Oakwood Village Holidays from £900

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Your Oakwood Village Holiday

Pick one of our holiday packages to Oakwood Village and experience the many charms of this neighbourhood. Especially renowned for its cafes, your next unforgettable adventure starts right here. When it's time to head out and explore, you'll find a lot of big-name attractions nearby including University of Toronto - St. George Campus, Casa Loma and Royal Ontario Museum. Visit one, two or more during your trip to Oakwood Village. No matter your travel plans or the size of your budget, booking your dream Oakwood Village holiday is quick and easy with Expedia.

Price found within the past 48 hours. Click for updated prices.
Cozy Home in Richmond Hill with Free Parking
Radisson Hotel Toronto Airport West
The Waterside Inn
Renovated Rooms 10-min to Finch Subway Near Yonge St
Cozy Home Near Transit & Hillcrest Mall with Free Parking

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 £128 per night from 28 Aug to 29 Aug
£128
28 Aug - 29 Aug
includes taxes & fees
8.2/10 Very Good! (12,139 reviews)
"Super convenient location and suited our needs. The room felt smaller than anticipated and the location is large and busy in the lobby but the adult only pool area and separate family pool area is a great idea and much appreciated."

Reviewed on 25 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 £100 per night from 28 Aug to 29 Aug
£100
28 Aug - 29 Aug
includes taxes & fees
7.4/10 Good! (5,861 reviews)
"So very clean, staff are amazing"

Reviewed on 25 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
The price is £137 per night from 1 Sept to 2 Sept
£137
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (4,490 reviews)
"Always enjoy staying here . Good location and reasonable prices ."

Reviewed on 25 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 travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Oakwood Village from just £900. And the more you bundle, the more you save. The getaway of your dreams has never been more affordable.
If I'm not able to travel, can I cancel my Oakwood Village travel package?
It's impossible to predict what tomorrow might bring, so it's good to know that you can cancel or change your Oakwood Village travel package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to learn more.
How do I get a cheap travel package to Oakwood Village?
Booking an Oakwood Village travel package with Expedia is a simple way to save. We have access to more than 550 air carriers and 1,000,000 hotel options globally. With such a wonderful range to pick from, you'll have no worries creating your ideal holiday.
Does Expedia offer Book Now, Pay Later Oakwood Village holidays?
Expedia has partnered with online lender Klarna to make booking your next break easier on your budget. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to play with while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that fits into your budget. Browse these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's easy monthly instalment plans. If paying bite-sized amounts each month works for you, choose this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your trip in multiple transactions.
  • Low deposit holidays: Hitting the "book now" button is much easier with this plan. Just put down a small deposit on your holiday and then start packing your suitcase.

Where should I stay in Oakwood Village?
Urban adventurers come from near and far to experience CN Tower and Canadas Wonderland in Oakwood Village. Book a room close to these wonderful attractions and visit them whenever you please.
What are the top hotels in Oakwood Village?
Get your trip off to a good start by reserving a room at Delta Hotels by Marriott Toronto East. It's one of most sought-after properties in Oakwood Village. Another welcoming option is Ramada Plaza By Wyndham Toronto Downtown.
How far in advance should I book my Oakwood Village holiday?
It depends on the air carrier, but you can generally compare international flights on Expedia up to a year in advance. While it's generally a good idea to book ahead of time, lucky customers occasionally score a cheaper ticket just weeks before departure dates.
What does an Expedia Oakwood Village travel package include?
Flights, hotels and a cool car for all your road trip adventures. Simply select your favourite bundle and get access to great discounts. Once you've made your booking, add on a few tours and experiences and watch your savings stack up. When it comes to planning your Oakwood Village escape, you're in control!
What should I know before booking an Oakwood Village travel package?
Find deals that suit your budget with an Expedia package. Flights, hotels, rental cars — we're a one-stop shop for all of them. You'll save precious cash just by combining your bookings. Whether you're embarking on a skiing adventure or venturing someplace warm, your ideal getaway is just a few clicks away.
Can I choose my airline with an Oakwood Village Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our travel packages give you the flexibility to pick from available flight, hotel or activity options that suit you.

Popular places to visit

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.