Oakville Vacation Packages 2026 from $345

Oakville flight + hotel vacation packages

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

The Waterside Inn

Port Credit

$345

per person

Dec 10 - Dec 13

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Toronto (YYZ)

A gym, self parking, and wedding services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas.

1 Hotel Toronto

Downtown Toronto

$946

per person

Nov 21 - Nov 24

found 2 hours ago

Roundtrip flight included

Chicago (ORD) to Toronto (YYZ)

This luxury hotel 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 Brick Hotel

Old Toronto

Save 100% on your flight

$628

per person

Dec 10 - Dec 13

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Toronto (YYZ)

This hotel features a virtual front desk.

Blue Mountain Resort Inn

$589

per person

Nov 19 - Nov 25

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Toronto (YYZ)

This smoke-free hotel features a golf course, 4 indoor tennis courts, and a restaurant. Enjoy the indoor pool and perks like free self parking and free WiFi. A bar/lounge, a 24-hour front desk, and a convenience store are also provided.

Hotel Riu Plaza Toronto

Downtown Toronto

$1,309

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Top Oakville hotels deals

Sandman Hotel Oakville

3451 South Service Road West Oakville ON

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$111 total

Sep 20 - Sep 21

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.

Pool

Hot Tub

Monte Carlo Inn Oakville Suites

374 South Service Rd E Oakville ON

Free Cancellation

Reserve now, pay when you stay

$68 nightly

$80 total

Oct 19 - Oct 20

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Parking included

Chelsea Hotel, Toronto

33 Gerrard St W Toronto ON

Free Cancellation

Reserve now, pay when you stay

$157 nightly

$188 total

Oct 12 - Oct 13

Total with taxes and fees

This hotel features 2 indoor pools, a hot tub, and a restaurant. 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

Great Canadian Casino Resort Toronto

1133 Queens Plate Dr Toronto ON

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$138 total

Oct 12 - Oct 13

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

One King West Hotel & Residence

1 King Street West Toronto ON

$224 nightly

$269 total

Oct 12 - Oct 13

Total with taxes and fees

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.

Hot Tub

Pet friendly

Cambridge Suites Toronto

15 Richmond St E Toronto ON

Free Cancellation

Reserve now, pay when you stay

$168 nightly

$202 total

Oct 11 - Oct 12

Total with taxes and fees

This hotel features free WiFi in public areas, laundry facilities, and self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. 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.

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.

See properties

Frequently asked questions

How much are vacation packages to Oakville?

Your vacation dreams can come to life in Oakville for only $345. 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.