Title: Book the Best Clearwater Beach WINERY Hotels in 2026 | Expedia.ca [Clearwater Beach Travel Guide](https://expedia.ca/Clearwater-Beach.dx10759)[Hotels in Clearwater Beach](https://expedia.ca/Clearwater-Beach-Hotels.d10759.Travel-Guide-Hotels)[Vacation Rentals in Clearwater Beach](https://expedia.ca/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)[Flights to Clearwater Beach](https://expedia.ca/Cheap-Flights-To-Clearwater-Beach.d10759.Travel-Guide-Flights)[Things to do in Clearwater Beach](https://expedia.ca/Things-To-Do-In-Clearwater-Beach.d10759.Travel-Guide-Activities)[Clearwater Beach Car Rentals](https://expedia.ca/Car-Rentals-In-Clearwater-Beach.d10759.Car-Rental-Guide)[Clearwater Beach Vacation Packages](https://expedia.ca/Clearwater-Beach.d10759.Destination-Travel-Guides) ![Clearwater Beach which includes a beach and a coastal town](https://images.trvl-media.com/place/10759/e2b8a0a5-ab04-4739-986c-0989cce6a4b4.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Clearwater Beach, FL from CA $192 - ![](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 Clearwater Beach Winery Hotels Tonight [Dec 31 - Jan 1](https://www.expedia.ca/Hotel-Search?regionId=10759&startDate=2025-12-31&endDate=2026-01-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 1 - Jan 2](https://www.expedia.ca/Hotel-Search?regionId=10759&startDate=2026-01-01&endDate=2026-01-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=10759&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=10759&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Clearwater Beach hotels with winery ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/68000000/67270000/67267100/67267071/c4bda2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, memory foam beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/68000000/67270000/67267100/67267071/addd8edf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool views ](https://images.trvl-media.com/lodging/68000000/67270000/67267100/67267071/fcf39d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/68000000/67270000/67267100/67267071/64adca8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Saint Hotel [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Saint-Hotel.h67267071.Hotel-Information) St. Pete Beach 9.6/10 Exceptional (499) "So cute, clean, vibe-y. Great location also!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) charlene CA $214 CA $296 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-The-Saint-Hotel.h67267071.Hotel-Information) ![2 outdoor pools, a heated pool, open 6:00 AM to 9:00 PM, free cabanas](https://images.trvl-media.com/lodging/9000000/8200000/8198300/8198263/ad3be74f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/9000000/8200000/8198300/8198263/a573058e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Triple Room](https://images.trvl-media.com/lodging/9000000/8200000/8198300/8198263/aa2ddc9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room | Private kitchen](https://images.trvl-media.com/lodging/9000000/8200000/8198300/8198263/9e2fb52c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St Pete Beach Suites [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-St-Pete-Beach-Suites.h8198263.Hotel-Information) St. Pete Beach 9.2/10 Wonderful (1001) "Room was clean and quiet " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Alexandre CA $202 CA $252 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-St-Pete-Beach-Suites.h8198263.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40140000/40135300/40135268/b71bd58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/41000000/40140000/40135300/40135268/984d1f55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/41000000/40140000/40135300/40135268/75dd794b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/41000000/40140000/40135300/40135268/155a7c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Odessa Trinity [](https://www.expedia.ca/Port-Richey-Hotels-Hampton-Inn-Trinity.h40135268.Hotel-Information) Trinity 9.6/10 Exceptional (963) "Breakfast great, Staff great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) gail CA $171 CA $192 total includes taxes & fees Jan 25 - Jan 26, 2026 [](https://www.expedia.ca/Port-Richey-Hotels-Hampton-Inn-Trinity.h40135268.Hotel-Information) ![Presidential Apartment, 2 Bedrooms, Kitchenette | Living area](https://images.trvl-media.com/lodging/102000000/101900000/101896800/101896779/6bc9ec68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Apartment, 2 Bedrooms, Kitchenette | Living area](https://images.trvl-media.com/lodging/102000000/101900000/101896800/101896779/1a05fe27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 Queen Bed, Pets Allowed](https://images.trvl-media.com/lodging/102000000/101900000/101896800/101896779/b6050683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Apartment, 2 Bedrooms, Kitchenette](https://images.trvl-media.com/lodging/102000000/101900000/101896800/101896779/a16d6686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palm Cove Motel [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Palm-Cove-Motel.h101896779.Hotel-Information) Clearwater 8.6/10 Excellent (99) "Very good accommodation " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Palm-Cove-Motel.h101896779.Hotel-Information) ![Mini-golf](https://images.trvl-media.com/lodging/24000000/23610000/23608800/23608750/d8e0ef7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/24000000/23610000/23608800/23608750/1c50021e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/24000000/23610000/23608800/23608750/7773bf37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23610000/23608800/23608750/53780e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mar Bay Motel &Suites [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Mar-Bay-Motel-Suites.h23608750.Hotel-Information) Safety Harbor 8.6/10 Excellent (64) "room was very good clean and comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $168 CA $236 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Mar-Bay-Motel-Suites.h23608750.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=2026-01-14&endDate=2026-01-15®ionId=10759&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Clearwater Beach Hotel Reviews ## Explore a world of travel with Expedia - Lodging - [Golf Hotels in Clearwater ](https://www.expedia.ca/Clearwater-Hotels-Golf-Hotel.0-0-d6033-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Clearwater ](https://www.expedia.ca/Clearwater-Hotels-Hotel-With-Early-Check-In.0-0-d6033-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Clearwater ](https://www.expedia.ca/Clearwater-Hotels-Hotels-With-Childcare.0-0-d6033-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Clearwater ](https://www.expedia.ca/Clearwater-Hotels-Hotels-With-Smoking-Rooms.0-0-d6033-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Winery Hotels in Clearwater ](https://www.expedia.ca/Clearwater-Hotels-Winery-Hotel.0-0-d6033-tWineryHotel.Travel-Guide-Filter-Hotels) - 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