Search Hotels with Pool in Caledon

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Check availability on Caledon Hotels with Pool

Our top choices for Caledon hotels with a pool

Indoor pool
Hyatt Place Toronto Airport

Hyatt Place Toronto Airport

Hyatt Place Toronto Airport
3.0 star property
Etobicoke
9.0 out of 10, Wonderful, (86)
"great place "
Canada
Mark
The price is ฿3,727
฿4,569 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt Place Toronto Airport
Indoor pool
Hyatt Place Toronto - Brampton

Hyatt Place Toronto - Brampton

Hyatt Place Toronto - Brampton
3.0 star property
Airport Road Business Centre
9.2 out of 10, Wonderful, (1940)
"Excellent location, great hotel"
Canada
David
The price is ฿2,611
฿3,069 total
includes taxes & fees
22 Dec - 23 Dec
Hyatt Place Toronto - Brampton
Indoor pool
Courtyard by Marriott Toronto Northeast/Markham

Courtyard by Marriott Toronto Northeast/Markham

Courtyard by Marriott Toronto Northeast/Markham
4.0 star property
Markham
8.6 out of 10, Excellent, (1606)
"Great stay"
Canada
Amy
The price is ฿2,172
฿2,553 total
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Toronto Northeast/Markham
Indoor pool
Tru By Hilton Toronto Airport West

Tru By Hilton Toronto Airport West

Tru By Hilton Toronto Airport West
2.5 star property
Mississauga
9.2 out of 10, Wonderful, (4226)
"Great place to stay"
United States
Nicholas
The price is ฿2,181
฿2,612 total
includes taxes & fees
11 Jan - 12 Jan 2026
Tru By Hilton Toronto Airport West
Indoor pool, open 8:00 AM to 10:00 PM, pool loungers
Monte Carlo Inn & Suites Downtown Markham

Monte Carlo Inn & Suites Downtown Markham

Monte Carlo Inn & Suites Downtown Markham
3.0 star property
Markham
8.4 out of 10, Very good, (3826)
"All round great stay"
Canada
Sarah
The price is ฿2,427
฿2,852 total
includes taxes & fees
19 Dec - 20 Dec
Monte Carlo Inn & Suites Downtown Markham
Indoor pool
Hyatt House Mississauga / Airport Corporate Centre

Hyatt House Mississauga / Airport Corporate Centre

Hyatt House Mississauga / Airport Corporate Centre
3.0 star property
Airport Corporate
8.8 out of 10, Excellent, (444)
"Clean rooms, friendly and helpful staff. Great complementary breakfast bar!"
Canada
Kylie
The price is ฿3,475
฿4,163 total
includes taxes & fees
24 Dec - 25 Dec
Hyatt House Mississauga / Airport Corporate Centre
Indoor pool, seasonal outdoor pool
Hilton Mississauga/Meadowvale

Hilton Mississauga/Meadowvale

Hilton Mississauga/Meadowvale
4.0 star property
Mississauga
8.6 out of 10, Excellent, (1443)
"Was a great stay for the price. Would definitely return again "
United States
Josh
The price is ฿2,643
฿3,166 total
includes taxes & fees
9 Jan - 10 Jan 2026
Hilton Mississauga/Meadowvale
Indoor pool
Best Western Milton

Best Western Milton

Best Western Milton
3.0 star property
Milton
8.4 out of 10, Very good, (418)
The price is ฿2,595
฿2,933 total
includes taxes & fees
21 Dec - 22 Dec
Best Western Milton
Indoor pool
Courtyard by Marriott Toronto Mississauga/West

Courtyard by Marriott Toronto Mississauga/West

Courtyard by Marriott Toronto Mississauga/West
3.0 star property
Meadowvale Village
8.6 out of 10, Excellent, (1003)
"Great stay!"
Canada
Tania
The price is ฿2,896
฿3,468 total
includes taxes & fees
23 Dec - 24 Dec
Courtyard by Marriott Toronto Mississauga/West
Indoor pool
Hampton Inn & Suites by Hilton Toronto Markham

Hampton Inn & Suites by Hilton Toronto Markham

Hampton Inn & Suites by Hilton Toronto Markham
2.5 star property
Markham
8.8 out of 10, Excellent, (1386)
"Great staff, very inviting "
United States
Nisha
The price is ฿1,893
฿2,225 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites by Hilton Toronto Markham
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.
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Top Caledon Hotel Reviews

Monte Carlo Inn & Suites Downtown Markham

Monte Carlo Inn & Suites Downtown Markham

10/10 Excellent
"Good"
Tyler 3-night trip
Posted 22 hours ago
Monte Carlo Inn & Suites Downtown Markham
DoubleTree by Hilton Toronto Airport West

DoubleTree by Hilton Toronto Airport West

10/10 Excellent
"Was a pleasant stay"
Mr Makhan S 1-night trip
Posted 2 days ago
DoubleTree by Hilton Toronto Airport West

Frequently asked questions

What are some accommodation options with pools in Caledon?
Great Canadian Casino Resort Toronto: Hotel steps from Woodbine Racetrack. Features a sauna, an indoor pool and free self parking. Holiday Inn Toronto - Int'l Airport by IHG: Hotel located near Woodbine Racetrack. Offers a full-service spa, an indoor pool and complimentary wireless Internet access. Tru By Hilton Toronto Airport West: Provides buffet, an indoor pool and free self parking. Best Western Premier Toronto Airport Carlingview Hotel: Hotel located near Woodbine Racetrack. Features a sauna, an indoor pool and complimentary wireless Internet access. Sandman Signature Toronto Airport Hotel: Hotel located near Woodbine Racetrack. Offers a snack bar/deli, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Caledon?
Explore places such as Canada's Wonderland while you're in the area. Spend some time experiencing the great outdoors at Cheltenham Badlands and Albion Hills Conservation Area. Enjoy activities such as hiking in Caledon.
When is the best time to book a hotel with a pool in Caledon?
Taking the local weather in Caledon into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are February and January, with an average of -4°C. The snowiest months in Caledon are January, March, December and February, with each month seeing an average of 16 cm of snowfall.