Oakwood Village Holidays

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    Save up to AU$703 when you book a flight and hotel together*
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Your Oakwood Village Holiday

Uncovering everything Oakwood Village has to offer is a cinch with an Oakwood Village holiday package. Noted for its cafes and more, this inviting neighbourhood is calling your name. Your trip to Oakwood Village wouldn't be complete without a visit to big-name attractions nearby such as University of Toronto - St. George Campus, Casa Loma and Royal Ontario Museum. Expedia is here to help put your travel plans into action. Book your ideal Oakwood Village holiday now.

Our guide on 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

Our pick of the best Oakwood Village Hotel Deals

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is AU$254 per night from 17 Aug to 18 Aug
AU$254
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (11,947 reviews)
"Restaurant was pricey. It was convenient, but food wasn’t great."

Reviewed on 14 Aug. 2025

Chelsea Hotel, Toronto
Toronto Don Valley Hotel and Suites

Toronto Don Valley Hotel and Suites

3.5 out of 5
175 Wynford Drive, Toronto, ON
The price is AU$207 per night from 24 Aug to 25 Aug
AU$207
24 Aug - 25 Aug
includes taxes & fees
7.4/10 Good! (5,860 reviews)
"Overall great hotel and stay"

Reviewed on 12 Aug. 2025

Toronto Don Valley Hotel and Suites
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 AU$265 per night from 1 Sept to 2 Sept
AU$265
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (4,420 reviews)
"All excellent except shower head is broken, you can still used the shower, unfortunately water splashes toward wall. I told the front desk about the issue, I was told someone would come to fix the issue, no body showed up for help."

Reviewed on 14 Aug. 2025

Holiday Inn Toronto Downtown Centre by IHG
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.

Frequently asked questions

How much does an Oakwood Village holiday package cost?
Explore the best of Oakwood Village from as little as . 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 holiday 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?
Travellers 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 holiday?
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 holiday 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 holiday homes such as mountain cabins and city residences. You've got choices galore!
Can I choose my airline with an Oakwood Village Expedia holiday 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 holiday package?
Whether it's your flight or hotel, you can cancel or alter it. Locked in your Oakwood Village holiday 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.

Discover the most popular places to visit in Oakwood Village

Activities

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