The Annex Holidays

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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The Latest The Annex Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • Aug 16 - Aug 19

    Four Points by Sheraton Toronto Airport + Flight

    Mississauga
    3 nights
    3.5 star property
    8.4/10 - Very good (1,683 reviews)
    "Super supportive and friendly staff and great access to the airport. Super easy check in and check out."
    Reviewed June 10, 2026
    Return New York (LGA) - Toronto (YYZ)
    LGA - YYZDirect YTZ - LGADirect
    NZ$973
    NZ$831
    per traveller
    found 1 day ago
    Four Points by Sheraton Toronto Airport
  • Aug 16 - Aug 19

    Hotel Riu Plaza Toronto + Flight

    Downtown Toronto
    3 nights
    4.0 star property
    9.2/10 - Wonderful (3,608 reviews)
    "Great breakfast included"
    Reviewed June 10, 2026
    Return New York (LGA) - Toronto (YYZ)
    LGA - YYZDirect YTZ - LGADirect
    Save 100% on your flight
    NZ$1,803
    NZ$1,168
    per traveller
    found 1 day ago
    Hotel Riu Plaza Toronto
  • Aug 16 - Aug 19

    Element by Marriott Toronto Airport + Flight

    Mississauga
    3 nights
    3.5 star property
    9.2/10 - Wonderful (1,049 reviews)
    "everything was excellent event with travelling with a toddler"
    Reviewed June 5, 2026
    Return New York (LGA) - Toronto (YYZ)
    LGA - YYZDirect YTZ - LGADirect
    NZ$1,128
    NZ$940
    per traveller
    found 1 day ago
    Element by Marriott Toronto Airport
  • Aug 16 - Aug 19

    Embassy Suites by Hilton Toronto Airport + Flight

    Etobicoke
    3 nights
    3.5 star property
    9.4/10 - Exceptional (2,586 reviews)
    "Needs renovations."
    Reviewed June 10, 2026
    Return New York (LGA) - Toronto (YYZ)
    LGA - YYZDirect YTZ - LGADirect
    NZ$1,112
    NZ$930
    per traveller
    found 1 day ago
    Embassy Suites by Hilton Toronto Airport
  • Aug 16 - Aug 19

    Great Canadian Casino Resort Toronto + Flight

    Etobicoke
    3 nights
    4.0 star property
    9.0/10 - Wonderful (5,938 reviews)
    "I was disappointed with the customer service during my stay. The hotel staff were not welcoming and rarely smiled when interacting with guests. In addition, it was very difficult to reach the front desk, as phone calls often went unanswered when assistance was needed. Good customer service is an important part of the guest experience, and unfortunately, I felt that the level of service provided did not meet expectations. I hope management will address these issues and improve staff..."
    Reviewed June 10, 2026
    Return New York (LGA) - Toronto (YYZ)
    LGA - YYZDirect YTZ - LGADirect
    NZ$1,016
    NZ$858
    per traveller
    found 1 day ago
    Great Canadian Casino Resort Toronto

Our guide on where to stay in The Annex

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

Our pick of the best The Annex Hotel Deals

The Yorkville Royal Sonesta Hotel Toronto

The Yorkville Royal Sonesta Hotel Toronto

4 out of 5
220 Bloor Street West Toronto ON
Fully refundableReserve now, pay when you stay
The price is NZ$552 per night from 6 July to 7 July
NZ$552
6 July - 7 July
includes taxes & fees
9.4/10 Exceptional! (1,904 reviews)
"Always enjoy staying at the Yorkville property"

Reviewed on 8 June 2026

The Yorkville Royal Sonesta Hotel Toronto
Kimpton Saint George by IHG

Kimpton Saint George by IHG

4.5 out of 5
280 Bloor St W Toronto ON
Fully refundable
The price is NZ$472 per night from 14 June to 15 June
NZ$472
14 June - 15 June
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"The hotel’s complementary coffee bar and wine bar were a nice touch"

Reviewed on 9 June 2026

Kimpton Saint George by IHG
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 NZ$392 per night from 14 June to 15 June
NZ$392
14 June - 15 June
includes taxes & fees
8.4/10 Very Good! (15,155 reviews)
"Clean room and great check in"

Reviewed on 10 June 2026

Chelsea Hotel, Toronto
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 Annex holiday package cost?
Starting from only , a holiday package is your portal to low-priced travel. Put together your The Annex adventure by choosing from our extensive range of airfares, hotels and rental cars.
How do I get a cheap travel package to The Annex?
Our The Annex holiday packages offer plenty of savings for the savvy wanderer. For the best deal, simply bundle your hotel, flights and extras (including tours) into one neat package. But low prices are only the start of your next big adventure. When you book with Expedia, you'll have more than 550 airlines and 1 000 000 hotel options worldwide to choose from. Whatever your style, there's a package with your name on it.
Where should I stay in The Annex?
With interesting attractions like CN Tower and Rogers Centre in this neighbourhood, look for a hotel situated near them. Scotiabank Arena is another sight that visitors flock to.
What are the top hotels in The Annex?
Kimpton Saint George, An Ihg Hotel and Madison Manor Boutique Hotel are a couple of the most sought-after properties in The Annex. Why not have a look at the facilities and amenities at each and then decide?
How far in advance should I book my The Annex holiday?
It's hard to pick the perfect time for airfares, but we generally suggest the earlier, the better. Many international flights on Expedia become available up to a year in advance. If you're unable to do so, don't fret. Budget prices occasionally appear just weeks before departure dates.
What does an Expedia The Annex travel package include?
Choose from a combination of hotels, rental cars and flights. Once you've made your booking, you can also add on experiences and tours. Want to pick your airfare class? That's easy to do too. The choice is yours when it comes to putting together your ideal The Annex getaway.
What should I know before booking a The Annex travel package?
Our prices are already low. However, you'll grab even more savings if you book your flights, hotels and car rentals together. With an Expedia package, you'll get transparent pricing and a huge range of choice.
Can I choose my airline with a The Annex Expedia holiday package?
Yes, you can. We offer more than 550 partner airlines globally, so opt for the carrier that fits your budget and travelling style.
If I'm not able to travel, can I cancel my The Annex holiday package?
We totally get it — sometimes life doesn't go according to plan. If you've locked in a The Annex holiday package and have to cancel or change it, we can help. It's always worth visiting our Customer Service Portal first for information. But generally, if you've taken out your package in the last 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's more than 24 hours, your airline, hotel or car rental company may charge a fee.

Discover the most popular places to visit in The Annex

Activities

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