Title: Book the Best BEACH RESORTS in Winchester, KY from CA $124 - Winchester Hotels on the Beach| Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d7876.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d7876.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d7876.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d7876.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/2d4532767bd47b707b21acca86317ffc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Hyelsinta # Find beach hotels in Winchester, KY from CA $124 ![](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 Winchester Beach Hotel Tonight [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-10-31&endDate=2025-11-01&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Tomorrow [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-11-01&endDate=2025-11-02&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) ## Top Winchester Beach Hotel ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/690f0ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/8485fa77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/2ea0f039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/6f58ef98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Winchester Hotel Winchester 8.4/10 Very good (991) "Firm bed, clean room, friendly staff and adequate breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $113 CA $124 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Lexington-Hotels-Best-Western-Winchester-Hotel.h15247.Hotel-Information) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/eed31a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/b2646625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/51af70a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/93f7fc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Winchester Winchester 9.2/10 Wonderful (446) "Would stay there again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $146 CA $161 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Lexington-Hotels-Hampton-Inn-Winchester.h16227.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=2025-11-14&endDate=2025-11-15®ionId=7876&adults=2&travelerType=beach&sort=RECOMMENDED&openPlayBack=true) ## Top Winchester Hotel Reviews ![GuestHouse Lexington](//images.trvl-media.com/lodging/1000000/430000/426400/426325/18dc9903_y.jpg) ### GuestHouse Lexington 10/10 Excellent "Very quiet location, clean room, guest quiet and respectful. Different from other chain hotels (guests quiet and respectful)" [](https://expedia.ca/Lexington-Hotels-GuestHouse-Lexington.h426325.Hotel-Information) ![Best Western Winchester Hotel](//images.trvl-media.com/lodging/1000000/20000/15300/15247/690f0ff1_y.jpg) ### Best Western Winchester Hotel 10/10 Excellent "It was a great choice for us. Super clean. All the space we needed. Our car was conveniently parked outside our room door. Breakfast was a nice touch too." [](https://expedia.ca/Lexington-Hotels-Best-Western-Winchester-Hotel.h15247.Hotel-Information) ## Frequently asked questions ### What is Winchester like for travelers who love the beach? > Known for its restaurants, Winchester offers a lot for the traveler planning a getaway. ### When's the best time for a beach vacation in Winchester? > You can plan your beach trip with this snapshot of year-round temperatures in Winchester: The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 56 inches. ### What is there to see and do around Winchester? > After getting settled at your accommodation of choice, you'll likely want to venture out and explore. Treat your taste buds to the area's restaurants, and make time for local attractions like Bluegrass Heritage Museum and Lykins Park. For additional things to see and do, consider a visit to Southwind Golf Course or Winchester Opera House. ### What's the best way to get to my beach hotel in Winchester? > Here's some information to help you get to and around your beach accommodation in Winchester with ease. The closest major airport is Blue Grass Airport (LEX), located 23 mi (37.1 km) from the city center. 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