Guildwood Holidays

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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.

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$252 per night from 12 Feb to 13 Feb
AU$252
12 Feb - 13 Feb
includes taxes & fees
8.4/10 Very Good! (13,748 reviews)
Clean room , clean building. Most of the hotel staff was nice. Good location , felt safe and clean. Very happy with my stay , will be back.

Reviewed on 6 Jan 2026

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 AU$231 per night from 25 Jan to 26 Jan
AU$231
25 Jan - 26 Jan
includes taxes & fees
8.4/10 Very Good! (5,178 reviews)
Clean room

Reviewed on 11 Jan 2026

Holiday Inn Toronto Downtown Centre by IHG
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
30 Widmer St Toronto ON
Fully refundableReserve now, pay when you stay
The price is AU$299 per night from 15 Jan to 16 Jan
AU$299
15 Jan - 16 Jan
includes taxes & fees
9/10 Wonderful! (1,301 reviews)
Great price for a weekend trip stay! The staff and quality of the overall experience was superb, I’m looking forward to coming back!

Reviewed on 10 Jan 2026

Hotel Riu Plaza Toronto
See all 4,665 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 . 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

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

CN Tower

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

CN Tower
Rogers Centre

Rogers Centre

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
Canada's Wonderland

Canada's Wonderland

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
The highlight of any visit to the Hockey Hall of Fame is the Esso Great Hall, where guests can get close up to hockey's greatest treasure, the Stanley Cup.

Hockey Hall of Fame Admission Ticket

AU$27
per adult
90% of travellers recommend
Hockey Hall of Fame Admission Ticket
Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

AU$51
per adult
94% of travellers recommend
Toronto: Ripley's Aquarium of Canada 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.