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
Port Credit
CA $592
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
8.6/10 Excellent! (1,064 reviews)
This is a hotel that was great in its day, and needs some tlc to bring it back to its old grandeur. The location is great but that's about it.
The entrance is difficult and the lobby set up is badly designed - getting in and out if more than one person is coming is a feat. The staff, the little we saw of them, at the front desk were not friendly nor helpful. We were supposed to get the Expedia VIP treatment, but what we got was an attitude.
On top of that, there seems to be a policy in Canada to charge a security deposit of $400 on a paid room. I had never heard of such a thing, and what's the logic there?
One of the appliances in the apartment wasn't working either. I wanted to like it, low floor view and balcony, but the unfriendliness really took the joy out of the stay.
It's comfortable enough in the room, just don't expect a super friendly or pleasant experience.
Reviewed on Aug 27, 2026
Beautiful Condos In the Heart of Downtown
Downtown Toronto
CA $1,364
per person
Nov 11 - Nov 16
found 4 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9/10 Wonderful! (376 reviews)
Self check-in was a nightmare. The security desk had no record of our reservation. We were able to contact the host who were able to file the proper applications required by the property. But it took a very long time which made us miss the opening ceremony for the blue jays. Which was the reason for our trip. The apartment was clean and nicely decorated. Also had coffee. The beds were very uncomfortable. I could feel the springs through the mattress. After the added condo fees the price was not worth it. Would have been better to stay in a hotel. And they had no place to store our luggage at check out until our evening flight.
Reviewed on Jun 15, 2026
Hotel Riu Plaza Toronto
Downtown Toronto
CA $759
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.4/10 Exceptional! (4,590 reviews)
For a hotel in the heart of downtown, it was a solid stay. Very close to many tourist attractions, restaurants, popular streets, and minutes away from the TTC. The hotel breakfast was very worth it. The hotel staff was very kind — we were granted an early check-in at no extra charge. Only minor notes were that the room we booked was quite small for four people. The sliding washroom door in our room was also translucent to the point where it was a little awkward to use because we could see each other’s silhouette. Aside from that, the hotel itself was very clean, provided great amenities, and was a great place to sleep and recharge while we spent most of our visit exploring the city.
Reviewed on Aug 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
6 out of top 10 points of interest in this area
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.
North York
1 out of top 10 points of interest in this area
Home to interactive museums like Ontario Science Centre and Aga Khan Museum, North York offers ample shopping at Yorkdale Shopping Centre and Fairview Mall. Easily accessible via TTC subway and bus lines.
Etobicoke
Suburban and industrialized, Etobicoke boasts numerous parks like James Gardens and Centennial Park, as well as golf courses such as St. George's Golf and Country Club. Enjoy convenient public transportation via TTC and GO stations.
Scarborough
1 out of top 10 points of interest in this area
Situated atop Scarborough Bluffs, this diverse district offers shopping at Scarborough Town Centre and animal encounters at Toronto Zoo. Explore natural landmarks like Rouge Park and the Scarborough Bluffs, or hop on the TTC for easy transit access.
Toronto Entertainment District
Downtown Toronto's vibrant hub features theatres, performing arts centres, and Toronto Blue Jays games, with numerous bars and restaurants catering to diverse crowds. Don't miss the iconic CN Tower!
Guildwood Hotel Deals
Chelsea Hotel, Toronto
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
CA $212
CA $254 total
Sep 7 - Sep 8
includes taxes & fees
Toronto Don Valley Hotel and Suites
175 Wynford Drive Toronto ON
CA $133
CA $159 total
Aug 30 - Aug 31
includes taxes & fees
Fairmont Royal York
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
CA $322
CA $386 total
Sep 3 - Sep 4
includes taxes & fees
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 vacation package cost?
We make it simple to travel the world, with Guildwood vacation packages starting from as little as CA $592. 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.
Stay near popular Guildwood attractions
Clark Centre for the Arts
Enjoy an outing to Clark Centre for the Arts during your stay in Toronto. Check out the shops and top-notch restaurants in this family-friendly area.
Things to do
Toronto: Ripley's Aquarium of Canada Entry Ticket
CA $44
per adult
92% of travellers recommend
Toronto: Casa Loma Entry Ticket
CA $42
per adult
90% of travellers recommend
Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry
CA $74
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.