Caledon Vacation Packages 2025/2026 from $562

Caledon flight + hotel vacation packages

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

Sterling Inn & Spa - an Ontario's Finest Inn

Clifton Hill

$562

per person

Nov 12 - Nov 16

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

A full-service spa, a gym, and a restaurant are all featured at this boutique hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and free continental breakfast.

Spacious 4-Bedroom Retreat

Save 100% on your flight

$622

per person

Nov 7 - Nov 10

found 8 hours ago

Roundtrip flight included

New York (NYC) to Toronto (YYZ)

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the onsite laundry facilities and in-room childcare. Express check-out, luggage storage, and wedding services are also on offer.

The Laundry Rooms Gaslight Cambridge

Save 100% on your flight

$717

per person

Dec 16 - Dec 21

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Toronto (YYZ)

A restaurant and a bar/lounge are featured at this hotel. Self parking, laundry facilities, and a virtual front desk are also on offer.

The Pearl Waterfront Estate

Downtown Toronto

Save 100% on your flight

$4,487

per person

Dec 26 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Nassau (NAS) to Toronto (YYZ)

A restaurant and a bar/lounge are featured at this aparthotel. Self parking, a coffee shop, and luggage storage are also offered.

New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY

Save 100% on your flight

$1,306

per person

Dec 21 - Dec 28

found 8 hours ago

Roundtrip flight included

Nassau (NAS) to Toronto (YYZ)

This apartment features a terrace, laundry facilities, and free self parking. Business travelers can take advantage of the express check-in. Express check-out and barbecue grills are also provided.

Top Caledon hotels deals

Great Canadian Casino Resort Toronto

1133 Queens Plate Dr, Toronto, ON

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$132 total

Oct 13 - Oct 14

Total with taxes and fees

A casino, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas and free airport shuttle. Enjoy the indoor pool and perks like free self parking.

Pool

Free airport shuttle

Holiday Inn Mississauga Toronto West by IHG

100 Britannia Rd E, Mississauga, ON

Free Cancellation

$79 nightly

$94 total

Oct 26 - Oct 27

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Pool

Parking included

Skye Hotel & Residences

136 Westmore Drive, Toronto, ON

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$104 total

Oct 6 - Oct 7

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 2 onsite conference rooms. A garden, locker space, and laundry facilities are also on offer.

Parking included

Free WiFi

Best Western Premier Toronto Airport Carlingview Hotel

135 Carlingview Drive, Toronto, ON

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$116 total

Oct 13 - Oct 14

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. There's a 24-hour gym on site, and a 24-hour front desk and express check-out are also provided.

Pool

Hot Tub

Tru By Hilton Toronto Airport West

6905 Dixie Road, Mississauga, ON

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$102 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Sandman Signature Toronto Airport Hotel

55 Reading Crt, Toronto, ON

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$131 total

Oct 26 - Oct 27

Total with taxes and fees

This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.

Pool

Hot Tub

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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.

Popular places to visit

Rogers Centre

Come to this multipurpose stadium to watch baseball matches and football games, listen to concerts of famous bands, see family shows or simply tour this central entertainment complex.

CN Tower

Take the glass elevator to the lookout points on Toronto’s iconic landmark to enjoy views as far as Niagara Falls or have dinner in high style.

Canada's Wonderland

The highlight at this amusement park is the super-fast Leviathan ride, but there are 15 other roller coasters and more than 200 attractions to explore.

Frequently asked questions

How much are vacation packages to Caledon?

Your travel dreams can become reality in Caledon from as little as $562. Packages include flights and hotels, so booking your trip will be easy as pie. All you'll have to focus on is having a good time.

How long should my Caledon vacation be?

There's no hard and fast rule for how long your Caledon vacation should be, but most people opt to stay for around 3 nights. Got some flexibility with your travel dates? Extend your trip by a couple more nights. Then you'll have enough time to check out some lesser-known areas too.

Where can I get the best vacation package deals for Caledon?

Snapping up the best package deal to Caledon is a piece of cake with Travelocity. With around 400 partner airlines and 1,000,000 worldwide properties, you're spoiled for choice when it comes to picking your flights and hotels.

Why should I purchase my Caledon vacation package via Travelocity?

Fantastic savings, loads of thrilling destinations and 24/7 customer service you can rely on — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always get the best possible deal with Travelocity.

Can I save money on my Caledon car rental if I book it with hotels and flights?

With a Caledon vacation package, you can combine your car, hotel and flight bookings and save loads. If you're in the mood to discover the best of this wonderful location, why not make a beeline for Bridal Veil Falls? This renowned attraction is 65 mi from Caledon. With your own rental car, you'll be there soon enough.

Which airport is best for Caledon?

Pearson Intl. Airport (YYZ) is a main hub. It's situated approximately 17 mi southeast of Caledon. Other options worth considering are Billy Bishop Toronto City Airport (YTZ) (30 mi away from central Caledon) and Region of Waterloo Intl. Airport (YKF) (35 mi away from central Caledon).

What is there to do in Caledon?

Caledon is full of places to explore, such as Osprey Valley Golf and Belfountain Conservation Area. These two fantastic attractions are at the top of most travelers' must-see lists.

Where should I stay when visiting Caledon?

The Hampton Inn & Suites by Hilton Bolton is recommended by many travelers. Book as soon as possible before it's too late.