Caledon Vacations from $378

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Your Caledon Vacation

Entertainment, history, art and more … It's all waiting for you with a Caledon vacation package. And with the ability to easily customize your city getaway, you know it'll be one that's difficult to forget. If your trip to Caledon includes a little sightseeing, visit well-known attractions like Caledon Country Club, Downeys Farm Market and Cheltenham Badlands. Don't put off your visit to this city any longer. The ultimate Caledon vacation is a few quick clicks away with Expedia.

The Latest Caledon vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Toronto
Stallion Suites - Entertainment District
Bellair Yorkville
Homewood Suites by Hilton Toronto Vaughan
1 Hotel Toronto
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Discover the most popular places to visit in Caledon

What to do in Caledon

Caledon Hotel Deals

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
$108 nightly
The price is $133 total per night from Jan 18 to Jan 19
$133 total
Jan 18 - Jan 19
Total with taxes and fees
8.8/10 Excellent! (4,884 reviews)
The room was great it was nice to be indoors and have lots to do also

Reviewed on Jan 11, 2026

Great Canadian Casino Resort Toronto
Holiday Inn Toronto - Int'l Airport by IHG

Holiday Inn Toronto - Int'l Airport by IHG

3.5 out of 5
970 Dixon Rd Toronto ON
Fully refundable
$107 nightly
The price is $131 total per night from Feb 2 to Feb 3
$131 total
Feb 2 - Feb 3
Total with taxes and fees
8.2/10 Very Good! (2,222 reviews)
CLEAN ROOM, EARLY CHECK IN, COURTEOUS STAFF

Reviewed on Jan 15, 2026

Holiday Inn Toronto - Int'l Airport by IHG
Tru By Hilton Toronto Airport West

Tru By Hilton Toronto Airport West

2.5 out of 5
6905 Dixie Road Mississauga ON
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $85 total per night from Jan 27 to Jan 28
$85 total
Jan 27 - Jan 28
Total with taxes and fees
9.2/10 Wonderful! (4,460 reviews)
Clean rooms, on the smaller side. Friendly staff, easy check in. It is a very busy hotel, as expected. Would stay again

Reviewed on Jan 12, 2026

Tru By Hilton Toronto Airport West
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.

Find the Best Caledon Vacation Packages

Things to do in and around Caledon

Caledon, Ontario, is perfect for outdoor and adventure-filled family vacations. You can enjoy popular activities like golfing, skiing, and exploring resorts. For a more relaxing getaway, consider indulging in spa treatments, taking vineyard tours, or planning scenic day trips. With plenty of outdoor adventures available, Caledon offers something for everyone looking to unwind and enjoy nature.

Shopping

For a great shopping experience in Caledon, visit Downey's Farm Market for local goods and city vibes. If you're up for a drive, check out Vaughan Mills Mall, 17 miles away, or Georgetown Market Place, located 13 miles away, both offering diverse shopping and entertainment options.

Recreation

At Osprey Valley Golf, enjoy a challenging round of golf amid beautiful landscapes, perfect for both relaxation and sport. Explore the Cheltenham Badlands for breathtaking views and a peaceful atmosphere, ideal for unwinding. Experience luxury at Caledon Country Club, where upscale amenities await for a rejuvenating retreat.

Adventure

Experience the thrills at Wet 'n' Wild Toronto, a vibrant waterpark 13 miles from Caledon, featuring exciting slides and family-friendly attractions. Splash Works, located 16 miles away, offers exhilarating water rides. For a heart-pounding adventure, try Behemoth, a theme park ride situated 17 miles from Caledon.

Nightlife

Caledon offers a charming nightlife with cozy pubs and local eateries. Visit the Caledon Village Inn for a relaxed atmosphere or enjoy live music at the Orangeville’s historic venues nearby. The warm community vibe makes for an inviting evening out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Caledon

Caledon, Ontario, is an ideal destination for outdoor enthusiasts and families, featuring attractions such as nature reserves, conference venues, and modern colleges. Visitors can explore the scenic Caledon Trail and relax at the Caledon Hot Springs, while also enjoying popular local attractions that highlight the region's natural beauty and cultural experiences. Whether you're seeking adventure or a family-friendly getaway, Caledon offers a diverse range of activities to suit every traveler.

  • Belfountain Conservation Area: Experience the natural beauty of this serene reserve, featuring scenic walking trails, picturesque waterfalls, and lush forests. Perfect for hiking, picnicking, or simply enjoying the tranquility of nature.
  • Royal Ambassador Banquet: This elegant event venue offers a sophisticated atmosphere for conferences and special events. With its stunning decor and professional service, it’s ideal for business gatherings or celebrations, providing an upscale experience.
  • The International Centre: Located just 15 miles from Caledon, this civic venue is known for its welcoming atmosphere and diverse excursions. Attend trade shows, events, or workshops while connecting with friendly people in a vibrant setting.

Best time to go to Caledon

The best time to visit Caledon can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Caledon falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Caledon falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January19.9°F (-6.7°C)Light RainMostly CloudyAverageSlightly Low
February20.5°F (-6.4°C)Light RainMostly CloudyAverageSlightly Low
March30.0°F (-1.1°C)Light RainMostly CloudyAverageAverage
April41.0°F (5.0°C)Light RainMostly CloudyAverageAverage
May54.3°F (12.4°C)Light RainMostly SunnyAverageAverage
June62.4°F (16.9°C)Light RainMostly SunnySlightly HighAverage
July68.0°F (20.0°C)Light RainMostly SunnySlightly HighSlightly High
August66.7°F (19.3°C)Light RainMostly SunnyAverageSlightly High
September60.3°F (15.7°C)Light RainMostly SunnySlightly HighSlightly High
October48.2°F (9.0°C)Light RainMostly CloudySlightly LowAverage
November36.3°F (2.4°C)Light RainMostly CloudySlightly LowAverage
December27.7°F (-2.4°C)Light RainMostly CloudySlightly LowSlightly Low

Tips to save on your trip to Caledon

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Caledon.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Caledon.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Caledon Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Pearson Intl. Airport (YYZ)
Max Temp Winter
25ºF
Max Temp Summer
75ºF
Top Sights
Rose Theatre, Lester B. Pearson Memorial Theatre and Osprey Valley Golf

Caledon Ski Vacation Packages

Go your own way with one of our Caledon ski vacation packages. Whether you're into thrills on the mountain, tranquility at altitude or a little of both, your perfect escape starts with Expedia. Among the top snow sports destinations in Canada, Caledon has around 26 ski runs operating between November and March each year. Enjoy a little time in the ski village and grab any gear you need for downhill skiing. If it's your first time on skis, there's at least one beginners' area where you can learn the basics. When you're ready to leave the slopes, head on over to the wellness center and spa here. It's an ideal spot to relax after a big day of downhill action. The whole crew will have a blast on your family ski vacation in Caledon, with awesome activities such as hiking, snow biking and snowshoeing also up for grabs.

How To Get Around

Many visitors who book one of our Caledon vacation packages jet into Toronto Pearson International Airport. From there, it's 45 minutes before you're hitting the slopes of Caledon's most exciting runs. From the middle of Caledon, the ski slopes are around 30 minutes away by car and free parking is available. During winter months, it's best to bring tire chains. Pick from half-day, weekend-pass and full-day tickets depending on your ski vacation budget and plans. When it comes to budgets, Expedia's Caledon ski package deals will help you stay within yours. Combine your flight, hotel and car rental and see the savings pile up like snow after a big storm.

Caledon Resort Ski Info

Elevation of lowest ski lift
1,082 ft
Cost of 1-day lift pass
Under $75
Easy runs
7
Moderate runs
8
Advanced runs
8
Longest run
0.27 mi

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Frequently asked questions

How much does a Caledon vacation package cost?
Offering excellent value package deals from $378 on Expedia, you'll be surprised at how little a vacation to Caledon costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Caledon?
You're likely to find lower rates and greater availability in November, December and January. Browse our cheap Caledon vacation packages and you could score some excellent off-season deals.
How many days is enough for Caledon?
Typically, a handful of days is enough to go to the main sights during your Caledon vacation. However, if you want to have more time to relax or take day tours, consider extending your itinerary.
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 vacation as a package?
Expedia vacation 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 personalized Caledon vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation 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 when to travel: Check your calendar and get packing. Your preferred time of year and the available activities will also help you decide when to vacation in Caledon.
  2. Budget wisely: As well as the cost of your stay, you should consider other expenses. These include food, transportation and flights. Also, set aside a little extra for unexpected costs that could arise during your trip to Caledon.
  3. Organize your Caledon escape with Expedia's trip planning tool: Search for and book accommodations and experiences all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Caledon together.
  4. Set the duration of your trip: Start by compiling a list of the activities and sights you'd like to get to in Caledon. Then, estimate how long you'll need for each, including any travel time.
  5. Combine your airfare and accommodations: Once you've settled on your travel dates and duration, lock in the ideal Caledon vacation package for you.
  6. Add on excursions and experiences: Read our dedicated travel guide to find some fun things to do in Caledon. Book tickets or make reservations in advance to save time and avoid the stress of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Caledon vacation packages?
If you're anything like us, you love jet-setting around the world but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Caledon break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.

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