Guildwood Vacation Packages

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Top Holiday Package Deals in Guildwood

Price found within the past 48 hours. Click for updated prices.
The Waterside Inn

The Waterside Inn

3.5 out of 5
Port Credit
Save 100% on your flight
per person
Jul. 29 - Aug. 4
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
8.2/10 Very Good! (1,000 reviews)
Staff was not very friendly upon check-in nor when I asked for additional towels. The unit was comfortable for the 4 of us. And we loved all the restaurants just a short walk away.

Reviewed on Jun. 4, 2024

151 Dan Leckie Way

151 Dan Leckie Way

2.5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Jul. 29 - Aug. 4
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.4/10 Exceptional! (91 reviews)
AMAZING LOCATION! Renters were wonderful hosts and so many great accessible options to dining and shopping thouroughly enjoyed our stay!

Reviewed on Jun. 2, 2024

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Aug. 9 - Aug. 12
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Toronto (YYZ)
9.4/10 Exceptional! (320 reviews)
The staff at 1 Hotel are incredibly helpful and so sweet. This hotel is my favourite place to stay, hands down.

Reviewed on May 26, 2024

GLOBALSTAY. Charming Yorkville Condos

GLOBALSTAY. Charming Yorkville Condos

4 out of 5
Old Toronto
Save 100% on your flight
per person
Aug. 24 - Aug. 30
found 4 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
8/10 Very Good! (86 reviews)
Very convenient walking distance for what we were there for.

Reviewed on May 26, 2024

Shangri-La Toronto

Shangri-La Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Aug. 24 - Aug. 30
found 4 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.4/10 Exceptional! (1,005 reviews)
Our new go to property for our visits.

Reviewed on Jun. 1, 2024

Where to stay in Guildwood

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

Downtown Toronto

5 out of top 10 points of interest in this area
4.5/5(12,351 area reviews)

Dive into the bustling Entertainment District with its lively restaurants, nightclubs, and live theatre, or explore the upscale Yorkville area, boasting designer boutiques and world-class galleries. Don't miss the iconic Royal Ontario Museum and the revitalized Harbourfront area.

Find hotel + flight trips in Downtown Toronto

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 CA $174 per night from Jun. 16 to Jun. 17
CA $174
CA $209 total
includes taxes & fees
Jun 16 - Jun 17
7.8/10 Good! (7,133 reviews)
"The food was amazing. Dint have a fridge in our room considering it was long weekend and it was pretty hot outside. 2 thumbs up for the food"

Reviewed on Jun. 1, 2024

Chelsea Hotel, Toronto
Cambridge Suites Toronto
Cambridge Suites Toronto
4 out of 5
15 Richmond St E, Toronto, ON
The price is CA $225 per night from Jun. 13 to Jun. 14
CA $225
CA $270 total
includes taxes & fees
Jun 13 - Jun 14
9/10 Wonderful! (5,986 reviews)
"Great location with everything in walking distance. Would recommend"

Reviewed on Jun. 4, 2024

Cambridge Suites Toronto
Pan Pacific Toronto
Pan Pacific Toronto
4 out of 5
900 York Mills Rd, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Jul. 4 to Jul. 5
CA $203
CA $243 total
includes taxes & fees
Jul 4 - Jul 5
8/10 Very Good! (1,821 reviews)
"Overall, nice stay. Rooms were clean and spacious, comfortable beds. Front desk staff who checked us in were welcoming and friendly. We travelled with another couple and they, as well as myself, called about our reservation multiple times over the week leading up to the reservation and left messages ..."

Reviewed on Jun. 2, 2024

Pan Pacific Toronto
See all 3,391 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Guildwood vacation package cost?
We make it simple to travel the world, with Guildwood vacation packages starting from as little as CA $830. 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 vacation 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 vacation?
Reward yourself with the widest variety at the cheapest prices by booking your vacation 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 vacation!
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 vacation 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 vacation package?
Yes, you can. We realize things don’t always go to plan, so we’re happy to help if you have to make changes to your Guildwood vacation 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

Image for Rogers Centre

Rogers Centre

4.5/5(1,156 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
Image for CN Tower

CN Tower

4.5/5(2,239 reviews)

Take the glass elevator to the lookout points on Toronto’s iconic landmark to enjoy views as far as Niagara Falls or have dinner in high style.

CN Tower
Image for Canada's Wonderland

Canada's Wonderland

4/5(790 reviews)

The highlight at this amusement park is the super-fast Leviathan ride, but there are 15 other roller coasters and more than 200 attractions to explore.

Canada's Wonderland

Things to do

Image for Niagara Falls Day Tour from Toronto

Niagara Falls Day Tour from Toronto

CA $99
Per adult
98% of travellers recommend
Niagara Falls Day Tour from Toronto
Image for City Sightseeing Toronto Hop-On Hop-Off Bus Tour

City Sightseeing Toronto Hop-On Hop-Off Bus Tour

CA $68
Per adult
82% of travellers recommend
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
Image for Toronto Walking Tour - Discover Toronto Like a Local

Toronto Walking Tour - Discover Toronto Like a Local

CA $32
Per adult
100% of travellers recommend
Toronto Walking Tour - Discover Toronto Like a Local
See all activities in Toronto

Other vacations you might like

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