Oakville Vacations from ￥212,124

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The Latest Oakville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Union Hotel

Union Hotel

4 out of 5
Downtown Toronto
Price was ￥288,804, price is now ￥212,124 per person
￥212,124
per person
Feb 2 - Feb 9
found 11 hours ago
Roundtrip flight included
Tokyo (TYO) to Toronto (YYZ)
9.2/10 Wonderful! (2,775 reviews)
EXCELLENT LOCATION FOR EVERYTHING THAT DOWNTOWN TORONTO HAS TO OFFER AT A REASONABLE PRICE - SPA007

Reviewed on Nov 10, 2026

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was ￥531,442, price is now ￥367,291 per person
￥367,291
per person
Dec 24 - Dec 30
found 10 hours ago
Roundtrip flight included
Tokyo (TYO) to Toronto (YYZ)
9.6/10 Exceptional! (851 reviews)

Cabbagetown Inn

Cabbagetown Inn

3 out of 5
Downtown Toronto
Price was ￥298,656, price is now ￥223,384 per person
￥223,384
per person
Feb 2 - Feb 9
found 11 hours ago
Roundtrip flight included
Tokyo (TYO) to Toronto (YYZ)
8.6/10 Excellent! (104 reviews)
Clean, good location friendly staff

Reviewed on Nov 5, 2026

One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Downtown Toronto
Price was ￥300,600, price is now ￥228,174 per person
￥228,174
per person
Feb 2 - Feb 9
found 11 hours ago
Roundtrip flight included
Tokyo (TYO) to Toronto (YYZ)
9.4/10 Exceptional! (8,809 reviews)
Great room and spacious for right downtown with a kitchenette and washer/dryer although we didn't use. The view to the east and south were spectacular. Front desk staff were all courteous, smart and fun.

Reviewed on Nov 10, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was ￥371,286, price is now ￥283,940 per person
￥283,940
per person
Dec 24 - Dec 30
found 10 hours ago
Roundtrip flight included
Tokyo (TYO) to Toronto (YYZ)
9.4/10 Exceptional! (5,143 reviews)
Good location, excellent staff, comfortable room,

Reviewed on Nov 10, 2026

Find the Best Oakville Vacation Packages

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 ￥14,661 per night from Nov 15 to Nov 16
￥14,661
￥17,482 total
Nov 15 - Nov 16
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 ￥20,592 per night from Dec 8 to Dec 9
￥20,592
￥24,666 total
Dec 8 - Dec 9
includes taxes & fees
8.6/10 Excellent! (6,827 reviews)
"Walkable to everything of interest."

Reviewed on Nov 10, 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 ￥22,293 per night from Dec 11 to Dec 12
￥22,293
￥26,702 total
Dec 11 - Dec 12
includes taxes & fees
8.8/10 Excellent! (2,829 reviews)
"Amazing property with helpful staff. Pool was great as was waterslide. Playroom was an added bonus for my younger child. Food is expensive on site however there are many places surrounding hotel to eat."

Reviewed on Nov 10, 2026

Chelsea Hotel, Toronto
See all 6,050 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)
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.
See properties

What to do in Oakville

Toronto Hop-On Hop-Off Bus Tour & Free Harbour Cruise

City Sightseeing Toronto Hop-On Hop-Off Bus Tour

￥7,837
per adult
84% of travellers recommend
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

￥5,184
per adult
92% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Horseshoe Falls

Niagara Falls Day Tour from Toronto

￥9,970
per adult
96% of travellers recommend
Niagara Falls Day Tour from Toronto
See all activities in Oakville

Frequently asked questions

How much does an Oakville vacation package cost?
You can pick up a vacation package to this popular destination from ￥212,124 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 generally find lower prices and greater availability in January, February and March. Take a look at our cheap Oakville vacation packages and you could get some excellent off-season deals.
How many days is enough for Oakville?
To get the most out of your Oakville vacation, we suggest staying for 2 days. Divide your time between discovering Canadian Golf Hall Of Fame, Cameron's Brewing Company and other well-known attractions, on top of exploring neighborhoods like Sheridan and Clearview. If you've got some time to spare, include a day trip or tour in your Oakville vacation itinerary.
Is it worth booking a vacation package to Oakville?
Oakville has everything you need for a wonderful getaway. Get your Oakville vacation off to a flying start by checking out top 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 calendar and pack your bags. Your preferred time of year and the type of activities available will also help you decide when to visit Oakville.
  2. Set your budget: Consider costs like transportation, flights and meals when calculating how much to put aside for your trip to Oakville. Then, select a hotel that fits your budget, whether that's an affordable option or a lavish retreat.
  3. Determine how many days away: Start by listing all the attractions and activities you want to get to in Oakville. Then, estimate how long you'll need for each, along with any travel time.
  4. 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.

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.