Cliffside Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Rebecca Figueroa
  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 Cliffside

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

The Waterside Inn

Port Credit
CA $501
per person
Oct 15 - Oct 18
found 20 hours ago
Roundtrip flight included
Winnipeg (YWG) to Toronto (YYZ)
8.6/10 Excellent! (1,040 reviews)
Four Seasons Hotel Toronto

Four Seasons Hotel Toronto

Old Toronto
CA $1,856
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.6/10 Exceptional! (993 reviews)
The best hotel I've ever stayed at. This is the standard I'll judge all my future hotel stays. I couldn't of been more pleased

Reviewed on Aug 7, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
CA $987
per person
Oct 8 - Oct 10
found 19 hours ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.6/10 Exceptional! (780 reviews)
Great property, small pool for kids but we made sure to go super early to get a swim in

Reviewed on Aug 6, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

Downtown Toronto
CA $999
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.4/10 Exceptional! (4,215 reviews)

Where to stay in Cliffside

Find the best Cliffside areas and neighborhoods for the activities you enjoy most. Learn more about Cliffside
A row of international flags in front of a historic building with ornate architecture.

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.

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

North York

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.

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

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!

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

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.

A large wooden climbing structure with multiple levels and ropes.

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.

Cliffside Hotel Deals

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
CA $220
CA $264 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,014 reviews)
"We arrived early, hence asked about an early check-in. I was given 2 options…pay a $125 fee or upgrade for an additional $60/night. The upgrade was being pushed and we ended up taking it. It was really not much of an upgrade. Slightly more spacious and it had a balcony. The room was not fully cleaned ..."

Reviewed on Aug 7, 2026

Chelsea Hotel, Toronto
Fairmont Royal York

Fairmont Royal York

100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
CA $297
CA $355 total
Aug 30 - Aug 31
includes taxes & fees
Fairmont Royal York
Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

30 Carlton Street Toronto ON
Fully refundable
CA $266
CA $319 total
Aug 31 - Sep 1
includes taxes & fees
Holiday Inn Toronto Downtown Centre by IHG
See all 5,577 properties in Cliffside
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 Cliffside vacation package cost?
Say yes to new adventures with our Cliffside vacation packages, which start from only CA $501. Select the hotels and flights that match your travel plans. Then, add on one or two sightseeing activities for an unforgettable adventure.
How do I get a cheap travel package to Cliffside?
If you love getting an amazing deal, bundle your bookings into a Cliffside vacation package. Whether you're chasing hotels, flights, rental cars or day tours, you can browse and book everything in one place. You'll have loads of choice at your fingertips as well. Expedia has more than 550 airlines and 1,000,000 hotels across the globe to pick from. Fly with who you want, book a room where you like and save precious money — now that's the ideal getaway!
Where should I stay in Cliffside?
A journey to Cliffside isn't over until you've seen Canadas Wonderland and CN Tower. Reserve a room as close as possible and easily access these awesome attractions.
How far in advance should I book my Cliffside vacation?
Travelers are normally able to browse international airfares on Expedia within 12 months of the departure date. Booking at the last minute? With a little bit of luck, it's still possible to score a cheap ticket just weeks before your flight.
What does an Expedia Cliffside travel package include?
Packages include hotels, flights and rental cars, but you can mix and match them to create your dream Cliffside escape. You can also add on a few experiences and activities once you've made your booking. You're in the driver's seat! When you combine your bookings with Expedia, you'll enjoy deals you won't find anywhere else.
What should I know before booking a Cliffside travel package?
So many places to venture to, so many things to do. With a travel package, you can tick more of them off your list. Bundle your flights, hotels and rental cars and land big savings.
Can I choose my airline with a Cliffside Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our vacation packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Cliffside vacation package?
Because we understand life is full of surprises, the answer is yes. For further information, visit our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may charge a fee if you made your booking a while ago.

Things to do

Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

CA $46
per adult
94% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

CA $45
per adult
90% of travellers recommend
Toronto: Casa Loma Entry Ticket
Toronto: Niagara Falls Tour with Boat Cruise and/or Journey

Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry

CA $87
per adult
98% of travellers recommend
Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry
See all activities in Toronto

Explore a world of travel with Expedia

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