Oakwood Village Holidays

Book a Hotel + Flight or Car together to unlock savings

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

Top hotels in Oakwood Village

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 3.719.494 ₫ per night from 28 Aug to 29 Aug
3.719.494 ₫
4.560.285 ₫ total
28 Aug - 29 Aug
includes taxes & fees
8.2/10 Very Good! (11,932 reviews)
"Where the hotel is located is not very ideal/safe with the rising crime in Toronto, although I will admit the hotel looks luxurious and for the most part, it is. Our room was good, we got the double beds, a standard room. The blankets were a weird and uncomfortable texture for me personally, the ..."

Reviewed on 13 Aug 2025

Chelsea Hotel, Toronto
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 3.707.073 ₫ per night from 1 Sept to 2 Sept
3.707.073 ₫
4.544.986 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (4,434 reviews)
"All of it"

Reviewed on 12 Aug 2025

Holiday Inn Toronto Downtown Centre by IHG
DoubleTree by Hilton Hotel Toronto Downtown

DoubleTree by Hilton Hotel Toronto Downtown

4 out of 5
108 Chestnut St, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is 4.492.552 ₫ per night from 28 Aug to 29 Aug
4.492.552 ₫
5.508.093 ₫ total
28 Aug - 29 Aug
includes taxes & fees
8.8/10 Excellent! (5,048 reviews)
"Easily check in. Clean rooms . Excellent location."

Reviewed on 11 Aug 2025

DoubleTree by Hilton Hotel Toronto Downtown
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 1null000null000 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 rentals 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.

Popular places to visit