The Pocket Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

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

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

Top Holiday Package Deals in The Pocket

Price found within the past 48 hours. Click for updated prices.
Waterfront Majesty Enclaves
1 Hotel Toronto
Canada Suites on Bay
Woodbourne Inn
GLOBALSTAY. Luxury 3BR Townhomes with HOT TUB, Gym, BBQ

Where to stay in The Pocket

Find the best The Pocket areas and neighborhoods for the activities you enjoy most. Learn more about The Pocket

The Pocket Hotel Deals

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W, Toronto, ON
The price is CA $229 per night from Sep 1 to Sep 2
CA $229
CA $280 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (12,134 reviews)
"The property is a bit tired, in need of some TLC. The cleaning staff were very polite and helpful. Staff in the elm street bar were welcoming and attentive."

Reviewed on Aug. 25, 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 CA $169 per night from Aug 31 to Sep 1
CA $169
CA $207 total
Aug 31 - Sep 1
includes taxes & fees
7.4/10 Good! (5,860 reviews)
"Clean"

Reviewed on Aug. 25, 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 CA $228 per night from Sep 1 to Sep 2
CA $228
CA $280 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (4,490 reviews)
"Always enjoy staying here . Good location and reasonable prices ."

Reviewed on Aug. 25, 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 a The Pocket vacation package cost?
Starting from as low as CA $697, a vacation package is your passport to affordable travel. Put together your The Pocket getaway by selecting from our wide range of airfares, hotels and rental cars.
How do I get a cheap travel package to The Pocket?
Combining your hotel and flight with Expedia won't just save you time — it'll save you a pretty penny too. A The Pocket vacation package makes it simple to create the perfect trip. With more than 550 airlines throughout the world to select from, finding flights that suit your busy schedule won't be difficult. On top of that, we have over 1,000,000 hotel options globally to choose from. Now that's what we call choice. Whatever your budget, Expedia puts more of the world within your reach.
Where should I stay in The Pocket?
Urban explorers come from all corners of the globe to see Canadas Wonderland and CN Tower in The Pocket. Book a room near these terrific attractions and visit them whenever you want.
How far in advance should I book my The Pocket vacation?
While not all air carriers release ticket prices early, you can normally compare international flights on Expedia up to 12 months in advance. This is when you can nab some incredible deals. If you're booking late, you might still get lucky. Sometimes the cheapest prices appear only weeks before departure.
What does an Expedia The Pocket travel package include?
Hotels, flights and rental cars, or any combination of them — it's your choice. Whether you're visiting The Pocket with the whole family or adventuring with your friends, there's a bundle to match every budget and style. Once you've made your booking, why not add on a few tours as well?
What should I know before booking a The Pocket travel package?
A package can be easier on the credit card than individually booking all you need for your adventure. For example, combine your hotels, flights and rental cars and save a pretty penny. Whatever your vacation goals are, there's sure to be a package that fits your budget.
Can I choose my airline with a The Pocket Expedia vacation package?
Expedia offers access to more than 550 partner airlines globally, so you certainly can. Just pick your favorite carrier and craft the perfect The Pocket getaway.
If I'm not able to travel, can I cancel my The Pocket vacation package?
Plans can change in the blink of an eye, so yes. You may be able to amend or cancel your The Pocket vacation package at no cost within 24 hours of booking. For bookings older than that, you can still make changes, but your car rental company, hotel or airline may charge a fee. Looking for more information? Look up our Customer Service Portal. We'll help make sure your trip goes off without a hitch.

Discover the most popular places to visit in The Pocket

Things to do

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