a gunshot at 430 am but overall I was very disappointed to be in the on the low floor. Also the gas fireplace is not easy to use. Some bathroom fixtures are a bit tricky But the room had nice sofas and as I said was roomy and ok feel. Getting your luggage from the parking lot next door to the lobby entrance and elevator is a bit of work as you have to carry them up stairs. No ramp. Still overall good for price but not perfection. Elevator is old and some buttons don’t light so you’re not sure some of working lol. No water or pop machine or any place on hotel to get that that I could find and not breakfast available that we saw. But there are places to walk to and nice doc area for a morning walk as well.

Reviewed on Sep 27, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
Save 100% on your flight
CA $1,809
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.4/10 Exceptional! (816 reviews)
The Laundry Rooms Gaslight Cambridge

The Laundry Rooms Gaslight Cambridge

Save 100% on your flight
CA $1,089
per person
Nov 27 - Dec 3
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.6/10 Exceptional! (663 reviews)
GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna

GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna

Stoney Creek
Save 100% on your flight
CA $1,076
per person
Nov 27 - Dec 3
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9/10 Wonderful! (19 reviews)
The hot tub was dirty and smelled like mold, the backyard furniture was dirty, no hot water on the first night and last day staying, the gym area treadmill was broke, spiderwebs everywhere the house needs a deep cleaning. Shower in main bathroom was dirty. No air conditioning the house was hot. The grass in the front of the house was too high the people from the town put a notice on the door to have the grass cut or they would be getting a fine. The light wasn’t working in the closet in the master bathroom. There was a hole in the wall behind the door in the master bedroom and I addressed that on my first night so I won’t get blamed for the previous guest.

Reviewed on Aug 13, 2026

Peter Street Downtown Toronto Suites

Peter Street Downtown Toronto Suites

Downtown Toronto
Save 100% on your flight
CA $921
per person
Nov 8 - Nov 12
found 14 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Toronto (YYZ)
10/10 Exceptional! (2 reviews)
The aparthotel was very clean. The price was excellent and the host was very responsive. 5 star and definitely staying here again the next time in Toronto!

Reviewed on Jul 24, 2026

Ready to book your vacation to Oakville?

Choose your dates

Oakville Hotel Deals

Sandman Hotel Oakville

Sandman Hotel Oakville

3451 South Service Road West Oakville ON
Fully refundableReserve now, pay when you stay
CA $120
CA $143 total
Oct 4 - Oct 5
includes taxes & fees
Sandman Hotel Oakville
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

22 Elm St Toronto ON
CA $297
CA $355 total
Oct 15 - Oct 16
includes taxes & fees
8.8/10 Excellent! (2,113 reviews)
"Welcoming staff and clean room"

Reviewed on Sep 27, 2026

Chelsea Hotel, Toronto
Great Canadian Casino Resort Toronto

Great Canadian Casino Resort Toronto

1133 Queens Plate Dr Toronto ON
Fully refundableReserve now, pay when you stay
CA $169
CA $225 total
Oct 12 - Oct 13
includes taxes & fees
Great Canadian Casino Resort Toronto
See all 5,865 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.

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.
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Glen Abbey Golf Club

7.8/10 (90 reviews)
You can spend an afternoon exploring the galleries in Glen Abbey Golf Club during your trip to Oakville. Stroll along the lakeside or attend a sporting event in this family-friendly area.
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Oakville Centre for the Performing Arts

7.8/10 (84 reviews)
Take the family on an outing to Oakville Centre for the Performing Arts during your trip to Oakville. Stroll along the area's lakeside, or simply savor its top-notch restaurants.
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Oakville Entertainment Centrum

8.6/10 (118 reviews)
You can browse for the perfect souvenirs at Oakville Entertainment Centrum during your trip to Oakville. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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Kerr Village

8.2/10 (86 reviews)
You can do some window-shopping at Kerr Village during your stay in Oakville. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
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Cineplex Cinemas Winston Churchill

You can take time to visit Cineplex Cinemas Winston Churchill during your travels to Oakville. While you're here, you can savor the top-notch restaurants.
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Bronte Heritage Park

7.6/10 (14 reviews)
Explore the waterfront in Oakville with a trip to Bronte Heritage Park. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
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iFLY Oakville

8.0/10 (75 reviews)
You can take time to visit iFLY Oakville during your travels to Oakville. Attend a sporting event while in this family-friendly area or simply enjoy the top-notch restaurants.
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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
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

CA $45
per adult
90% of travellers recommend
Toronto: Casa Loma Entry Ticket
Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry

Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry

CA $78
per adult
98% of travellers recommend
Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry
See all activities in Oakville

Frequently asked questions

How much does an Oakville vacation package cost?
You'll find cheap prices from CA $705 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.