Title: Book the Best Winchester GAY-FRIENDLY Hotels in 2026 | Expedia.ca [Winchester Travel Guide](https://expedia.ca/Winchester.dx6056879)[Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d6056879.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d6056879.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.ca/Things-To-Do-In-Winchester.d6056879.Travel-Guide-Activities)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d6056879.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d6056879.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/720fb116634761161ecda43d4ca150e7.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Find LGBTQ welcoming hotels in Winchester, VA - ![](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 ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg?impolicy=resizecrop&rw=340&ch=150) [### La Quinta Inn & Suites by Wyndham Winchester ](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) 1055 Millwood Pike, Route 50 East Winchester VA Fully refundableReserve now, pay when you stay CA $128 CA $139 total Jan 19 - Jan 20 includes taxes & fees 9.2/10 Wonderful! (2,243 reviews) yes, room was spotless very nice place to stay Reviewed on Jan 13, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F01%2F2026&endDate=20%2F01%2F2026&selected=2678524&PinnedHotelID=2678524&HadPinnedHotel=true®ionId=6056879&travelerType=lgbtq_welcoming) ![Spark by Hilton Winchester](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/ac575b89_y.jpg?impolicy=resizecrop&rw=340&ch=150) [### Spark by Hilton Winchester ](https://expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) 150 Wingate Dr Winchester VA Fully refundableReserve now, pay when you stay CA $107 CA $122 total Feb 8 - Feb 9 includes taxes & fees 8.8/10 Excellent! (1,001 reviews) Clean and friendly staff Reviewed on Jan 10, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=117743&PinnedHotelID=117743&HadPinnedHotel=true®ionId=6056879&travelerType=lgbtq_welcoming) ![Courtyard by Marriott Winchester](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/8f242b36_y.jpg?impolicy=resizecrop&rw=340&ch=150) [### Courtyard by Marriott Winchester ](https://expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) 300 Marriott Drive Winchester VA Fully refundableReserve now, pay when you stay CA $141 CA $153 total Jan 23 - Jan 24 includes taxes & fees 8.8/10 Excellent! (927 reviews) Room was great. Staff was extremely friendly. Reviewed on Jan 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=23%2F01%2F2026&endDate=24%2F01%2F2026&selected=1497898&PinnedHotelID=1497898&HadPinnedHotel=true®ionId=6056879&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-d6056879-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-d6056879-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) ![Holiday Inn Winchester Se-Historic Gateway by IHG](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2_y.jpg?impolicy=resizecrop&rw=340&ch=150) [### Holiday Inn Winchester Se-Historic Gateway by IHG ](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) 333 Front Royal Pike Winchester VA Fully refundable CA $109 CA $122 total Feb 1 - Feb 2 includes taxes & fees 9/10 Wonderful! (1,003 reviews) Nice clean room, friendly staff, and the restaurant was very good. Reviewed on Jan 17, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F02%2F2026&endDate=02%2F02%2F2026&selected=1889084&PinnedHotelID=1889084&HadPinnedHotel=true®ionId=6056879&travelerType=lgbtq_welcoming) ![TRU By Hilton Winchester](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b_y.jpg?impolicy=resizecrop&rw=340&ch=150) [### TRU By Hilton Winchester ](https://expedia.ca/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information) 118 Mercedes Court Winchester VA Fully refundableReserve now, pay when you stay CA $108 CA $118 total Jan 26 - Jan 27 includes taxes & fees 9/10 Wonderful! (786 reviews) Such a nice hotel! The lobby is so accommodating and clean, the breakfast was delicious. The pool was clean and warm. My daughter loved it. The room was spacious and clean. Would definitely stay again the price was great Reviewed on Jan 11, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F01%2F2026&endDate=27%2F01%2F2026&selected=39493421&PinnedHotelID=39493421&HadPinnedHotel=true®ionId=6056879&travelerType=lgbtq_welcoming) ![Fairfield Inn & Suites by Marriott Winchester](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/w4000h2662x0y0-b556d792_y.jpg?impolicy=resizecrop&rw=340&ch=150) [### Fairfield Inn & Suites by Marriott Winchester ](https://expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Winchester.h1066410.Hotel-Information) 250 Front Royal Pike Winchester VA Fully refundableReserve now, pay when you stay CA $129 CA $140 total Jan 20 - Jan 21 includes taxes & fees 9/10 Wonderful! (815 reviews) Clean room, reception staff very nice Reviewed on Jan 14, 2026 [](https://expedia.ca/Hotel-Search?startDate=20%2F01%2F2026&endDate=21%2F01%2F2026&selected=1066410&PinnedHotelID=1066410&HadPinnedHotel=true®ionId=6056879&travelerType=lgbtq_welcoming) ![Hilton Garden Inn Winchester](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/689131eb_y.jpg?impolicy=resizecrop&rw=340&ch=150) [### Hilton Garden Inn Winchester ](https://expedia.ca/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information) 120 Wingate Drive Winchester VA Fully refundableReserve now, pay when you stay CA $140 CA $159 total Jan 25 - Jan 26 includes taxes & fees 8.8/10 Excellent! (515 reviews) Very clean. Very courteous staff. Restaurant was a pleasant surprise. Clever menu with good drink selection. Reviewed on Dec 1, 2025 [](https://expedia.ca/Hotel-Search?startDate=25%2F01%2F2026&endDate=26%2F01%2F2026&selected=2169428&PinnedHotelID=2169428&HadPinnedHotel=true®ionId=6056879&travelerType=lgbtq_welcoming) ![Holiday Inn Express Hotel & Suites Winchester by IHG](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/38caae92_y.jpg?impolicy=resizecrop&rw=340&ch=150) [### Holiday Inn Express Hotel & Suites Winchester by IHG ](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Express-Hotel-Suites-Winchester.h1090593.Hotel-Information) 142 Foxridge Ln Winchester VA Fully refundable CA $170 CA $185 total Feb 9 - Feb 10 includes taxes & fees 8.8/10 Excellent! (808 reviews) Everything excellent Reviewed on Jan 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=1090593&PinnedHotelID=1090593&HadPinnedHotel=true®ionId=6056879&travelerType=lgbtq_welcoming) ![Sleep Inn & Suites Winchester near University](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/53b7b275_y.jpg?impolicy=resizecrop&rw=340&ch=150) [### Sleep Inn & Suites Winchester near University ](https://expedia.ca/Winchester-Hotels-Sleep-Inn-Suites.h892882.Hotel-Information) 140 Costello Dr Winchester VA Fully refundable CA $106 CA $116 total Jan 26 - Jan 27 includes taxes & fees 7.6/10 Good! (1,009 reviews) Clean, conveniently located with a Continental breakfast. We could have used a sitting chair and s more comfortable desk chair. The room was very spacious. Thank you Reviewed on Jan 13, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F01%2F2026&endDate=27%2F01%2F2026&selected=892882&PinnedHotelID=892882&HadPinnedHotel=true®ionId=6056879&travelerType=lgbtq_welcoming) ![TownePlace Suites by Marriott Winchester](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/c096d0d5_y.jpg?impolicy=resizecrop&rw=340&ch=150) [### TownePlace Suites by Marriott Winchester ](https://expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Winchester.h2745505.Hotel-Information) 170 Getty Ln Winchester VA Fully refundableReserve now, pay when you stay CA $157 CA $171 total Jan 19 - Jan 20 includes taxes & fees 8.8/10 Excellent! (484 reviews) This place was clean and comfortable. Great price. Reviewed on Jan 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F01%2F2026&endDate=20%2F01%2F2026&selected=2745505&PinnedHotelID=2745505&HadPinnedHotel=true®ionId=6056879&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=6056879&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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