Caledon Vacations from $437

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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.
St Lawrence Residences And Suites

St Lawrence Residences And Suites

Downtown Toronto
$437
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
4.4/10 (401 reviews)
1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
$1,804
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Toronto (YYZ)
9.4/10 Exceptional! (827 reviews)
The concierge and front desk staff went above and beyond to make our stay enjoyable and memorable. We were only there for 1 night but treated us as if we were mainstays. I highly recommend this hotel just based on the customer service alone, but combine the comfort and modern, organic design of each room, this hotel was wonderful.

Reviewed on Oct 12, 2026

Blue Mountain Resort Mosaic Suites

Blue Mountain Resort Mosaic Suites

$1,015
per person
Dec 29 - Jan 3
found 7 hours ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
9/10 Wonderful! (1,596 reviews)
Our room was very clean and nice, has everything we could need for a stay. The main surprise was the view, we did not expect no balcony and no view at the same time :( Staff was extremely nice and willing to help.

Reviewed on Oct 13, 2026

Best Western Plus Cairn Croft Hotel

Best Western Plus Cairn Croft Hotel

Lundy's Lane
$815
per person
Dec 7 - Dec 12
found 22 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Toronto (YYZ)
8.8/10 Excellent! (1,270 reviews)
Loved the service and the pool/hot tubs!

Reviewed on Oct 10, 2026

Four Seasons Hotel Toronto

Four Seasons Hotel Toronto

Old Toronto
$1,653
per person
Nov 29 - Dec 2
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Toronto (YYZ)
9.6/10 Exceptional! (1,006 reviews)
Exceptional experience. Everything was perfect. The staff was exceptional!

Reviewed on Oct 12, 2026

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Stay near popular Caledon attractions

A calm lake with a heron standing in the water.
Photo by Linda Nisbett

Albion Hills Conservation Area

9.2/10 (13 reviews)
Explore 50 kilometers of diverse trails winding through forests and along the Humber River at this outdoor haven. Enjoy camping by the riverside or cool off in the pool and splash pad during summer visits.
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A lake surrounded by autumn foliage and a cloudy sky.
Photo by ‎‎‎‎‎‎Princess Garcia

Forks of the Credit Provincial Park

Nestled along the Niagara Escarpment, this park showcases dramatic Cataract Falls and the winding Credit River. Reserve vehicle permits ahead for autumn visits when maple forests transform into a photographer's canvas.
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Osprey Valley Golf

7.2/10 (7 reviews)
TPC Toronto at Osprey Valley features three distinct championship courses designed by Doug Carrick. Experience Scottish links, parkland fairways, or modern bunkering across these top-ranked Canadian golf destinations.
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Royal Ambassador Banquet

8.0/10 (3 reviews)
Nestled in Caledon's rolling hills, this elegant venue features manicured gardens and a lake. Reserve the grand ballrooms or lakeside gazebos for unforgettable weddings and celebrations with exceptional catering.
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Belfountain Conservation Area

8.2/10 (25 reviews)
Cross a charming suspension bridge over cascading waters in this historic conservation area along the Credit River. Explore well-maintained trails with views of the Niagara Escarpment and a unique man-made cave.
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Cheltenham Badlands

8.2/10 (10 reviews)
Marvel at the undulating red hills of Cheltenham Badlands, a rare exposed Queenston shale formation. The boardwalk offers perfect vantage points for photography, especially in the golden light of early morning.
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Alton Mill Arts Centre

8.0/10 (9 reviews)
Housed in a restored 19th-century stone mill, this vibrant arts hub features studios, galleries, and a sculpture garden. Engage with working artists in this creative sanctuary along the scenic millpond.
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Caledon Equestrian Park

7.8/10 (13 reviews)
This world-class equestrian facility hosted the 2015 Pan American Games with multiple competition rings against the Niagara Escarpment backdrop. Watch elite riders compete during the April-October season.
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What to do in Caledon

Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

$33
per adult
94% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

$32
per adult
90% of travellers recommend
Toronto: Casa Loma Entry Ticket
Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry

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

$56
per adult
98% of travellers recommend
Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry
See all activities in Caledon

Caledon Hotel Deals

Crowne Plaza Toronto Airport by IHG

Crowne Plaza Toronto Airport by IHG

33 Carlson Court Toronto ON
Fully refundable
$110 nightly
$132 total
Nov 13 - Nov 14
Total with taxes and fees
8.2/10 Very Good! (4,162 reviews)
"N/a"

Reviewed on Oct 13, 2026

Crowne Plaza Toronto Airport by IHG
Great Canadian Casino Resort Toronto

Great Canadian Casino Resort Toronto

1133 Queens Plate Dr Toronto ON
Fully refundableReserve now, pay when you stay
$136 nightly
$163 total
Oct 18 - Oct 19
Total with taxes and fees
Great Canadian Casino Resort Toronto
Sandman Signature Toronto Airport Hotel

Sandman Signature Toronto Airport Hotel

55 Reading Crt Toronto ON
Fully refundableReserve now, pay when you stay
$114 nightly
$137 total
Nov 8 - Nov 9
Total with taxes and fees
Sandman Signature Toronto Airport Hotel
See all 3,154 properties in Caledon
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

What is the best time to go to Caledon?
The best time to go for a Caledon vacation package is from July to August, which are the peak months for demand. These months are typically the busiest, offering a lively atmosphere for outdoor activities.For travelers seeking a quieter and potentially more affordable Caledon vacation package, the months from January to March see the lowest demand. March, February, and January are the quietest overall, while September also remains a busy month.
How can I save money on a Caledon vacation package?
When you bundle, you can save up to 30%*. To save money on a Caledon package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's the best vacation package for Caledon?
The best vacation packages in Caledon depend on your travel style, whether you're planning a family trip, a romantic getaway, or seeking great value in this outdoor and nature destination.For families, a Caledon vacation package built around a stay at Hampton Inn & Suites by Hilton Bolton (rated 7.9 out of 10) is a strong choice. This hotel offers an indoor pool and kitchenettes, with travelers often praising the well-kept pool and good variety at breakfast.Couples looking for a comfortable base to explore Caledon's natural beauty might prefer a package with Cheltenham Suites, rated 8.7 out of 10. Travelers frequently highlight the super comfy rooms and great location, making it convenient for exploring the area.If you're seeking the best value, the Hampton Inn & Suites by Hilton Bolton also stands out. Its free breakfast and indoor pool add significant value, making it a convenient and budget-friendly option for your trip to Caledon.
What are the top things to do in Caledon?
A Caledon vacation offers a variety of outdoor and nature-focused activities, perfect for exploring the Canadian countryside:Browse and book things to do in Caledon on Expedia.
Do you need to rent a car in Caledon, or is public transport enough?
For Caledon vacation packages with flights, a rental car is highly recommended for exploring this outdoor and nature destination. Attractions are spread out, and a car offers the most flexibility to visit various conservation areas, golf clubs, and equestrian parks.While some hotels may offer shuttle services, a car allows you to easily reach destinations like Cheltenham Badlands or Belfountain Conservation Area. Toronto Pearson International Airport (YYZ), the main airport serving the area, is about 16 miles from some accommodations like Cheltenham Suites and about 13 miles from Hampton Inn & Suites by Hilton Bolton, making a rental car a convenient option for arrival and departure as well.
Are Caledon vacation package hotels conveniently located?
Caledon vacation package hotels are generally situated a few miles from the immediate town center, offering a more spread-out, nature-focused experience. For example, Cheltenham Suites, rated 8.7 out of 10, is about 6 miles from central Caledon, with travelers highlighting the friendly staff and super comfy rooms. Another option, Hampton Inn & Suites by Hilton Bolton, rated 7.9 out of 10, is about 8 miles from central Caledon, and guests often praise its great location and helpful staff.These locations provide easy access to Caledon's outdoor attractions while offering a peaceful retreat, making a car useful for exploring the area.
Can I change or cancel my Caledon vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Caledon vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Caledon vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Caledon vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Caledon?
To find last-minute vacation packages to Caledon, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Caledon vacation packages?
Free cancellation on a Caledon vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Caledon vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Caledon getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Caledon vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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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.