Title: Book the Best Hotels with POOL in Wingina in 2026 | Expedia.ca [Hotels in Wingina](https://expedia.ca/Wingina-Hotels.d6351145.Travel-Guide-Hotels)[Vacation Rentals in Wingina](https://expedia.ca/Wingina-Vacation-Rentals.d6351145.Travel-Guide-VacationRentals)[Wingina Car Rentals](https://expedia.ca/Car-Rentals-In-Wingina.d6351145.Car-Rental-Guide)[Wingina Vacation Packages](https://expedia.ca/Wingina.d6351145.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Wingina, VA from CA $160 - ![](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 Wingina Hotels with a Pool Tonight [Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6351145&startDate=2025-12-20&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=6351145&startDate=2025-12-21&endDate=2025-12-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6351145&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6351145&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Wingina hotels with a pool ![Garden](https://images.trvl-media.com/lodging/16000000/16000000/15991400/15991322/1d7076ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/16000000/16000000/15991400/15991322/12db57a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/16000000/16000000/15991400/15991322/bf0a4926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/16000000/16000000/15991400/15991322/b684065d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maysville Manor Bed & Breakfast [](https://www.expedia.ca/Buckingham-Hotels-Maysville-Bed-And-Breakfast.h15991322.Hotel-Information) Buckingham 8.4/10 Very good (72) "This is a nice quiet historical place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John D CA $172 CA $185 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Buckingham-Hotels-Maysville-Bed-And-Breakfast.h15991322.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/13000000/12750000/12745700/12745687/32617905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/13000000/12750000/12745700/12745687/418c75c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Accessible](https://images.trvl-media.com/lodging/13000000/12750000/12745700/12745687/8b491dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/13000000/12750000/12745700/12745687/674235be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Appomattox Inn and Suites [](https://www.expedia.ca/Lynchburg-Hotels-Appomattox-Inn-And-Suites.h12745687.Hotel-Information) Appomattox 9.6/10 Exceptional (1000) "Clean room and hotel, amazing staff, can’t wait to come back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leticia CA $145 CA $160 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Lynchburg-Hotels-Appomattox-Inn-And-Suites.h12745687.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111860000/111859200/111859183/w2881h1920x0y1-52ff3d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111860000/111859200/111859183/16cb4c1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111860000/111859200/111859183/76bd181c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111860000/111859200/111859183/116cf153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Afton Awaits: Mountain Views, Outdoor Living Space [](https://www.expedia.ca/Afton-Hotels-Afton-Awaits-Mountain-Views-Hot-Tub.h111859183.Hotel-Information) Afton 10/10 Exceptional (4) "Afton Awaits is a beautiful home set in such a serene location. Our group of friends had such a lovely time here. The home is conveniently located to downtown Charlottesville as well as many vineyards." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katie P. CA $399 CA $881 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Afton-Hotels-Afton-Awaits-Mountain-Views-Hot-Tub.h111859183.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/100000000/99670000/99663700/99663668/7a9b17ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99670000/99663700/99663668/bb485cf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/100000000/99670000/99663700/99663668/438e9606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99670000/99663700/99663668/e770d251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue's Barn: Central to Wineries & Breweries [](https://www.expedia.ca/Nellysford-Hotels-Blues-Barn-Nelson151-Escape-Mountain-Views.h99663668.Hotel-Information) Nellysford 9.6/10 Exceptional (18) "We were very comfortable staying in this property. It's a great place to relax and unwind." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doug W. CA $259 CA $477 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Nellysford-Hotels-Blues-Barn-Nelson151-Escape-Mountain-Views.h99663668.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/110000000/109380000/109376100/109376040/w3000h1984x0y0-7ae83564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109380000/109376100/109376040/1f2013f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109380000/109376100/109376040/w2993h1995x7y0-6bd6c2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109380000/109376100/109376040/w3000h1944x0y0-33e0054d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stoney Creek Cottage Wintergreen w EV Charger [](https://www.expedia.ca/Nellysford-Hotels-Stoney-Creek-Cottage-Off-The-VA-151-Wine-Trail.h109376040.Hotel-Information) Nellysford CA $486 CA $980 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Nellysford-Hotels-Stoney-Creek-Cottage-Off-The-VA-151-Wine-Trail.h109376040.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/78b8767e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/3f379aa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/w1003h683x0y0-5eec0b74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/c99efe6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Laurelwood Hollow: Walk to Ski & Swim [](https://www.expedia.ca/Nellysford-Hotels-Laurelwood-Hollow-Walk-To-Ski-Swim.h119304212.Hotel-Information) Wintergreen Resort 10/10 Exceptional (2) "We really enjoyed our stay here! Great location, and the condo was very clean and well stocked. Communication with the host was excellent as well. We look forward to returning back some day!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander H. CA $131 CA $385 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Nellysford-Hotels-Laurelwood-Hollow-Walk-To-Ski-Swim.h119304212.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/w1273h849x4y3-b64d948a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/w1277h854x0y0-93eb93d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/0d2cf0fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/29fa29ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Modern Mountain Condo [](https://www.expedia.ca/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information) Wintergreen Resort 10/10 Exceptional (34) "Quiet, one-night stay while in the area for an event. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie M. CA $171 CA $375 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/eb46d699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/a92ed0cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/55159b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/1b7442ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wintergreen Condo -Steps to Ski and restaurants [](https://www.expedia.ca/Nellysford-Hotels-Wintergreen-Condo-Steps-To-Ski-And-Restaurants.h102325315.Hotel-Information) Wintergreen Resort 9.8/10 Exceptional (30) "Had everything we needed, snacks and coffee were great for a cold weekend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael L. CA $157 CA $365 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Nellysford-Hotels-Wintergreen-Condo-Steps-To-Ski-And-Restaurants.h102325315.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/a870a931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/d5c938fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/dda1ec86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/132f64a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly [](https://www.expedia.ca/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information) Roseland 9.6/10 Exceptional (142) "Great stay in Wintergreen!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pete K. CA $168 CA $367 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99240000/99231000/99230991/ac8a6741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/100000000/99240000/99231000/99230991/43bd17c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99240000/99231000/99230991/c049c503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99240000/99231000/99230991/c1b55eb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish-Updated-Central -Walk to Slopes-Dogs OK! [](https://www.expedia.ca/Nellysford-Hotels-Stylish-Updated-Central-Walk-To-Slopes-Dogs-OK.h99230991.Hotel-Information) Wintergreen Resort 9.8/10 Exceptional (28) "This was a great place for our short weekend getaway! We needed a place we could unplug, and that's exactly what we did reading by the fire, but there was plenty to do if we wanted to! We look forward to staying here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $166 CA $403 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Nellysford-Hotels-Stylish-Updated-Central-Walk-To-Slopes-Dogs-OK.h99230991.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=2026-01-03&endDate=2026-01-04®ionId=6351145&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Wingina Hotel Reviews ![Appomattox Inn and Suites](https://images.trvl-media.com/lodging/13000000/12750000/12745700/12745687/9ae911f7_y.jpg) ### Appomattox Inn and Suites 10/10 Excellent "Yes very clean room and staff is very friendly and courteous. Amenities are good except I wish there was a bar of soap in bathroom. " [](https://expedia.ca/Lynchburg-Hotels-Appomattox-Inn-And-Suites.h12745687.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Wingina? ### What is there to see and do in Wingina? ### When is the best time to book a hotel with a pool in Wingina? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels with a Pool in Amherst ](https://www.expedia.ca/Amherst-Hotels-Hotel-With-Pool.0-0-d177463-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Amherst ](https://www.expedia.ca/Amherst-Hotels-Romantic-Hotel.0-0-d177463-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Appomattox ](https://www.expedia.ca/Appomattox-Hotels-Cheap-Hotels.0-0-d55551-tCheapHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Appomattox ](https://www.expedia.ca/Appomattox-Hotels-Historic-Hotel.0-0-d55551-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Arrington Hotels ](https://www.expedia.ca/Arrington-Hotels.d6337982.Travel-Guide-Hotels) - 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