Title: Book the Best BEACH RESORTS in Wintergreen, VA from CA $338 - Wintergreen Hotels on the Beach| Expedia.ca [Hotels in Wintergreen](https://expedia.ca/Wintergreen-Hotels.d10811.Travel-Guide-Hotels)[Vacation Rentals in Wintergreen](https://expedia.ca/Wintergreen-Vacation-Rentals.d10811.Travel-Guide-VacationRentals)[Things to do in Wintergreen](https://expedia.ca/Things-To-Do-In-Wintergreen.d10811.Travel-Guide-Activities)[Wintergreen Car Rentals](https://expedia.ca/Car-Rentals-In-Wintergreen.d10811.Car-Rental-Guide)[Wintergreen Vacation Packages](https://expedia.ca/Wintergreen.d10811.Destination-Travel-Guides) ![Everything is frozen over at Wintergreen Resort. ](https://images.trvl-media.com/place/553248635996625639/07d79deb-5cfc-4068-8e41-c17e7657b695.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Melissa Smestad ![](https://images.trvl-media.com/place/553248635996625639/07d79deb-5cfc-4068-8e41-c17e7657b695.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Wintergreen Beach Hotel Tonight [Feb 16 - Feb 17](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-02-16&endDate=2026-02-17&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Tomorrow [Feb 17 - Feb 18](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-02-17&endDate=2026-02-18&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) This weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Next weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) No exact matches found, but these alternatives could be just right ## Recommended hotels in Wintergreen ![Interior](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/604129c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/200109ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/f157e73a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/e9ccaff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course [](https://www.expedia.ca/Nellysford-Hotels-Cozy-1-Bedroom-Condo-Off-12th-Hole-At-Devils-Knob-Golf-Course.h95269237.Hotel-Information) Roseland 9.8/10 Exceptional (29 reviews) "Great communication from the startReturn texts the same day on any questionsGreat location for our tripVery cleanViews around property are greatNice restaurant A plus for what we neededDog friendly Thanks againHope to be back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phil P. CA $163 CA $339 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Nellysford-Hotels-Cozy-1-Bedroom-Condo-Off-12th-Hole-At-Devils-Knob-Golf-Course.h95269237.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/254bda6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/64d05be3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/26d64274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/4641225d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2br/2ba: Million Dollar View from Luxury Condo on the Ridge. [](https://www.expedia.ca/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information) Roseland 9.0/10 Wonderful (312 reviews) "Outstanding views from the deck!! Loved it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kerry M. CA $141 CA $346 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/92000000/91340000/91333300/91333207/cc6d8205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91340000/91333300/91333207/3abeba53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91340000/91333300/91333207/02b37b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91340000/91333300/91333207/1c6b26da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wintergreen Resort Condo Available Now!! [](https://www.expedia.ca/Nellysford-Hotels-Ready-For-Ski-Season-Book-NOW.h91333207.Hotel-Information) Wintergreen Resort 9.8/10 Exceptional (25 reviews) "Super clean and equipped with everything you need (just bring your own hangars). Very comfortable bed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pam M. CA $211 CA $441 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Nellysford-Hotels-Ready-For-Ski-Season-Book-NOW.h91333207.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/69e8620f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/5e313acf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/c029b4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, foosball](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/cf45ef4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pine Cottage: Hot Tub, 2 mins to Bold Rock! [](https://www.expedia.ca/Nellysford-Hotels-Pine-Cottage-Hot-Tub-And-Central-To-Nelson-151.h78450238.Hotel-Information) Nellysford 10/10 Exceptional (24 reviews) "The house was so nice and clean and the host was great also and we had a great stay and would highly recommend it. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jody W. CA $278 CA $659 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Nellysford-Hotels-Pine-Cottage-Hot-Tub-And-Central-To-Nelson-151.h78450238.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90090000/90087300/90087205/b0ffcdf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/91000000/90090000/90087300/90087205/07c4a1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90090000/90087300/90087205/89b7b76d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/91000000/90090000/90087300/90087205/64fdaa18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Endless Mountain Top Views from All The Way Up! [](https://www.expedia.ca/Nellysford-Hotels-Endless-Mountain-Top-Views-From-All-The-Way-Up.h90087205.Hotel-Information) Wintergreen Resort 10/10 Exceptional (96 reviews) "Highly recommend staying at this beautiful condo! The kitchen has everything you need, the views are breath-taking, the condo is very clean, and the hosts are very communicative and helpful. Will definitely stay here again the next time we travel to the area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allison N. CA $185 CA $428 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Nellysford-Hotels-Endless-Mountain-Top-Views-From-All-The-Way-Up.h90087205.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/3f379aa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/78b8767e.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) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/4ae5f81b.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 (5 reviews) "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 $129 CA $380 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Nellysford-Hotels-Laurelwood-Hollow-Walk-To-Ski-Swim.h119304212.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/dda1ec86.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) ![Pool](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/a870a931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/6d550925.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 (146 reviews) "Very clean and pet-friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heston CA $150 CA $338 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/71fe9056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/192936da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/552ed686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/8df4a3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking [](https://www.expedia.ca/Nellysford-Hotels-Cozy-Wintergreen-Retreat-Clean.h30360563.Hotel-Information) Wintergreen Resort 10/10 Exceptional (44 reviews) "Cute little place. Well stocked, easy access, and very convenient to wintergreen facilities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) david CA $184 CA $402 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Nellysford-Hotels-Cozy-Wintergreen-Retreat-Clean.h30360563.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/25cf6aa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/48c0e694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/b384df8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/319b2ae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wintergreen. Sunset Vista Villa - Close to the ski slopes [](https://www.expedia.ca/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information) Wintergreen Resort 10/10 Exceptional (101 reviews) "Fantastic stay again! Condo is perfect for a get away! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenna M. CA $245 CA $469 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.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) ![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) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/c3acb08c.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 reviews) "Check in was a breeze, amazing location and great nights stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Garrett P. CA $163 CA $375 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Nellysford-Hotels-Wintergreen-Condo-Steps-To-Ski-And-Restaurants.h102325315.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=2026-03-02&endDate=2026-03-03®ionId=10811&adults=2&travelerType=beach&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at beach hotels in Wintergreen Pool Ocean view Breakfast included 4 stars 5 stars ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_10811) ## Top Wintergreen Hotel Reviews ## Frequently asked questions ### How much does a beach hotel in Wintergreen cost? ### What is the best time of year to stay in a beach hotel in Wintergreen? > During this peak period, the resort is bustling with families and couples making the most of the sunny days. You'll find the lakefront alive with swimming, paddleboarding, and kayaking, and the resort's outdoor pools are in full swing. It's a fantastic time for relaxed days by the water and evenings enjoying al fresco dining. Many of the resort's family-friendly programmes and events are also in full swing throughout the summer. > > > For a slightly different, yet equally appealing experience, June offers a fantastic alternative. The weather is still beautifully warm, with temperatures often in the low to mid-20s, great for all outdoor pursuits. ### How can I save on a beach hotel in Wintergreen with Expedia? ### Is it cheaper to book flights and a beach hotel in Wintergreen as a package? ### Can I cancel my beach hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [2 Star Hotels in Deer Springs ](https://www.expedia.ca/2Star-Deer-Springs-Nellysford-Hotels.s20-n553248635976470298-0.Travel-Guide-Filter-Hotels) - [Apartments in Afton ](https://www.expedia.ca/Afton-Apartments.d6056907-aaApartments.Travel-Guide-Accommodation) - [Cheap Hotels in Afton ](https://www.expedia.ca/Afton-Hotels-Cheap-Hotels.0-0-d6056907-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Afton ](https://www.expedia.ca/Afton-Hotels-Hotels-With-Bar.0-0-d6056907-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Afton ](https://www.expedia.ca/Afton-Hotels-Mountain-Hotels.0-0-d6056907-tMountainHotels.Travel-Guide-Filter-Hotels) - 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