Guildwood Holidays

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    Better together

    Save up to S$134 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

Where to stay in Guildwood

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

Top hotels in Guildwood

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 S$233 per night from 4 Aug to 5 Aug
S$233
4 Aug - 5 Aug
includes taxes & fees
8.2/10 Very Good! (11,762 reviews)
"The hotel is very centrally located. Easy walk to the gay village. A short walk or super quick uber/lyft ride to Union station or the harbor front. The rooms (my group had 3) were nice. Very comfortable beds. No real storage for clothing. Bathroom was nice but a bit small. Front desk staff was good. ..."

Reviewed on 23 Jul, 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 S$174 per night from 27 Jul to 28 Jul
S$174
27 Jul - 28 Jul
includes taxes & fees
7.2/10 Good! (5,774 reviews)
"My daughter and I loved this hotel! Mohammad at the front desk is fantastic! He gave us a late check out to 3pm as pool closure last visit. Super friendly and nice. The room was good with balcony. It would be nice to have microwave. Bed/sheets were comfy. The pillows are horrible however. Indoor ..."

Reviewed on 23 Jul, 2025

Toronto Don Valley Hotel and Suites
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 S$422 per night from 4 Aug to 5 Aug
S$422
4 Aug - 5 Aug
includes taxes & fees
9/10 Wonderful! (6,970 reviews)
"All staff in all points of our journey have been excellent. Attentive, kind and welcoming! We sampled food and drinks at the restaurants on site and the food was great, drinks were fun and service was professional, kind and very knowledgeable."

Reviewed on 25 Jul, 2025

Fairmont Royal York
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.

Popular places to visit

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.