Oakville Vacations from $354

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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.
Holiday Inn Express Toronto - North York by IHG

Holiday Inn Express Toronto - North York by IHG

North York
$354
per person
Nov 12 - Nov 15
found 10 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.6/10 Excellent! (1,437 reviews)
Clean and friendly. Early breakfast was appreciated

Reviewed on Sep 26, 2026

The Waterside Inn

The Waterside Inn

Port Credit
Save 100% on your flight
$398
per person
Nov 12 - Nov 15
found 8 hours ago
Roundtrip flight included
Miami (MIA) 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

Red Coach Inn

Red Coach Inn

Downtown Niagara Falls
$679
per person
Nov 30 - Dec 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
9.4/10 Exceptional! (1,009 reviews)
Highly recommended. Staff was friendly and helpful, The food was great and access to everything we wanted to do was right there within walking distance,

Reviewed on Sep 26, 2026

Fairway Inn by the Falls

Fairway Inn by the Falls

Fallsview
$564
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Toronto (YYZ)
6.6/10 (1,004 reviews)
Not clean property. No lift to goto second floor. You need to weigh your luggage. Property was smelling bad. And every thing looks tooo old

Reviewed on Sep 26, 2026

Cabbagetown Inn

Cabbagetown Inn

Downtown Toronto
$436
per person
Nov 12 - Nov 15
found 10 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.6/10 Excellent! (99 reviews)
The room was very, very nice and clean. Seem was recently remodeled. My only complaint was the wifi. Dropped in and out constantly. Very difficult to watch any TV in the evening because the only option was streaming and it constantly froze.

Reviewed on Sep 24, 2026

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Stay near popular Oakville attractions

Coronation Park

8.4/10 (114 reviews)
Coronation Park offers a serene lakefront escape with expansive green spaces and mature trees along Lake Ontario. Families can enjoy the accessible playground, splash pad, and picnic areas with waterfront views.
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Glen Abbey Golf Club

7.8/10 (90 reviews)
Designed by Jack Nicklaus, this iconic course has hosted Canada's national golf championship multiple times. Walk the same fairways as golf legends while enjoying views of the scenic Sixteen Mile Creek.
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Oakville Centre for the Performing Arts

7.8/10 (84 reviews)
This intimate venue hosts diverse shows from classical concerts to contemporary theater in the heart of Oakville. Arrive early to enjoy pre-show dining at nearby restaurants in downtown's cultural district.
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Oakville Entertainment Centrum

8.6/10 (118 reviews)
This vibrant entertainment complex offers diverse family-friendly activities under one roof. Enjoy the latest films at Cineplex, challenge friends at Dave & Buster's arcade, or play glow-in-the-dark mini-golf.
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Kerr Village

8.2/10 (86 reviews)
Kerr Village captivates with its eclectic mix of independent shops and global dining spots in a charming small-town setting. Explore the boutiques, savor international cuisine, and enjoy its vibrant seasonal festivals.
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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)
Bronte Heritage Waterfront Park offers serene Lake Ontario views alongside a vibrant marina filled with sailboats. Stroll the shoreline paths or enjoy a picnic while watching the gentle waves lap against the harbor.
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iFLY Oakville

8.0/10 (75 reviews)
Experience the thrill of freefall in a vertical wind tunnel at iFLY Oakville, a safe alternative to traditional skydiving. Certified instructors guide your flight as you float on a cushion of air.
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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

$33
per adult
94% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

$32
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

$56
per adult
98% of travellers recommend
Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry
See all activities in Oakville

Oakville Hotel Deals

Sandman Hotel Oakville

Sandman Hotel Oakville

3451 South Service Road West Oakville ON
Fully refundableReserve now, pay when you stay
$86 nightly
$101 total
Oct 4 - Oct 5
Total with taxes and fees
Sandman Hotel Oakville
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

22 Elm St Toronto ON
Fully refundableReserve now, pay when you stay
$150 nightly
$179 total
Oct 12 - Oct 13
Total with taxes and fees
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
$115 nightly
$137 total
Oct 12 - Oct 13
Total with taxes and fees
Great Canadian Casino Resort Toronto
See all 5,883 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.

Find the Best Oakville Vacation Packages

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

More vacations you might like

Frequently asked questions

How much does an Oakville vacation package cost?
You can pick up a vacation package to this popular destination from $354 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?
Oakville offers everything you need for an amazing getaway. Begin your Oakville vacation on a high note by exploring popular 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 diary and get your bags packed. Your preferred season and the activities available will also help you decide when to visit Oakville.
  2. Budget wisely: In addition to the cost of your hotel, you should consider other expenses. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that may come up during your trip to Oakville.
  3. Organize your Oakville getaway with our trip planning tool: Search for and book stays and activities all in one place. You can also collaborate with your group to plan an unforgettable trip to Oakville together.
  4. Determine how many days away: Start by compiling a list of the attractions and activities you'd like to get to in Oakville. Then, estimate how long you'll need at each, as well as any travel time.
  5. 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.
  6. Book experiences or activities in advance: Whether it's a ticket to a big attraction or a day trip, you won't have to worry about missing out on Oakville's highlights. Find all the exciting things to do in Oakville in Oakville with our dedicated travel 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.

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