Guildwood Holidays

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Your Guildwood Holiday

Experience everything this neighbourhood has to offer with a customised Guildwood holiday package. However you imagine spending your days here, you'll find endless opportunities for fun, adventure and relaxation. Kick off your trip to Guildwood by checking out nearby attractions such as University of Toronto Scarborough, Centennial College and Guild Inn Gardens. Don't just wish for it — make it happen! Reserve your ideal Guildwood holiday with Expedia and travel your way.

Our guide on where to stay in Guildwood

Find the best Guildwood areas and neighborhoods for the activities you enjoy most. Learn more about Guildwood

A row of international flags in front of a historic building with ornate architecture.

Downtown Toronto

7 out of top 10 points of interest in this area

Find fabulous museums and galleries among the immense architecture in this town center, a global leader in design and innovation.

A well-manicured garden with geometric hedges, a variety of flowering plants, and a central tall tree.

North York

Travellers love North York for its popular shops, and you can see more of Toronto by jumping on the metro at Sheppard West Station or Wilson Station. You might spend time checking out top sights like Rogers Stadium and Chesswood Arena.

A row of Victorian-style houses with steep gabled roofs, surrounded by lush greenery and a well-maintained lawn.

Etobicoke

It may be close to the big city but this small town retains its identity with serene parkland and beautiful coastline.

A large wooden climbing structure with multiple levels and ropes.

Scarborough

1 out of top 10 points of interest in this area

You might take some time to check out the abundant dining options in Scarborough. Spend some time visiting top spots like Toronto Zoo, and catch the metro at Kennedy Station or Ionview Station to see more of the area.

An aerial view of a city with a river, high-rise buildings, and a bridge.

Toronto Entertainment District

Travellers choose Toronto Entertainment District for its popular aquarium. Hop aboard the metro at Spadina Ave at Bremner Blvd North Side Stop or Spadina Ave at Front St West North Side Stop and check out top sights like Rogers Centre.

Our pick of the best Guildwood Hotel Deals

Chelsea Hotel, Toronto

22 Elm St Toronto ON

Fully refundableReserve now, pay when you stay

AU$255

25 Oct - 26 Oct

includes taxes & fees

8.8/10 Excellent! (2,340 reviews)

"Make sure you ask for a room not facing the street. Traffic is noisy. Staff is always helpful Restaurants are very overpriced"

Reviewed on 12 Oct 2026

Holiday Inn Toronto Downtown Centre by IHG

30 Carlton Street Toronto ON

AU$259

8 Nov - 9 Nov

includes taxes & fees

8.6/10 Excellent! (6,659 reviews)

"Staff was super nice and attentive. The buffet style breakfast for $23 as an upgrade is quite reasonable."

Reviewed on 12 Oct 2026

Toronto Don Valley Hotel and Suites

175 Wynford Drive Toronto ON

AU$183

12 Nov - 13 Nov

includes taxes & fees

7.8/10 Good! (7,112 reviews)

"The hotel is older but still very clean and acceptable. The breakfast is a good value at $15. The staff was helpful and very pleasant."

Reviewed on 12 Oct 2026

See all 6,153 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.

Frequently asked questions

How much does a Guildwood holiday package cost?

We make it simple to travel the world, with Guildwood holiday packages starting from as little as . 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 holiday 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 holiday?

Reward yourself with the widest variety at the cheapest prices by booking your holiday 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 holiday!

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 holiday 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 holiday package?

Yes, you can. We realise things don't always go to plan, so we're happy to help if you have to make changes to your Guildwood holiday 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. Visit the shops and top-notch restaurants in this family-friendly area.

See properties

Activities

Toronto Hop-On Hop-Off Bus Tour & Free Harbour Cruise

City Sightseeing Toronto Hop-On Hop-Off Bus Tour

AU$70

per adult

84% of travellers recommend

Toronto: Casa Loma Entry Ticket

AU$45

per adult

90% of travellers recommend

Toronto: Ripley's Aquarium of Canada Entry Ticket

AU$47

per adult

94% of travellers recommend

See all activities in Toronto

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

Guildwood Holidays

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Guildwood Holiday

Our guide on where to stay in Guildwood

Downtown Toronto

North York

Etobicoke

Scarborough

Toronto Entertainment District

Our pick of the best Guildwood Hotel Deals

Chelsea Hotel, Toronto

Holiday Inn Toronto Downtown Centre by IHG

Toronto Don Valley Hotel and Suites

Frequently asked questions

Stay near popular Guildwood attractions

Clark Centre for the Arts

Activities

City Sightseeing Toronto Hop-On Hop-Off Bus Tour

Toronto: Casa Loma Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket