Guildwood Holidays

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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 NZ$265 per night from 18 Dec to 19 Dec
NZ$265
18 Dec - 19 Dec
includes taxes & fees
8.2/10 Very Good! (13,111 reviews)
Stuff and services

Reviewed on 17 Nov 2025

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 NZ$263 per night from 15 Dec to 16 Dec
NZ$263
15 Dec - 16 Dec
includes taxes & fees
8.4/10 Very Good! (4,818 reviews)
Good location, no fault of the hotel but the sirens outside never stop. Neighbouring doors are loud, bathroom had a bit of a smell.

Reviewed on 14 Nov 2025

Holiday Inn Toronto Downtown Centre by IHG
Fairmont Royal York

Fairmont Royal York

4 out of 5
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
The price is NZ$445 per night from 16 Dec to 17 Dec
NZ$445
16 Dec - 17 Dec
includes taxes & fees
9/10 Wonderful! (7,409 reviews)
Clean very comfortable room. Excellent food!

Reviewed on 14 Nov 2025

Fairmont Royal York
See all 4,390 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.

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

4/5(26 reviews)

This iconic Toronto landmark offers breathtaking views over the whole city and, on a clear day, as far as Niagara Falls.

CN Tower
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
Canada's Wonderland

Canada's Wonderland

4/5(2 reviews)

Get your adrenaline pumping at this fun-filled amusement park where the thrills come fast and furious.

Canada's Wonderland

Activities

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

City Sightseeing Toronto Hop-On Hop-Off Bus Tour

NZ$80
per adult
84% of travellers recommend
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

NZ$58
per adult
90% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
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

NZ$31
per adult
90% of travellers recommend
Hockey Hall of Fame Admission 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.