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 Hazelton Hotel Toronto
Old Toronto
Price was CA $2,497, price is now CA $1,692 per person
CA $1,692
per person
Aug 9 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Toronto (YYZ)
9.8/10 Exceptional! (1,007 reviews)
Our stay was good but had to change rooms because there was a weird slightly rotten smell in the room.
Reviewed on Jun 24, 2026
Blue Mountain Resort Mosaic Suites
Price was CA $1,783, price is now CA $1,260 per person
CA $1,260
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Toronto (YYZ)
8.8/10 Excellent! (1,409 reviews)
The room was very clean. Stop was professional. Outdoor space was lovely and appreciate. The parking was included.
Reviewed on Jun 30, 2026
Living Water Resort and Spa
Price was CA $2,403, price is now CA $1,724 per person
CA $1,724
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Toronto (YYZ)
8.4/10 Very good! (1,574 reviews)
Should say that this was a huge upgrade to the 2 star motel I initially booked. Expedia suffered a glitch and I was upgraded to this place at cost. Nice place, pool was always crowded and loud. Room was nice with small kitchenette but the heating and cooling didn’t work. I addressed this at the desk because they were not answering and also asked for extra coffee for the morning. Neither of those things got taken care of but they did give me $50 for breakfast as compensation which was delicious and a very nice restaurant. In the staff’s defence the desk was always busy with some of the most bizarre problems so I felt a little bad for them as they were all doing their best. I’d stay here again for sure at the 2 star hotel rate but not at the rates they were charging at check in. It was almost triple the cost!
Reviewed on Jun 29, 2026
Charming Yorkville Condos
Old Toronto
Price was CA $1,132, price is now CA $813 per person
CA $813
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
8.8/10 Excellent! (279 reviews)
Gorgeous and well located condo - fantastic neighborhood. Condo was well stocked, quiet, lovely building. There are a lot of emails back and forth during check in and stay - I was fine with it (and will stay here again) but it might be confusing for someone less well traveled. It's good to think of it as a true VRBO - the experience is the same. If you like staying in a VRBO, this is an unbeatable value for the money!
Reviewed on Jun 29, 2026
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(12,517 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 $220 per night from Jul 24 to Jul 25
CA $220
CA $270 total
Jul 24 - Jul 25
includes taxes & fees
9/10 Wonderful! (291 reviews)
"Great location for Pride"
Reviewed on Jun 30, 2026
Holiday Inn Toronto Downtown Centre by IHG
30 Carlton Street Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $188 per night from Jul 5 to Jul 6
CA $188
CA $230 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (6,019 reviews)
"Located in a very busy part of town. Accessible to shops and transport. was super busy, there was a line to check in/out and for the evelator. Rooms were small and adequate, nothing fancy but good price for Toronto. Mainly clean but the room entrance is small and just has a bit of weird vibe 30 min ..."
Reviewed on Jun 30, 2026
Fairmont Royal York
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
The price is CA $258 per night from Jul 5 to Jul 6
CA $258
CA $317 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (8,292 reviews)
"It's always an amazing stay at the Fairmont - the location is great and the hotel is so nice."
Reviewed on Jun 30, 2026
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
Stay near popular Guildwood attractions
Things to do
Toronto: Casa Loma Entry Ticket
CA $45
per adult
90% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
CA $46
per adult
94% of travellers recommend
Hockey Hall of Fame Admission Ticket
CA $34
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.