Guildwood Holidays from AU$2,684

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Your Guildwood Holiday

Experience everything this neighbourhood has to offer with a customised Guildwood holiday package. However you imagine spending your days here, you'll find endless opportunities for fun, adventure and relaxation. Kick off your trip to Guildwood by checking out nearby attractions such as University of Toronto Scarborough, Centennial College and Guild Inn Gardens. Don't just wish for it — make it happen! Reserve your ideal Guildwood holiday with Expedia and travel your way.

Top Holiday Package Deals in Guildwood

Price found within the past 48 hours. Click for updated prices.
Sunrise BnB with Free Parking

Sunrise BnB with Free Parking

2 out of 5
East York
Price was AU$2,923, price is now AU$2,684 per person
AU$2,684
per person
5 Dec - 12 Dec
found 23 hours ago
Return direct flight included
Sydney (SYD) to Toronto (YYZ)
7.6/10 Good! (24 reviews)
Booked an executive suite with patio and courtyard view. Had a tiny damp basement room with small ground level window looking under the deck. If u r over 5 ft 2 inches tall then b prepared to hit your head regularly on the chandelier. No patio, no courtyard, no breakfast, never met hosts but did endure their yappy dog and constant overhead walking. Didn't enjoy the moldy shared shower or the cockroach in my room! Extremely misrepresented!

Reviewed on 25 Oct 2025

Staybridge Suites Oakville by IHG

Staybridge Suites Oakville by IHG

3 out of 5
Price was AU$3,109, price is now AU$2,824 per person
AU$2,824
per person
5 Dec - 12 Dec
found 23 hours ago
Return direct flight included
Sydney (SYD) to Toronto (YYZ)
8.4/10 Very Good! (1,017 reviews)
Room was clean floor as expected. Staff were all very courteous especially the breakfast staff Lisa and the other Ladies. The maintenance guy Reginald I think was his name was also very pleasant.

Reviewed on 28 Oct 2025

Hyatt Place Toronto - Brampton

Hyatt Place Toronto - Brampton

3 out of 5
Airport Road Business Centre
Price was AU$3,127, price is now AU$2,858 per person
AU$2,858
per person
5 Dec - 12 Dec
found 23 hours ago
Return direct flight included
Sydney (SYD) to Toronto (YYZ)
9.2/10 Wonderful! (1,840 reviews)
It was a great place to stay staff was friendly and very helpful, the rooom was great and comfortable.

Reviewed on 2 Nov 2025

Park Inn By Radisson Toronto - Markham

Park Inn By Radisson Toronto - Markham

3.5 out of 5
Price was AU$3,053, price is now AU$2,809 per person
AU$2,809
per person
5 Dec - 12 Dec
found 23 hours ago
Return direct flight included
Sydney (SYD) to Toronto (YYZ)
7/10 Good! (2,272 reviews)
Staff was courteous. Room was quiet and clean. Wallpaper/carpet showing a bit of age.

Reviewed on 2 Nov 2025

Upgraded Rooms with Bath 7-min to Subway Near Downsview Rogers Stadium

Upgraded Rooms with Bath 7-min to Subway Near Downsview Rogers Stadium

2.5 out of 5
North York
Price was AU$3,023, price is now AU$2,787 per person
AU$2,787
per person
5 Dec - 12 Dec
found 23 hours ago
Return direct flight included
Sydney (SYD) to Toronto (YYZ)
8.2/10 Very Good! (26 reviews)
Good location for a concert at Rogers Stadium. This is definitely budget accommodations.

Reviewed on 12 Sept 2025

Our guide on where to stay in Guildwood

Find the best Guildwood areas and neighborhoods for the activities you enjoy most. Learn more about Guildwood
Downtown Toronto showing heritage architecture, a city and an administrative building

Downtown Toronto

5 out of top 10 points of interest in this area
4.5/5(123 area reviews)

Find fabulous museums and galleries among the immense architecture in this town center, a global leader in design and innovation.

Find hotels in Downtown Toronto

Our pick of the best Guildwood 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$260 per night from 16 Nov to 17 Nov
AU$260
16 Nov - 17 Nov
includes taxes & fees
8.2/10 Very Good! (12,848 reviews)
Room could have been a little cleaner other then that it’s been a great stay

Reviewed on 30 Oct 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$179 per night from 4 Nov to 5 Nov
AU$179
4 Nov - 5 Nov
includes taxes & fees
7.4/10 Good! (6,203 reviews)
good

Reviewed on 30 Oct 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$253 per night from 16 Nov to 17 Nov
AU$253
16 Nov - 17 Nov
includes taxes & fees
8.4/10 Very Good! (4,771 reviews)
The hotel is located in a convenient area in walking distance to shopping and other sightseeing places.

Reviewed on 2 Nov 2025

Holiday Inn Toronto Downtown Centre by IHG
See all 4,350 properties in Guildwood
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Guildwood holiday package cost?
We make it simple to travel the world, with Guildwood holiday packages starting from as little as AU$2,684. You'll have the flexibility to bundle your preferred hotels, airlines and car rental. For the ultimate escape, why not add some experiences and tours to your itinerary?
How do I get a cheap travel package to Guildwood?
If you love scoring a bargain, combine your bookings into a Guildwood holiday package. Whether you're looking for flights, hotels, rental cars or day tours, you can book them all in one place. You'll have plenty of choice at your fingertips too. Expedia has more than 550 airlines and 1 000 000 hotel options all over the world to select from. Fly with who you want, stay in a place you like and save a bundle — now that's the perfect escape!
Where should I stay in Guildwood?
Take the hassle out of sightseeing by staying in a hotel within walking distance of Guildwood's terrific attractions. Canadas Wonderland and CN Tower are two of the best in the area.
How far in advance should I book my Guildwood holiday?
Reward yourself with the widest variety at the cheapest prices by booking your holiday to Guildwood nice and early. Airlines generally publish flights anywhere up to a year prior to departure, so secure your spot as soon as possible. That being said, Expedia is dedicated to giving you the best deals around, so there's never a bad time to book your dream holiday!
What does an Expedia Guildwood travel package include?
Select from any combination of hotels, rental cars and flights. Once you've made your booking, you can add tours and activities. Want to pick your fare class? That's also easy to do. The choice is yours when it comes to arranging your dream Guildwood getaway.
What should I know before booking a Guildwood travel package?
Find deals to suit your budget with an Expedia package. Airfares, hotels, rental cars — we've got them all. You'll save big bucks just by bundling your bookings. Whether you're going on a winter snow adventure or getting some sun on a warm beach, your perfect getaway is only clicks away.
Can I choose my airline with a Guildwood Expedia holiday package?
Yes, you sure can. We have more than 550 partner airlines around the world, so fly with the carrier that best suits your budget needs.
If I'm not able to travel, can I cancel my Guildwood holiday package?
Yes, you can. We realise things don't always go to plan, so we're happy to help if you have to make changes to your Guildwood holiday package. You may be able to cancel or change your itinerary at no cost if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in Guildwood

Rogers Centre

Rogers Centre

4.5/5(10 reviews)

Come to this multipurpose stadium to watch baseball matches and football games, listen to concerts of famous bands, see family shows or simply tour this central entertainment complex.

Rogers Centre
CN Tower showing night scenes, a high-rise building and skyline

CN Tower

4/5(26 reviews)

Easily the best view in town and some tasty bites to enjoy up top too.

CN Tower
Canada's Wonderland

Canada's Wonderland

4/5(2 reviews)

A wonderland in every sense of the word, families of all sizes will enjoy the exciting array of rides on offer at this thrilling theme park.

Canada's Wonderland

Activities

Toronto Hop-On Hop-Off Bus Tour & Free Harbour Cruise

City Sightseeing Toronto Hop-On Hop-Off Bus Tour

AU$70
per adult
84% of travellers recommend
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
Horseshoe Falls

Niagara Falls Day Tour from Toronto

AU$87
per adult
96% of travellers recommend
Niagara Falls Day Tour from Toronto
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

AU$44
per adult
86% of travellers recommend
Toronto: Casa Loma Entry Ticket
See all activities in Toronto
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.