Oakville Vacation Packages 2026 from $845

Oakville flight + hotel vacation packages

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

1 Hotel Toronto

Downtown Toronto

Save 100% on your flight

$845

per person

Feb 13 - Feb 16

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

This luxury aparthotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the seasonal outdoor pool, poolside bar, and coffee shop.

The Pearl Waterfront Estate

Downtown Toronto

$5,899

per person

Feb 21 - Feb 28

found 1 day ago

Roundtrip flight included

New York (JFK) to Toronto (YYZ)

A restaurant and a bar/lounge are featured at this aparthotel. Self parking, a coffee shop, and luggage storage are also offered.

HostlyStays Luxury Suites

Downtown Toronto

Save 100% on your flight

$1,371

per person

Jan 23 - Jan 26

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Toronto (YYZ)

Yorkville Express Stays

Old Toronto

$942

per person

Feb 21 - Feb 28

found 1 day ago

Roundtrip flight included

New York (JFK) to Toronto (YYZ)

The front desk is staffed around-the-clock and a virtual front desk are on offer.

Top Oakville hotels deals

Chelsea Hotel, Toronto

33 Gerrard St W Toronto ON

Free Cancellation

Reserve now, pay when you stay

$121 nightly

$149 total

Jan 11 - Jan 12, 2026

Total with taxes and fees

This hotel features 2 restaurants, 2 indoor pools, and a hot tub. Bring the family and enjoy the free kid's club, children's pool, and arcade/game room. Enjoy the gym and perks like free WiFi.

Pool

Hot Tub

Fairmont Royal York

100 Front St West Toronto ON

Free Cancellation

Reserve now, pay when you stay

$188 nightly

$230 total

Dec 27 - Dec 28

Total with taxes and fees

This luxury hotel includes 3 restaurants, an indoor pool, and a gym. Families will appreciate the children's pool and onsite laundry facilities. Traveling on business? Take advantage of the express check-in, express check-out, and valet parking.

Pool

Spa

Holiday Inn Toronto Downtown Centre by IHG

30 Carlton Street Toronto ON

Free Cancellation

$120 nightly

$148 total

Dec 25 - Dec 26

Total with taxes and fees

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.

DoubleTree by Hilton Hotel Toronto Downtown

108 Chestnut St Toronto ON

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$145 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a gym on site, and a 24-hour front desk and limo/town car service are also provided.

Pool

Free WiFi

One King West Hotel & Residence

1 King Street West Toronto ON

Free Cancellation

Reserve now, pay when you stay

$131 nightly

$160 total

Dec 21 - Dec 22

Total with taxes and fees

This aparthotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a hot tub on site, and a 24-hour front desk and a coffee shop are also provided.

Hot Tub

Kitchen

Great Canadian Casino Resort Toronto

1133 Queens Plate Dr Toronto ON

Free Cancellation

Reserve now, pay when you stay

$96 nightly

$118 total

Dec 22 - Dec 23

Total with taxes and fees

A casino, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas and free airport shuttle. Enjoy the indoor pool and perks like free self parking.

Pool

Free airport shuttle

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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.

Popular places to visit

CN Tower

4.5/5(1,736 reviews)

Take the glass elevator to the lookout points on Toronto’s iconic landmark to enjoy views as far as Niagara Falls or have dinner in high style.

Rogers Centre

4.5/5(661 reviews)

Come to this multipurpose stadium to watch baseball matches and football games, listen to concerts of famous bands, see family shows or simply tour this central entertainment complex.

Canada's Wonderland

4/5(280 reviews)

The highlight at this amusement park is the super-fast Leviathan ride, but there are 15 other roller coasters and more than 200 attractions to explore.

Frequently asked questions

How much are vacation packages to Oakville?

Your vacation dreams can come to life in Oakville for only $845. Our affordable package deals include flights and hotels, and they'll make your booking a piece of cake. The only thing you'll need to concentrate on is what amazing attraction you'll head to first.

How long should my Oakville vacation be?

The majority of travelers choose to spend around 3 nights in Oakville, but how long you stay is totally up to you. If you'd like to check out all the fantastic things this destination has waiting for you, why not hang around for a few extra nights?

Where can I get the best vacation package deals for Oakville?

Landing the perfect package deal to Oakville is a cinch with Travelocity. With access to 400 airlines and 1,000,000 properties around the world, you're flush with choice when selecting your flights and hotels.

Why should I purchase my Oakville vacation bundle via Travelocity?

We make traveling the world easy. Whether you're after an amazing new place to discover or want to ensure you get the best deal around, we've got your back. Our 24/7 support, high-quality service and Price Match Guarantee mean you can confidently book with Travelocity.

Can I save money on my Oakville car rental if I combine it with hotels and flights?

Certainly — combine your car, flight and hotel into an Oakville vacation package and you can save a tidy sum. With so much to see and do in and around Oakville, having your own ride will more than come in handy. Once you're in the driver's seat, turn up the tunes and head toward Bridal Veil Falls, an unmissable sight around 40 mi from Oakville.

Which airport is best for Oakville?

There's a very good chance you'll be landing at Pearson Intl. Airport (YYZ), located 15 mi north of downtown Oakville. Buffalo Niagara Intl. Airport (BUF) (60 mi away from central Oakville) and Billy Bishop Toronto City Airport (YTZ) (19 mi away from central Oakville) are your other options.

What is there to do in Oakville?

While hopping off the tourist trail is rewarding, you shouldn't miss the big-name sights that make a place famous. Glen Abbey Golf Course and Oakville Entertainment Centrum are a couple of them in Oakville.

Where should I stay when visiting Oakville?

Many people hit the hay at the TownePlace Suites by Marriott Toronto Oakville. It's a great base for your Oakville vacation.