Oakville Vacation Packages 2026 from $591

Oakville flight + hotel vacation packages

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

Sterling Inn & Spa - an Ontario's Finest Inn

Clifton Hill

$591

per person

May 22 - May 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

A full-service spa, a gym, and a restaurant are all featured at this boutique hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and free continental breakfast.

Hotel Riu Plaza Toronto

Downtown Toronto

$719

per person

Apr 23 - Apr 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Business travelers can take advantage of the laundry service. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Luxury 2 bedroom 2 full baths rooms

$805

per person

May 10 - May 16

found 1 day ago

Roundtrip flight included

New York (JFK) to Toronto (YYZ)

This apartment features free WiFi in public areas, luggage storage, and laundry facilities.

One King West Hotel & Residence

Downtown Toronto

$685

per person

Apr 23 - Apr 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

This hotel 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.

Revery Toronto Downtown, Curio Collection by Hilton

Downtown Toronto

$694

per person

Apr 17 - Apr 21

found 10 hours ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A coffee shop, dry cleaning, and luggage storage are also on offer.

Top Oakville hotels deals

Hotel Riu Plaza Toronto

30 Widmer St Toronto ON

Free Cancellation

Reserve now, pay when you stay

$145 nightly

$178 total

Mar 18 - Mar 19

Total with taxes and fees

Breakfast included

Free WiFi

Holiday Inn Toronto Downtown Centre by IHG

30 Carlton Street Toronto ON

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$141 total

Apr 2 - Apr 3

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.

Pool

Free WiFi

Chelsea Hotel, Toronto

33 Gerrard St W Toronto ON

Free Cancellation

Reserve now, pay when you stay

$125 nightly

$153 total

Mar 22 - Mar 23

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 waterslide. Enjoy the gym and perks like free WiFi.

Pool

Hot Tub

DoubleTree by Hilton Hotel Toronto Downtown

108 Chestnut St Toronto ON

Free Cancellation

Reserve now, pay when you stay

$148 nightly

$182 total

Mar 16 - Mar 17

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

$155 nightly

$191 total

Mar 18 - Mar 19

Total with taxes and fees

Hot Tub

Kitchen

Cambridge Suites Toronto

15 Richmond St E Toronto ON

Free Cancellation

Reserve now, pay when you stay

$123 nightly

$151 total

Mar 16 - Mar 17

Total with taxes and fees

This hotel features free WiFi in public areas, laundry facilities, and self parking. Express check-out, dry cleaning, and luggage storage are also on offer.

Free WiFi

Air conditioning

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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 $591. 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.