Guildwood Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Holiday Package Deals in Guildwood
Price found within the past 48 hours. Click for updated prices.
City Centre Suites
Downtown Toronto
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.2/10 Wonderful! (5 reviews)
Pros - Great location with everything nearby. Suite was nice, clean and good size for 4 people. Showers were excellent and minimal noise for being downtown Toronto.
Cons - Beds were double size beds which wasn’t good for two couples and they were incredibly uncomfortable. Pillows were also not very good. Also, one morning while we were sleeping a security and maintenance person unlocked the door and walked into the suite and woke the 4 of us up to change an air filter.
Reviewed on Jul. 12, 2025
The Laundry Rooms Gaslight Cambridge
per person
Oct 20 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Toronto (YYZ)
9.6/10 Exceptional! (391 reviews)
This is our second stay at the Cambridge location and it did not disappoint! The 2 bedroom suite which we got as a VIP perk upgrade was immaculate and fully equipped with everything we needed. The master bedroom was comfortable and we had a pretty view off of the balcony. Love the location, love the building and especially loved the suite! Great value and exceptional hospitality!
Reviewed on Aug. 5, 2025
Woodbourne Inn
St. Davids
per person
Oct 8 - Oct 13
found 23 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.8/10 Exceptional! (489 reviews)
We had a wonderful stay! Yvonne and the entire staff was incredibly responsive and friendly, the room was clean and spacious, and the outdoor seating area was lovely. We also enjoyed the indoor game room too, such a nice touch!
Reviewed on Aug. 4, 2025
The Laundry Rooms Station Park Kitchener
K-W Hospital
per person
Oct 20 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Toronto (YYZ)
9.2/10 Wonderful! (316 reviews)
Convenient comfortable and in a good neighborhood for amenities. Helpful management not our first stay wont be our last!
Reviewed on Jul. 21, 2025
Where to stay in Guildwood
Find the best Guildwood areas and neighborhoods for the activities you enjoy most. Learn more about Guildwood
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.
Guildwood Hotel Deals
Chelsea Hotel, Toronto
33 Gerrard St W, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Sep 1 to Sep 2
CA $212
CA $260 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (11,911 reviews)
"We enjoyed our stay and look forward to staying at the Chelsea Hotel Toronto in the future! Staff were very accommodating and helpful, we enjoyed exploring the shops ans restaurants in the area, and our daughter really enjoyed the pool!"
Reviewed on Aug. 6, 2025
Holiday Inn Toronto Downtown Centre by IHG
30 Carlton Street, Toronto, ON
The price is CA $203 per night from Sep 1 to Sep 2
CA $203
CA $249 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (4,384 reviews)
"I loved my stay. Everything about the room was great except I feel there should have been utensils to go with the mini kitchen the suite. Maybe even a microwave. Other than that every thing was great. Thank you"
Reviewed on Aug. 6, 2025
DoubleTree by Hilton Hotel Toronto Downtown
108 Chestnut St, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is CA $246 per night from Sep 1 to Sep 2
CA $246
CA $301 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (5,001 reviews)
Very good hotel
"The hotel is conveniently located. The rooms are clean and comfortable. Staff very friendly. I would definitely recommend it."
Reviewed on Aug. 6, 2025
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
Discover the most popular places to visit in Guildwood
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.
CN Tower
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.
Canada's Wonderland
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.
Things to do
City Sightseeing Toronto Hop-On Hop-Off Bus Tour
CA $55
per adult
84% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
CA $46
per adult
92% of travellers recommend
Niagara Falls Day Tour from Toronto
CA $94
per adult
96% of travellers recommend
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.