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Hotels in Caledon

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Great Canadian Casino Resort Toronto

Great Canadian Casino Resort Toronto

4 out of 5
1133 Queens Plate Dr Toronto ON
  • 1 hour drive from Osprey Valley Golf
Book a stay at this business-friendly hotel in Toronto. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff and the convenient parking ...
9/10 Wonderful! (5,739 reviews)
Everything was wonderful!!!10/10

Reviewed on May 17, 2026

Great Canadian Casino Resort Toronto
Spark by Hilton Toronto Mississauga

Spark by Hilton Toronto Mississauga

2.5 out of 5
50 Britannia Road East Mississauga ON
  • 1 hour drive from Osprey Valley Golf
Book a stay at this business-friendly hotel in Mississauga. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (385 reviews)
Great spot friendly staff. Feel safe.

Reviewed on May 17, 2026

Spark by Hilton Toronto Mississauga
Crowne Plaza Toronto North York by IHG

Crowne Plaza Toronto North York by IHG

4 out of 5
900 York Mills Rd Toronto ON
  • 2 hours drive from Osprey Valley Golf
Book a stay at this golf hotel in Toronto. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (3,513 reviews)
Our stay was good, my only complaint was the last night we needed an extra blanket but the hotel didn’t have any.

Reviewed on May 16, 2026

Crowne Plaza Toronto North York by IHG
Montecassino Hotel and Event Venue

Montecassino Hotel and Event Venue

3 out of 5
3710 Chesswood Dr Toronto ON
  • 2 hours drive from Osprey Valley Golf
Book a stay at this business-friendly hotel in Toronto. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (1,012 reviews)
Convenient. Staff are amazing. Not sure how secure it is as entrance on the ground level is easily accessible to anyone, and reception is on 2nd floor.

Reviewed on May 17, 2026

Montecassino Hotel and Event Venue
Monte Carlo Inn Vaughan Suites

Monte Carlo Inn Vaughan Suites

3 out of 5
705 Applewood Cresent Vaughan ON
  • 1 hour drive from Osprey Valley Golf
Book a stay at this family-friendly hotel in Vaughan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the convenient ...
8.4/10 Very Good! (4,679 reviews)
Parking was very easy. The room was adequately prepared and well cleaned. Breakfast is well deserve to start off the day.

Reviewed on May 17, 2026

Monte Carlo Inn Vaughan Suites
Tru By Hilton Toronto Airport West

Tru By Hilton Toronto Airport West

2.5 out of 5
6905 Dixie Road Mississauga ON
  • 1 hour drive from Osprey Valley Golf
Book a stay at this business-friendly hotel in Mississauga. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (5,390 reviews)
Free parking, free breakfast clean room, helpful staff.

Reviewed on May 16, 2026

Tru By Hilton Toronto Airport West
Monte Carlo Inn & Suites Downtown Markham

Monte Carlo Inn & Suites Downtown Markham

3 out of 5
7255 Warden Ave Markham ON
  • 2 hours drive from Osprey Valley Golf
Book a stay at this business-friendly hotel in Markham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our ...
8.4/10 Very Good! (4,299 reviews)
Buffet breakfast was terrible. I paid $8 each for hot breakfast for the second and third days.

Reviewed on May 16, 2026

Monte Carlo Inn & Suites Downtown Markham
Hyatt Place Toronto Airport

Hyatt Place Toronto Airport

3 out of 5
29 CARLSON CT TORONTO ON
  • 1 hour drive from Osprey Valley Golf
Book a stay at this business-friendly hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Popular attractions Woodbine Racetrack ...
9.2/10 Wonderful! (459 reviews)
Great place, close to the airport

Reviewed on May 16, 2026

Hyatt Place Toronto Airport
Best Western Premier Toronto Airport Carlingview Hotel

Best Western Premier Toronto Airport Carlingview Hotel

3 out of 5
135 Carlingview Drive Toronto ON
  • 1 hour drive from Osprey Valley Golf
Book a stay at this business-friendly hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant ...
8.4/10 Very Good! (6,184 reviews)
It is disappointing that what could have been a perfect stay, required a space heater brought to the room as the heat would not come on. Temperature in the room was in the mid-sixties until he space heater was able to bring the temperature to a more liveable low to mid seventies. The weather was ...

Reviewed on May 16, 2026

Best Western Premier Toronto Airport Carlingview Hotel
Stay Inn Express Toronto

Stay Inn Express Toronto

2 out of 5
650 Evans Ave Toronto ON
  • 1 hour drive from Osprey Valley Golf
Book a stay at this business-friendly hotel in Toronto. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
8/10 Very Good! (1,014 reviews)
Room is very clean, design & furniture are modern & very chic. Ample lightings in the room, toiletries smell good & area is accessible.

Reviewed on May 16, 2026

Stay Inn Express Toronto
Hyatt Place Mississauga / Airport Corporate Centre

Hyatt Place Mississauga / Airport Corporate Centre

3 out of 5
5100 Satellite Drive Mississauga ON
  • 1 hour drive from Osprey Valley Golf
Book a stay at this business-friendly hotel in Mississauga. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Square One Shopping ...
9.2/10 Wonderful! (936 reviews)
Everything about this hotel was perfect, from the check inn process to the cleanliness of the room, the room was amazing and the bed super comfy, the area of the hotel is in a great spot, overall not one complaint.

Reviewed on May 16, 2026

Hyatt Place Mississauga / Airport Corporate Centre
Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

4 out of 5
8500 Warden Avenue Markham ON
  • 2 hours drive from Osprey Valley Golf
Book a stay at this spa hotel in Markham. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,560 reviews)
Washroom is not good

Reviewed on May 16, 2026

Hilton Toronto/Markham Suites Conference Centre & Spa
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 cheap hotels in Caledon

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Choosing the right hotel in Ontario has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Caledon’s 3,105 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $102. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Caledon hotel deals at the last minute.

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Frequently Asked Questions About Caledon hotels

Where can I find the best last-minute travel deals?

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How many hotels are there in Caledon?

With over 3,105 hotels in Caledon, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $102.

How to find cheap car rentals in Caledon?

Finding a cheap car rental deal in Caledon is as easy as scoring cheap hotels in Caledon. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.