Guildwood Vacations

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Your Guildwood Vacation

Guildwood is beckoning! Whatever type of break you have in mind, you can see and experience more of this neighborhood with a Guildwood vacation package. Some leading nearby attractions to visit during your trip to Guildwood include Centennial College, University of Toronto Scarborough and Guild Inn Gardens. Expedia can help turn your ideal Guildwood vacation into reality, whatever your budget or travel plans.

The Latest Guildwood Vacation Packages

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

The Waterside Inn

3.5 out of 5
Port Credit
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) 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

Lakeview Luxury Hotel

Lakeview Luxury Hotel

3 out of 5
Downtown Toronto
Save 100% on your flight
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Toronto (YYZ)
5.2/10 (5 reviews)
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Newark (EWR) 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

Park Hyatt Toronto

Park Hyatt Toronto

5 out of 5
Old Toronto
Save 100% on your flight
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Newark (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (1,142 reviews)
It was a lovely hotel with a very nice staff.

Reviewed on May 22, 2024

Luxury WaterFront View & Free Parking

Luxury WaterFront View & Free Parking

3 out of 5
Downtown Toronto
Save 100% on your flight
per person
Aug 12 - Aug 19
found 1 hour ago
Roundtrip flight included
Philadelphia (PHL) to Toronto (YYZ)
8.8/10 Excellent! (15 reviews)
Owing to some pumping issues arising from the property we previously reserved, another property centrally located in the middle of the downtown entertainment area with spectacular CN Tower view had been offered to us. In addition, the prompt response from management office & their follow-up actions taken in the middle of the night to help address ad hoc problems identified was greatly appreciated. Overall, we loved our stay there over the past 14 nights!

Reviewed on Feb 26, 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(4,700 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 $127 per night from Jun 16 to Jun 17
$127
$153 total
includes taxes & fees
Jun 16 - Jun 17
7.8/10 Good! (7,173 reviews)
"Great hotel great rooms beds and pillows to die for. Great staff and good pick up and go food."

Reviewed on Jun 4, 2024

Chelsea Hotel, Toronto
Cambridge Suites Toronto
Cambridge Suites Toronto
4 out of 5
15 Richmond St E, Toronto, ON
The price is $165 per night from Jun 13 to Jun 14
$165
$197 total
includes taxes & fees
Jun 13 - Jun 14
9/10 Wonderful! (5,991 reviews)
"Friendly and helpful staff. Functional room and great location."

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 $148 per night from Jul 4 to Jul 5
$148
$178 total
includes taxes & fees
Jul 4 - Jul 5
8/10 Very Good! (1,823 reviews)
"It's a lovely oasis in a busy, diverse city. Just great!"

Reviewed on Jun 3, 2024

Pan Pacific Toronto
See all 3,389 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

Kid Friendly Vacations

Kid Friendly 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 $555. 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(661 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(1,736 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(280 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

$73
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

$50
Per adult
82% of travellers recommend
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
Image for Fall for Niagara Tour

Fall for Niagara Tour

$66
Per adult
Fall for Niagara Tour
See all activities in Toronto

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