Title: Book the Best Winchester GAY-FRIENDLY Hotels in 2025 | 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 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 $136 CA $148 total Oct 26 - Oct 27 includes taxes & fees 9.2/10 Wonderful! (2,158 reviews) "Convenient off I-81, clean, quiet,nice warm breakfast, even great dark roast coffee. Will definitely make this a stop on our way south annually" Reviewed on Oct 1, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=2678524&PinnedHotelID=2678524&HadPinnedHotel=true®ionId=6056879&travelerType=LGBT) ![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 $130 CA $147 total Oct 26 - Oct 27 includes taxes & fees 8.8/10 Excellent! (1,006 reviews) "Clean room and lobby/ breakfast area. Pleasant staff." Reviewed on Sep 25, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=117743&PinnedHotelID=117743&HadPinnedHotel=true®ionId=6056879&travelerType=LGBT) ![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 CA $149 CA $162 total Oct 7 - Oct 8 includes taxes & fees 8.8/10 Excellent! (883 reviews) "Great - would love coffee in lobby" Reviewed on Sep 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=07%2F10%2F2025&endDate=08%2F10%2F2025&selected=1497898&PinnedHotelID=1497898&HadPinnedHotel=true®ionId=6056879&travelerType=LGBT) ![](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 $131 CA $147 total Oct 26 - Oct 27 includes taxes & fees 9/10 Wonderful! (1,001 reviews) "The room was spacious." Reviewed on Oct 1, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=1889084&PinnedHotelID=1889084&HadPinnedHotel=true®ionId=6056879&travelerType=LGBT) ![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 $141 CA $153 total Oct 19 - Oct 20 includes taxes & fees 8.8/10 Excellent! (705 reviews) "It was only for one night, but it was very comfortable and convenient" Reviewed on Sep 26, 2025 [](https://expedia.ca/Hotel-Search?startDate=19%2F10%2F2025&endDate=20%2F10%2F2025&selected=39493421&PinnedHotelID=39493421&HadPinnedHotel=true®ionId=6056879&travelerType=LGBT) ![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 $135 CA $147 total Oct 5 - Oct 6 includes taxes & fees 9/10 Wonderful! (768 reviews) Great, friendly, competent, caring place. "Everyone who works at this hotel is friendly, helpful, and good at their jobs. While the listing on Hotels.com says they offer a free Continental breakfast, I was delighted to find it included bacon, eggs, and sausage and an elderly server who was very friendly and was constantly in motion checking ..." Reviewed on Sep 22, 2025 [](https://expedia.ca/Hotel-Search?startDate=05%2F10%2F2025&endDate=06%2F10%2F2025&selected=1066410&PinnedHotelID=1066410&HadPinnedHotel=true®ionId=6056879&travelerType=LGBT) ![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 $159 CA $180 total Oct 26 - Oct 27 includes taxes & fees 8.8/10 Excellent! (494 reviews) "B" Reviewed on Sep 28, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=2169428&PinnedHotelID=2169428&HadPinnedHotel=true®ionId=6056879&travelerType=LGBT) ![Holiday Inn Express Hotel & Suites Winchester by IHG](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/c38dcdad_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 Oct 26 - Oct 27 includes taxes & fees 8.8/10 Excellent! (783 reviews) "Great place to stay!!" Reviewed on Sep 28, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=1090593&PinnedHotelID=1090593&HadPinnedHotel=true®ionId=6056879&travelerType=LGBT) ![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 refundableReserve now, pay when you stay CA $109 CA $119 total Oct 30 - Oct 31 includes taxes & fees 7.8/10 Good! (1,009 reviews) We will be back "The staff were great. Yogi was absolutely amazing despite pulling a double shift and having problems to resolve. We thoroughly enjoyed the pool. I love how the hotel collaborates with other businesses in behalf of guests…All-trails and Golden Corral discount. The room was spacious…but the little ..." Reviewed on Sep 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=30%2F10%2F2025&endDate=31%2F10%2F2025&selected=892882&PinnedHotelID=892882&HadPinnedHotel=true®ionId=6056879&travelerType=LGBT) ![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 CA $149 CA $162 total Oct 5 - Oct 6 includes taxes & fees 8.6/10 Excellent! (458 reviews) "Staff was awesome. Close to grocery and restaurants. Pet friendly" Reviewed on Sep 26, 2025 [](https://expedia.ca/Hotel-Search?startDate=05%2F10%2F2025&endDate=06%2F10%2F2025&selected=2745505&PinnedHotelID=2745505&HadPinnedHotel=true®ionId=6056879&travelerType=LGBT) 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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[Hotels near Winchester Medical Center](https://www.expedia.ca/Winchester-Medical-Center-Hotels.0-l6164057-0.Travel-Guide-Filter-Hotels) - [Flights to Boyce](https://www.expedia.ca/Cheap-Flights-To-Boyce.d184084.Travel-Guide-Flights) - [Flights to Millwood](https://www.expedia.ca/Cheap-Flights-To-Millwood.d3000460156.Travel-Guide-Flights) - [Flights from Winchester Regional](https://www.expedia.ca/lp/airports/wgo/flights-from-winchester-regional-airport) - [Flights from Gore](https://www.expedia.ca/lp/flights/3000460015/flights-from-gore) - [Flights from Clear Brook](https://www.expedia.ca/lp/flights/553248635975870250/flights-from-clear-brook) - [Flights from Blacksburg (BCB) to Winchester (WGO)](https://www.expedia.ca/lp/flights/bcb/wgo/blacksburg-to-winchester) - [Flights from Hartford (BDL) to Winchester (WGO)](https://www.expedia.ca/lp/flights/bdl/wgo/hartford-to-winchester) - [Flights from Baltimore (BWI) to Winchester (WGO)](https://www.expedia.ca/lp/flights/bwi/wgo/baltimore-to-winchester) - 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[Flights from Calgary (YYC) to Winchester (WGO)](https://www.expedia.ca/lp/flights/yyc/wgo/calgary-to-winchester) - [Flights from Toronto (YYZ) to Winchester (WGO)](https://www.expedia.ca/lp/flights/yyz/wgo/toronto-to-winchester) - [Appleland Sports Center](https://www.expedia.ca/Appleland-Sports-Center-Stephens-City.d553248621587477489.Vacation-Attraction) - [Jim Barnett Park](https://www.expedia.ca/Jim-Barnett-Park-Winchester.d6164028.Vacation-Attraction) - [Visit Millwood](https://www.expedia.ca/Millwood.dx3000460156) - [Book LGBT Friendly Hotels in Winchester on Expedia.com](https://www.expedia.com/Winchester-Hotels-LGBT-Welcoming-Hotel.0-0-d6056879-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels)