The Best Hotels with a Pool in Caledon from ₩153,090 in 2026

Q: What are some accommodations with pools in Caledon?

Great Canadian Casino Resort Toronto : Hotel steps from Woodbine Racetrack. Features a sauna, an indoor pool, and free self parking. Residence and Conference Centre – Toronto : Hotel located near Toronto Congress Centre. Provides a snack bar/deli, an indoor pool, and complimentary wireless internet access. Crowne Plaza Toronto Airport by IHG : Features free self parking, an indoor pool, and LCD televisions. Best Western Plus Toronto Airport Hotel : Hotel located near Sunnybrook Hospital. Features 2 restaurants, a seasonal outdoor pool, and complimentary wireless internet access. Spark by Hilton Toronto Mississauga : Provides a snack bar/deli, an indoor pool, and free self parking.

A red barn, a white church, and a horse in a grassy field with autumn trees.

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Our top choices for Caledon hotels with a pool

Hampton Inn & Suites by Hilton Bolton

Caledon

Splash into a refreshing getaway at this Bolton hotel with a temperature-controlled indoor pool and mini golf fun.

₩174,423 total

includes taxes & fees

Jul 12 - Jul 13

Tru By Hilton Toronto Airport West

Mississauga

Dive into rejuvenation at this airport hotel's indoor pool, offering year-round swimming after your travels.

₩153,090 total

includes taxes & fees

Jul 12 - Jul 13

Holiday Inn Express & Suites Toronto Airport West by IHG

Northeast Mississauga

Splash into relaxation at this indoor pool retreat with flexible morning-to-night access.

₩154,915 total

includes taxes & fees

Jul 26 - Jul 27

Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

Monte Carlo Inn & Suites Downtown Markham

Markham

Sip umbrella drinks by the stunning indoor pool with deluxe loungers at this Tuscan-style retreat.

₩165,225 total

includes taxes & fees

Jul 12 - Jul 13

Four Points by Sheraton Toronto Mississauga

Northeast Mississauga

Dive into refreshing comfort in this quiet Mississauga hotel with an indoor pool ready for year-round enjoyment.

₩176,800 total

includes taxes & fees

Jul 26 - Jul 27

Best Western Plus Toronto Airport Hotel

Northeast Mississauga

Make a splash at this Toronto hotel with an indoor pool, hot tub, and fitness center just minutes from Toronto Congress Centre.

₩159,607 total

includes taxes & fees

Jul 12 - Jul 13

Hyatt Place Toronto - Brampton

Airport Road Business Centre

Chic indoor pool creates a serene aquatic oasis where guests can refresh body and mind while swimming in any season.

₩179,705 total

includes taxes & fees

Jul 12 - Jul 13

Comfort Inn & Suites

Bradford

Escape outdoor weather with a refreshing dip in the hotel's indoor pool, a year-round aquatic retreat.

₩191,448 total

includes taxes & fees

Jul 19 - Jul 20

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Choose what matters most at hotels with a pool in Caledon

Breakfast included

Hot tub

Top Caledon Hotel Reviews

Monte Carlo Inn - Brampton Suites

8/10 Good

"Good clean property"

Monte Carlo Inn Vaughan Suites

10/10 Excellent

"If you are looking for a standard, run-of-the-mill hotel review, turn back now. Because what we experienced at the Monte Carlo Inn - Vaughan Suites wasn’t just a "stay"—it was a masterclass in hospitality, a triumph of impeccable service, and quite frankly, absolute perfection. Let’s talk about the vibe. The moment you step through the doors, you are wrapped in an aura of pure, unadulterated positivity. The staff? Absolutely legendary. Every single person we encountered was radiant, genuinely happy, and profoundly courteous. They don't just help you; they treat you like VIPs from the absolute second you roll up to the desk. And just when we thought the experience couldn't get any better, the team dropped an absolute bombshell on us: A COMPLIMENTARY UPGRADE TO A KING SUITE! We walked into that room and were hit with a wave of pristine, immaculate cleanliness. You could have eaten off the floors. The sheer space, the massive king bed, the flawless setup—it was magnificent. They gave us the keys to an absolute palace, and we lived large. To the incredible team at the Monte Carlo Inn in Vaughan: thank you for turning a regular night away into an unforgettable, five-star core memory. Will we stay there again? Are you kidding? We are already planning the return trip. If you are staying anywhere else in Vaughan, you are doing it wrong. Ten out of ten, five stars, absolute perfection!"

Frequently asked questions

What are some accommodations with pools in Caledon?

Great Canadian Casino Resort Toronto: Hotel steps from Woodbine Racetrack. Features a sauna, an indoor pool, and free self parking. Residence and Conference Centre – Toronto: Hotel located near Toronto Congress Centre. Provides a snack bar/deli, an indoor pool, and complimentary wireless internet access. Crowne Plaza Toronto Airport by IHG: Features free self parking, an indoor pool, and LCD televisions. Best Western Plus Toronto Airport Hotel: Hotel located near Sunnybrook Hospital. Features 2 restaurants, a seasonal outdoor pool, and complimentary wireless internet access. Spark by Hilton Toronto Mississauga: Provides a snack bar/deli, an indoor pool, and free self parking.

What is there to see and do in Caledon?

Explore places like Canada's Wonderland and Vaughan Mills Mall while you're in the area. Spend some time experiencing the great outdoors at Cheltenham Badlands and Albion Hills Conservation Area. Enjoy activities like hiking in Caledon.

When is the best time to book a hotel with a pool in Caledon?

Taking into account the local weather in Caledon is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are February and January with an average of 25°F. The snowiest months in Caledon are January, March, December, and February, with each month seeing an average of 6 inches of snowfall.

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