Title: Book the Best Winchester GAY-FRIENDLY Hotels in 2026 | Expedia.ca [Winchester Travel Guide](https://expedia.ca/Winchester.dx7876)[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)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d7876.Travel-Guide-Flights)[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=300&q=medium) # Find LGBTQ welcoming hotels in Winchester, KY Photo by Hyelsinta - ![](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 ## Top Winchester LGBT Friendly Hotels ![Hampton Inn Winchester](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/eed31a13_y.jpg?impolicy=resizecrop&rw=340&ch=150) [### Hampton Inn Winchester ](https://expedia.ca/Lexington-Hotels-Hampton-Inn-Winchester.h16227.Hotel-Information) 1025 Early Dr Winchester KY CA $162 CA $179 total Jan 2 - Jan 3, 2026 includes taxes & fees 9.2/10 Wonderful! (452 reviews) Enjoyed our stay. Reviewed on Dec 6, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F01%2F2026&endDate=03%2F01%2F2026&selected=16227&PinnedHotelID=16227&HadPinnedHotel=true®ionId=7876&travelerType=lgbtq_welcoming) ![Best Western Winchester Hotel](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/690f0ff1_y.jpg?impolicy=resizecrop&rw=340&ch=150) [### Best Western Winchester Hotel ](https://expedia.ca/Lexington-Hotels-Best-Western-Winchester-Hotel.h15247.Hotel-Information) 1307 W Lexington Ave Winchester KY Fully refundableReserve now, pay when you stay CA $122 CA $135 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.4/10 Very Good! (1,001 reviews) Room was fine. Staff was nice. Didn’t eat breakfast because we had a brunch to go to. Reviewed on Dec 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=15247&PinnedHotelID=15247&HadPinnedHotel=true®ionId=7876&travelerType=lgbtq_welcoming) ![Red Roof Inn Winchester - Lexington East](https://images.trvl-media.com/lodging/1000000/10000/5900/5872/6ff0bc67_y.jpg?impolicy=resizecrop&rw=340&ch=150) [### Red Roof Inn Winchester - Lexington East ](https://expedia.ca/Lexington-Hotels-Red-Roof-Inn-Lexington-Winchester.h5872.Hotel-Information) 1100 Interstate Drive Winchester KY Fully refundableReserve now, pay when you stay CA $85 CA $94 total Jan 1 - Jan 2, 2026 includes taxes & fees 6.4/10 (587 reviews) Very clean. Traveled with 2 small dogs, so no carpeting in our room was perfect. The staff was very friendly and accommodating. The young lady at the desk found a hair dryer for me. I will definitely be staying each time I visit. Reviewed on Nov 1, 2025 [](https://expedia.ca/Hotel-Search?startDate=01%2F01%2F2026&endDate=02%2F01%2F2026&selected=5872&PinnedHotelID=5872&HadPinnedHotel=true®ionId=7876&travelerType=lgbtq_welcoming) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Hotels-LGBT-Friendly-Hotel.0-0-d7876-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Hotels-LGBT-Friendly-Hotel.0-0-d7876-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) ![Holiday Inn Express Lexington East - Winchester by IHG](https://images.trvl-media.com/lodging/25000000/24370000/24362600/24362582/a8fad05c_y.jpg?impolicy=resizecrop&rw=340&ch=150) [### Holiday Inn Express Lexington East - Winchester by IHG ](https://expedia.ca/Lexington-Hotels-Holiday-Inn-Express-Lexington-East-Winchester.h24362582.Hotel-Information) 100 Winchester Plaza Winchester KY Fully refundable CA $120 CA $133 total Jan 4 - Jan 5, 2026 includes taxes & fees 9.2/10 Wonderful! (527 reviews) Just stayed one night but it was a very clean hotel. Everything smelt good good, staff was very friendly, and breakfast wasnt bad at all for a hotel. Will stay there again next time in that area. Reviewed on Dec 26, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=24362582&PinnedHotelID=24362582&HadPinnedHotel=true®ionId=7876&travelerType=lgbtq_welcoming) 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. [See all LGBTQ welcoming stays in Winchester](https://expedia.ca/Hotel-Search?regionId=7876&propertyStyle=LGBT&travelerType=LGBT) ## Find the top gay-friendly hotels in Winchester #### Are gay-friendly hotels in Winchester available? Yes, Winchester gay-friendly hotels are available in abundance throughout the area. These hotels come in a wide variety of configurations as well, allowing you to customize your vacation whether you're looking for something budget-friendly or something more luxurious. Room configurations, amenities, styles and more can all be customized as you see fit based on the kind of vacation experience you're looking for. Plus, these hotels have strict policies against discrimination and typically are in the know regarding the best LGBTQ-friendly activities in town. #### How can I find the best gay-friendly hotels in Winchester? Finding Winchester gay-friendly hotels is easy, thanks to our search filters. You'll find a massive array of filters, so you can sort your results to only show hotels that cater specifically to your desired vacation experience. You can implement filters for amenities in your hotel as well as for star ratings and guest reviews. You'll even find filters for price, so you can limit your results to only show hotels that are within your established budget. Additionally, you'll find a filter for LGBTQ-friendly hotels, so be sure to activate that one to sort all the non-accommodating hotels out of your search results. #### How can I find top deals on gay-friendly hotels in Winchester? To find deals, you'll want to take advantage of the various factors that affect hotel prices. These include the time of year, amenities, neighbourhood and more. Travelling during the off-season can net you lower prices, as can relinquishing amenities like spas and hot tubs. Additionally, booking outside of town can be cheaper than putting yourself right in the middle of the action. Don't forget to sort your search results by price as well to see the cheapest options for your hotel first. Gay-friendly hotels in Winchester have fluctuating prices, so it's important to remember that these are more general trends than rules set in stone. #### Why should I book Winchester gay-friendly hotels with Expedia? Booking with Expedia is among the easiest ways to ensure all your travel planning can be taken care of in a single, convenient place. Not only will you find an array of gay-friendly hotels in Winchester to choose from, but you'll find flights as well. The extensive search filters make finding the ultimate accommodation simple, as you can narrow down your search results to show only the hotels that fit your strict specifications. Plus, you can enjoy the Expedia Rewards program, which lets you earn points every time you book. Those points can be redeemed for discounts on future bookings, but that's just the beginning. Some accommodation options have special discounts only available to members. Becoming a member is free, so don't hesitate to take advantage. ## LGBTQ-welcoming hotels in top travel spots ![](https://forever.travel-assets.com/flex/flexmanager/images/2021/02/17/ORB_Montreal_c.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) ### Montreal [](https://expedia.ca/Hotel-Search?regionId=178288&rfrr=HTG.LGBTQ.Tile&travelerType=LGBT) ![](https://forever.travel-assets.com/flex/flexmanager/images/2021/02/17/ORB_Palm_Springs_c.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) ### Palm Springs [](https://expedia.ca/Hotel-Search?regionId=180676&rfrr=HTG.LGBTQ.Tile&travelerType=LGBT) ![](https://forever.travel-assets.com/flex/flexmanager/images/2021/02/17/ORB_Puerto_Vallerta_c.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) ### Puerto Vallarta [](https://expedia.ca/Hotel-Search?regionId=180016&rfrr=HTG.LGBTQ.Tile&travelerType=LGBT) ![](https://forever.travel-assets.com/flex/flexmanager/images/2021/02/17/ORB_Key_West_Florida_c.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) ### Key West [](https://expedia.ca/Hotel-Search?regionId=1187&rfrr=HTG.LGBTQ.Tile&travelerType=LGBT) ![](https://forever.travel-assets.com/flex/flexmanager/images/2021/02/17/ORB_Miami_c.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) ### Miami [](https://expedia.ca/Hotel-Search?regionId=8833&rfrr=HTG.LGBTQ.Tile&travelerType=LGBT) ![](https://forever.travel-assets.com/flex/flexmanager/images/2021/02/17/ORB_Cancun_c.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) ### Cancun [](https://expedia.ca/Hotel-Search?regionId=179995&rfrr=HTG.LGBTQ.Tile&travelerType=LGBT) ![](https://forever.travel-assets.com/flex/flexmanager/images/2021/02/17/ORB_Paris_c.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) ### Paris [](https://expedia.ca/Hotel-Search?regionId=179898&rfrr=HTG.LGBTQ.Tile&travelerType=LGBT) ![](https://forever.travel-assets.com/flex/flexmanager/images/2021/02/17/ORB_Amsterdam_c.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) ### Amsterdam [](https://expedia.ca/Hotel-Search?regionId=178229&rfrr=HTG.LGBTQ.Tile&travelerType=LGBT) ![](https://forever.travel-assets.com/flex/flexmanager/images/2021/02/17/ORB_Barcelona_c.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) ### Barcelona [](https://expedia.ca/Hotel-Search?regionId=179992&rfrr=HTG.LGBTQ.Tile&travelerType=LGBT) ![](https://forever.travel-assets.com/flex/flexmanager/images/2021/02/17/ORB_London_c.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) ### London [](https://expedia.ca/Hotel-Search?regionId=178279&rfrr=HTG.LGBTQ.Tile&travelerType=LGBT) ![](https://forever.travel-assets.com/flex/flexmanager/images/2021/02/17/ORB_NYC_c.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) ### New York [](https://expedia.ca/Hotel-Search?regionId=178293&rfrr=HTG.LGBTQ.Tile&travelerType=LGBT) ![](https://forever.travel-assets.com/flex/flexmanager/images/2021/02/17/ORB_San_Francisco_c.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) ### San Francisco [](https://expedia.ca/Hotel-Search?regionId=178305&rfrr=HTG.LGBTQ.Tile&travelerType=LGBT) ![](https://forever.travel-assets.com/flex/flexmanager/images/2021/02/17/ORB_Chicago_c.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) ### Chicago [](https://expedia.ca/Hotel-Search?regionId=178248&rfrr=HTG.LGBTQ.Tile&travelerType=LGBT) ![](https://forever.travel-assets.com/flex/flexmanager/images/2021/02/17/ORB_LA_c.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) ### Los Angeles [](https://expedia.ca/Hotel-Search?regionId=178280&rfrr=HTG.LGBTQ.Tile&travelerType=LGBT) ## Explore a world of travel with Expedia - 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