Caledon Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by runaddict
  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Caledon Holiday

Our pick of the best Caledon Hotel Deals

 Skye Hotel & Residences
Skye Hotel & Residences
3 out of 5
136 Westmore Drive, Toronto, ON
Fully refundableReserve now, pay when you stay
7/10 Good! (997 reviews)
"The staff was accommodating. I love that there is a washer and dryer in every room. The detergent was well priced too."

Reviewed on 23 Jun. 2025

Skye Hotel & Residences
Pan Pacific Toronto
Pan Pacific Toronto
4 out of 5
900 York Mills Rd, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is NZ$261 per night from 1 July to 2 July
NZ$261
1 July - 2 July
includes taxes & fees
8/10 Very Good! (3,001 reviews)
"Hotel was clean and staff was friendly. Some renovations are happening near the pool but it was still open and nice!"

Reviewed on 23 Jun. 2025

Pan Pacific Toronto
Great Canadian Casino Resort Toronto
Great Canadian Casino Resort Toronto
4 out of 5
1133 Queens Plate Dr, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is NZ$345 per night from 29 June to 30 June
NZ$345
29 June - 30 June
includes taxes & fees
8.8/10 Excellent! (3,386 reviews)
"Very clean property professional staff. Long checkin wait time. Had a full compliment of staff just came in at a time when many guests were checking in. Only real complaint is room service, took over an hour to get a pizza and the food was ice cold and had to be microwaved."

Reviewed on 21 Jun. 2025

Great Canadian Casino Resort Toronto
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 Caledon holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Caledon costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Caledon?
If you're looking to score a cheap Caledon holiday package, consider visiting in January, February and November. You'll generally find lower rates on flights and accommodation during these months --- ideal for a budget-friendly break.
How many days is enough for Caledon?
The ideal duration of your Caledon holiday depends on what you'd like to see. Typically, a handful of days to a week will give you plenty of time to hit all the top sights and explore some hidden treasures along the way.
How to find the best Caledon package deals?
Start your search for a Caledon package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Caledon package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Caledon adventure off to a flying start.
Is it cheaper to book a Caledon holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still have the flexibility to create a personalised Caledon holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Caledon?
Land incredible bargains by booking your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Caledon adventure.
How to plan a trip to Caledon?

  1. Choose your travel dates: The things you'd like to do in Caledon and your preferred season will help you decide when to get away.
  2. Set a budget: Consider expenses like flights, meals and transportation when calculating how much to put aside for your trip to Caledon. Then, select a hotel that fits your budget, whether that's an economical stay or a lavish getaway.
  3. Work out your trip length: Consider how long you want to spend discovering Caledon. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Caledon holiday package that brings all your bookings together.

Discover the most popular places to visit in Caledon

What to do in Caledon

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