A cityscape with numerous high-rise buildings, a dense forested area in the foreground, and a clear sky.

Oakwood Village Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Oakwood Village Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 12 - Jan 15

    Union Hotel + Flight

    Downtown Toronto
    3 nights
    4.0 star property
    9.2/10 - Wonderful (2,867 reviews)
    "The Union Hotel was perfect in every way. Perfect location, comfortable beds, and great staff. Our only gripe were the walls were thin so we heard our upstairs neighbors; otherwise it was a very nice trip."
    Reviewed November 9, 2026
    Roundtrip • Halifax (YHZ) - Toronto (YYZ)
    YHZ - YYZ • Nonstop YYZ - YHZ • Nonstop
    CA $761
    CA $514
    per traveller
    found 1 day ago
    Union Hotel
  • Jan 28 - Feb 1

    Hilton Toronto/Markham Suites Conference Centre & Spa + Flight

    Markham
    4 nights
    4.0 star property
    8.6/10 - Excellent (1,782 reviews)
    Roundtrip • Halifax (YHZ) - Toronto (YYZ)
    YHZ - YYZ • Nonstop YYZ - YHZ • Nonstop
    Save 100% on your flight
    CA $843
    CA $573
    per traveller
    found 1 day ago
    Hilton Toronto/Markham Suites Conference Centre & Spa
  • Jan 14 - Jan 16

    1 Hotel Toronto + Flight

    Downtown Toronto
    2 nights
    5.0 star property
    9.6/10 - Exceptional (867 reviews)
    Roundtrip • Vancouver (YVR) - Toronto (YYZ)
    YXX - YYZ • Nonstop YYZ - YXX • Nonstop
    Save 100% on your flight
    CA $1,308
    CA $924
    per traveller
    found 21 hours ago
    1 Hotel Toronto
  • Jan 11 - Jan 14

    Hotel Riu Plaza Toronto + Flight

    Downtown Toronto
    3 nights
    4.0 star property
    9.4/10 - Exceptional (5,260 reviews)
    "No review needed."
    Reviewed November 9, 2026
    Roundtrip • Halifax (YHZ) - Toronto (YYZ)
    YHZ - YYZ • Nonstop YYZ - YHZ • Nonstop
    CA $753
    CA $536
    per traveller
    found 1 day ago
    Hotel Riu Plaza Toronto
  • Feb 2 - Feb 7

    Holiday Inn Express & Suites Toronto Airport South by IHG + Flight

    Etobicoke
    5 nights
    3.0 star property
    9.2/10 - Wonderful (1,998 reviews)
    Roundtrip • Halifax (YHZ) - Toronto (YYZ)
    YHZ - YYZ • Nonstop YYZ - YHZ • Nonstop
    CA $812
    CA $589
    per traveller
    found 1 day ago
    Holiday Inn Express & Suites Toronto Airport South by IHG

Where to stay in Oakwood Village

Find the best Oakwood Village areas and neighborhoods for the activities you enjoy most. Learn more about Oakwood Village
Learn more about Oakwood Village

Downtown Toronto

Dive into the bustling Entertainment District with its lively restaurants, nightclubs, and live theatre, or explore the upscale Yorkville area, boasting designer boutiques and world-class galleries. Don't miss the iconic Royal Ontario Museum and the revitalized Harbourfront area.

North York

Home to interactive museums like Ontario Science Centre and Aga Khan Museum, North York offers ample shopping at Yorkdale Shopping Centre and Fairview Mall. Easily accessible via TTC subway and bus lines.

Toronto Entertainment District

Downtown Toronto's vibrant hub features theatres, performing arts centres, and Toronto Blue Jays games, with numerous bars and restaurants catering to diverse crowds. Don't miss the iconic CN Tower!

Etobicoke

Suburban and industrialized, Etobicoke boasts numerous parks like James Gardens and Centennial Park, as well as golf courses such as St. George's Golf and Country Club. Enjoy convenient public transportation via TTC and GO stations.

Scarborough

Situated atop Scarborough Bluffs, this diverse district offers shopping at Scarborough Town Centre and animal encounters at Toronto Zoo. Explore natural landmarks like Rouge Park and the Scarborough Bluffs, or hop on the TTC for easy transit access.

Frequently Asked Questions

How much does an Oakwood Village vacation package cost?

Explore the best of Oakwood Village from as little as CA $514. We offer a great selection of flights, hotels and rental cars to suit your budget. You can score even better deals when you add a couple of sightseeing activities to your vacation package.

How do I get a cheap travel package to Oakwood Village?

One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, hotels, activities and rental cars — we've got them all covered. Pick and choose a combination that suits your style and watch your savings grow. We know a travel package is never a one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 hotels across the globe, which lets you customize your Oakwood Village getaway.

Where should I stay in Oakwood Village?

Travelers come from all corners of the globe to experience Canadas Wonderland and CN Tower in Oakwood Village. Book a hotel close to these must-see attractions and visit them whenever you please.

How far in advance should I book my Oakwood Village vacation?

It depends on the airline, but it's usually possible to compare international flights on Expedia up to 12 months in advance. While it's generally recommended to book ahead of time, lucky customers occasionally find a cheaper ticket just weeks prior to their intended journey.

What does an Expedia Oakwood Village travel package include?

Travel packages include hotels, rental cars and flights, but you can mix and match them to create your dream Oakwood Village getaway. You can also add on a few experiences and activities once you've made your booking. You're in charge! When you combine your bookings with Expedia, you'll get access to discounts you won't find elsewhere.

What should I know before booking an Oakwood Village travel package?

Booking all the parts of your vacation together is a great way to save. Combine car rentals, airfares and hotels into a handy little package. But hotels aren't your only option. Expedia has all sorts of properties, including vacation rentals such as mountain cabins and city residences. You've got choices galore!

Can I choose my airline with an Oakwood Village Expedia vacation package?

Yes, the choice is yours. We offer more than 550 airlines across the globe, so you can customize your Oakwood Village adventure according to your needs and budget.

If I'm not able to travel, can I cancel my Oakwood Village vacation package?

Whether it's your flight or hotel, you can cancel or alter it. Locked in your Oakwood Village vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. If it's been longer than that, you may incur a charge from your hotel, airline or car rental company. For more information, head to our Customer Service Portal. We're here to help you each step of the way.

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