Title: Book the Best Hotels with POOL in Grey Highlands in 2026 | Expedia.ca [Grey Highlands Travel Guide](https://expedia.ca/Grey-Highlands.dx553248635740518470)[Hotels in Grey Highlands](https://expedia.ca/Grey-Highlands-Hotels.d553248635740518470.Travel-Guide-Hotels)[Vacation Rentals in Grey Highlands](https://expedia.ca/Grey-Highlands-Vacation-Rentals.d553248635740518470.Travel-Guide-VacationRentals)[Grey Highlands Car Rentals](https://expedia.ca/Car-Rentals-In-Grey-Highlands.d553248635740518470.Car-Rental-Guide)[Grey Highlands Vacation Packages](https://expedia.ca/Grey-Highlands.d553248635740518470.Destination-Travel-Guides) ![In a river landscape with nature morning with fog](https://images.trvl-media.com/place/553248635740518470/ca3ea2e4-b6f1-4cf7-b555-0fa60ebe6708.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635740518470/ca3ea2e4-b6f1-4cf7-b555-0fa60ebe6708.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Grey Highlands Hotels with a Pool Tonight [Jan 19 - Jan 20](https://www.expedia.ca/Hotel-Search?regionId=553248635740518470&startDate=2026-01-19&endDate=2026-01-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 20 - Jan 21](https://www.expedia.ca/Hotel-Search?regionId=553248635740518470&startDate=2026-01-20&endDate=2026-01-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635740518470&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635740518470&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Grey Highlands hotels with a pool ![Desk, blackout drapes, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/5000000/4990000/4985900/4985859/1d0ef188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4990000/4985900/4985859/09636d8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/5000000/4990000/4985900/4985859/0ea45047.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4990000/4985900/4985859/de295f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Angus Inn [](https://www.expedia.ca/Essa-Hotels-Angus-Inn.h4985859.Hotel-Information) Essa 8.4/10 Very good (398 reviews) "Clean room and friendly staff. Very nice place to stay." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) John CA $120 CA $136 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Essa-Hotels-Angus-Inn.h4985859.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/18000000/17410000/17405200/17405117/2450be39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Jetted Tub](https://images.trvl-media.com/lodging/18000000/17410000/17405200/17405117/5925fbc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Jetted Tub | Jetted tub](https://images.trvl-media.com/lodging/18000000/17410000/17405200/17405117/cc0a464a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/18000000/17410000/17405200/17405117/e176ac9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saga Resort [](https://www.expedia.ca/Wasaga-Beach-Hotels-SAGA-RESORT.h17405117.Hotel-Information) Wasaga Beach 8.8/10 Excellent (880 reviews) "Everything was great. The staff were very friendly and accommodating. They allowed me to check in early and gave great advice on the best places to visit. The room was very clean and spacious. I will definitely recommend this place." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Andro CA $135 CA $153 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Wasaga-Beach-Hotels-SAGA-RESORT.h17405117.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/118000000/117530000/117520100/117520084/aabb722f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/118000000/117530000/117520100/117520084/6821730c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/118000000/117530000/117520100/117520084/825aa26e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117530000/117520100/117520084/d73e51d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront condo steps to the beach with pool, and fireplace [](https://www.expedia.ca/Wasaga-Beach-Hotels-Lakefront-Condo-Steps-To-The-Beach-With-Pool.h117520084.Hotel-Information) Wasaga Beach 9.4/10 Exceptional (3 reviews) "Clean and fun for a little getaway" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alicia T. CA $160 CA $373 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Wasaga-Beach-Hotels-Lakefront-Condo-Steps-To-The-Beach-With-Pool.h117520084.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/11000000/10950000/10940100/10940024/d7e39d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/11000000/10950000/10940100/10940024/c91bb9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/11000000/10950000/10940100/10940024/001e2a57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/11000000/10950000/10940100/10940024/f86c7f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Mountain Resort Village Suites [](https://www.expedia.ca/Owen-Sound-Hotels-Blue-Mountain-Resort-Village-Suites.h10940024.Hotel-Information) The Blue Mountains 8.8/10 Excellent (4,780 reviews) "Beautiful room, great service. We absolutely enjoyed staying here." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Christy CA $186 CA $263 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Owen-Sound-Hotels-Blue-Mountain-Resort-Village-Suites.h10940024.Hotel-Information) ![Couples treatment rooms, body treatments, hydrotherapy, body wraps](https://images.trvl-media.com/lodging/7000000/6990000/6986300/6986293/17c6dbae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/7000000/6990000/6986300/6986293/4a60cb41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/7000000/6990000/6986300/6986293/868b4dd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, body treatments, hydrotherapy, body wraps](https://images.trvl-media.com/lodging/7000000/6990000/6986300/6986293/0b33d155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Living Water Resort and Spa [](https://www.expedia.ca/Collingwood-Hotels-Living-Water-Resort-And-Spa.h6986293.Hotel-Information) Collingwood 8.4/10 Very good (1,416 reviews) "Very nice room and pleasant staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Omar CA $208 CA $256 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Collingwood-Hotels-Living-Water-Resort-And-Spa.h6986293.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1360000/1357100/1357075/8c221291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1360000/1357100/1357075/49421029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1360000/1357100/1357075/4e33002f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1360000/1357100/1357075/d0ae3a7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westin Trillium House, Blue Mountain [](https://www.expedia.ca/Owen-Sound-Hotels-Westin-Trillium-House.h1357075.Hotel-Information) The Blue Mountains 9.2/10 Wonderful (1,207 reviews) "We enjoyed our stay, staff was attentive" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Olga CA $361 CA $424 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Owen-Sound-Hotels-Westin-Trillium-House.h1357075.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/118000000/117860000/117854500/117854435/58de0d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snow and ski sports](https://images.trvl-media.com/lodging/118000000/117860000/117854500/117854435/0a032c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Apartment, 1 Queen Bed, Balcony, Mountain View | Living area](https://images.trvl-media.com/lodging/118000000/117860000/117854500/117854435/0afa7234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/118000000/117860000/117854500/117854435/25d54817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Mountain Luxury Studio [](https://www.expedia.ca/The-Blue-Mountains-Hotels-Blue-Mountain-Luxury-Studio.h117854435.Hotel-Information) Craigleith 9.2/10 Wonderful (13 reviews) "Great experience " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Robin CA $128 CA $245 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/The-Blue-Mountains-Hotels-Blue-Mountain-Luxury-Studio.h117854435.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1600000/1590700/1590687/71dd36fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, Two Queen Beds (No Pets)](https://images.trvl-media.com/lodging/2000000/1600000/1590700/1590687/cfbdeb76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds - Pet Friendly($)](https://images.trvl-media.com/lodging/2000000/1600000/1590700/1590687/289d65e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/2000000/1600000/1590700/1590687/3bc82064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Living Stone Golf Resort [](https://www.expedia.ca/Collingwood-Hotels-Living-Stone-Golf-Resort.h1590687.Hotel-Information) Collingwood 8.2/10 Very good (1,116 reviews) "Great place to stay." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Robert CA $133 CA $166 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Collingwood-Hotels-Living-Stone-Golf-Resort.h1590687.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/79000000/78520000/78513000/78512925/e710546d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78520000/78513000/78512925/6d08a6f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/79000000/78520000/78513000/78512925/f4596574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78520000/78513000/78512925/c9850e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Heart Mountain Studio Dream: Newly Renovated, Clean, Next to the Hills [](https://www.expedia.ca/The-Blue-Mountains-Hotels-Blue-Heart-Mountain-Studio-Dream-Newly-Renovated.h78512925.Hotel-Information) Craigleith 9.4/10 Exceptional (33 reviews) "tidy place - great location - everything you need " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Christopher CA $127 CA $282 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/The-Blue-Mountains-Hotels-Blue-Heart-Mountain-Studio-Dream-Newly-Renovated.h78512925.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104370000/104369100/104369018/8d88341d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/105000000/104370000/104369100/104369018/1a4e28b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104370000/104369100/104369018/f8b42362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/105000000/104370000/104369100/104369018/25bebe0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kickback in Beautiful tranquil centrally located condo [](https://www.expedia.ca/Collingwood-Hotels-Beautiful-Tranquil-Centrally-Located-Condo.h104369018.Hotel-Information) Collingwood 10/10 Exceptional (11 reviews) "We absolutely loved our stay, everything about this place is extremely thought out making you really feel at home. Excellent communication throughout the process, the comfiest beds ever, balcony, hot tub, patio, so much to enjoy. Very clean, quiet location, great for the outdoorsy type, would definitely stay there again." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jamie H. CA $210 CA $526 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Collingwood-Hotels-Beautiful-Tranquil-Centrally-Located-Condo.h104369018.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-02&endDate=2026-02-03®ionId=553248635740518470&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Grey Highlands Hotel Reviews ![Westin Trillium House, Blue Mountain](https://images.trvl-media.com/lodging/2000000/1360000/1357100/1357075/cf49aa14_y.jpg) ### Westin Trillium House, Blue Mountain 10/10 Excellent "We enjoyed our stay, staff was attentive" [](https://expedia.ca/Owen-Sound-Hotels-Westin-Trillium-House.h1357075.Hotel-Information) ![Comfort Inn & Suites](https://images.trvl-media.com/lodging/1000000/40000/34200/34108/722cfc72_y.jpg) ### Comfort Inn & Suites 10/10 Excellent "Clean room. Staff was good and helpful." [](https://expedia.ca/Collingwood-Hotels-Comfort-Inn-Suites.h34108.Hotel-Information) ![Blue Mountain Resort Village Suites](https://images.trvl-media.com/lodging/11000000/10950000/10940100/10940024/ac516105_y.jpg) ### Blue Mountain Resort Village Suites 10/10 Excellent "we had a great time and location and view outside the room." [](https://expedia.ca/Owen-Sound-Hotels-Blue-Mountain-Resort-Village-Suites.h10940024.Hotel-Information) ![Days Inn & Suites by Wyndham Collingwood](https://images.trvl-media.com/lodging/2000000/1380000/1374700/1374609/8d176f45_y.jpg) ### Days Inn & Suites by Wyndham Collingwood 10/10 Excellent "Hot tub" [](https://expedia.ca/Collingwood-Hotels-Days-Inn-Suites-By-Wyndham-Collingwood.h1374609.Hotel-Information) ![Hilton Grand Vacations Club Blue Mountain Canada](https://images.trvl-media.com/lodging/2000000/1060000/1058900/1058892/205dc050_y.jpg) ### Hilton Grand Vacations Club Blue Mountain Canada 10/10 Excellent "Clean room" [](https://expedia.ca/Owen-Sound-Hotels-Embarc-Blue-Mountain.h1058892.Hotel-Information) ![Living Stone Golf Resort](https://images.trvl-media.com/lodging/2000000/1600000/1590700/1590687/a399f0f2_y.jpg) ### Living Stone Golf Resort 10/10 Excellent "They upgraded our hotel to a different hotel " [](https://expedia.ca/Collingwood-Hotels-Living-Stone-Golf-Resort.h1590687.Hotel-Information) ![Living Water Resort and Spa](https://images.trvl-media.com/lodging/7000000/6990000/6986300/6986293/02afa7d6_y.jpg) ### Living Water Resort and Spa 10/10 Excellent "good " [](https://expedia.ca/Collingwood-Hotels-Living-Water-Resort-And-Spa.h6986293.Hotel-Information) ![Georgian Bay Hotel Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802744/98efd129_y.jpg) ### Georgian Bay Hotel Trademark Collection by Wyndham 10/10 Excellent "Was great" [](https://expedia.ca/Collingwood-Hotels-Georgian-Bay-Hotel-Trademark-Collection-By-Wyndham.h1802744.Hotel-Information) ![Royal Harbour Resort](https://images.trvl-media.com/lodging/10000000/9770000/9760700/9760656/8bc0cb54_y.jpg) ### Royal Harbour Resort 10/10 Excellent "excellent location. clean and feel like home" [](https://expedia.ca/Owen-Sound-Hotels-Royal-Harbour-Resort.h9760656.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Grey Highlands? ### What is there to see and do in Grey Highlands? ### When is the best time to book a hotel with a pool in Grey Highlands? ## Explore a world of travel with Expedia - 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[Flights to Toronto ](https://www.expedia.ca/Cheap-Flights-To-Toronto.d178314.Travel-Guide-Flights)