Title: Book the Best Skyland WINERY Hotels in 2025 | Expedia.ca [Skyland Travel Guide](https://expedia.ca/Skyland.dx3000008006)[Hotels in Skyland](https://expedia.ca/Skyland-Hotels.d3000008006.Travel-Guide-Hotels)[Vacation Rentals in Skyland](https://expedia.ca/Skyland-Vacation-Rentals.d3000008006.Travel-Guide-VacationRentals)[Flights to Skyland](https://expedia.ca/Cheap-Flights-To-Skyland.d3000008006.Travel-Guide-Flights)[Skyland Car Rentals](https://expedia.ca/Car-Rentals-In-Skyland.d3000008006.Car-Rental-Guide)[Skyland Vacation Packages](https://expedia.ca/Skyland.d3000008006.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/bee3f04be974b51edbfb55e831fabc39.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Erica R Hopper # Find Winery Hotels in Skyland, VA from CA $177 ![](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 Skyland Winery Hotels Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=3000008006&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=3000008006&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=3000008006&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000008006&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Skyland Winery Hotels ![Reception](https://images.trvl-media.com/lodging/36000000/35640000/35634300/35634233/79f562fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Queen Beds, Poolside](https://images.trvl-media.com/lodging/36000000/35640000/35634300/35634233/055dcb92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/36000000/35640000/35634300/35634233/f65a62bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/36000000/35640000/35634300/35634233/6d2daddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shenvalee Golf Resort New Market 9.0/10 Wonderful (364) "Beautiful area " CA $158 CA $177 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Luray-Hotels-Shenvalee-Golf-Resort.h35634233.Hotel-Information) ![Premier Villa, 1 King Bed, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/14000000/13400000/13391000/13390991/a36aa267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/14000000/13400000/13391000/13390991/445f5296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Room, 1 King Bed, Non Smoking (The Cottage)](https://images.trvl-media.com/lodging/14000000/13400000/13391000/13390991/4c371a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13400000/13391000/13390991/c8efbec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### White Moose Inn Washington 9.8/10 Exceptional (145) "Amazing trip! " CA $532 CA $574 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Washington-Hotels-White-Moose-Inn.h13390991.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90010000/90005000/90004935/43182a69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90010000/90005000/90004935/8827f210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90010000/90005000/90004935/f55c6d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90010000/90005000/90004935/72b87385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront, Swim, Fish, Kayak, fire pit, star gazing, pet friendly. All on site! New Market 10/10 Exceptional (30) "Thank you for the wonderful stay. We enjoyed the getaway. Nice relaxing and quiet. " CA $134 CA $279 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/New-Market-Hotels-Reel-And-Relax.h90004935.Hotel-Information) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/115000000/114610000/114600100/114600027/e8e10a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114610000/114600100/114600027/4539e49e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114610000/114600100/114600027/3cc89c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114610000/114600100/114600027/2ee3f1de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Families Paradise with walkable river access, playground, fire pit, BBQ, dogs OK Shenandoah 10/10 Exceptional (5) "Perfect place for our quick getaway! Walking distance to the river and a short drive to stores and the caverns. The cottage was filled with all necessary amenities. Strongly recommended for anyone with kids and Pups " CA $195 CA $525 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Shenandoah-Hotels-Families-Paradise-W-River-Access.h114600027.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33570000/33567100/33567080/abda1de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33567100/33567080/298932c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board](https://images.trvl-media.com/lodging/34000000/33570000/33567100/33567080/d53b256a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/34000000/33570000/33567100/33567080/94a61c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A log siding cabin sleeps 6 comfy.
Luray 9.2/10 Wonderful (29) "It was the perfect mix of serenity, but yet being close to exploring the Caverns & Skyline Drive! We had an amazing time & would definitely choose the chalet again! I loved all the beautiful wood features & rocking chairs on the deck." CA $252 CA $425 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Luray-Hotels-A-Log-Siding-Cabin-Sleeps-6-Comfybr.h33567080.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112630000/112626900/112626848/a93360d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112630000/112626900/112626848/7416df4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112630000/112626900/112626848/52dc12ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112630000/112626900/112626848/f015b0ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B & W Cottage Shenandoah 10/10 Exceptional (1) "It was a great location, being so close to Shenandoah National park, which I love. The house was wonderful and roomy enough for all of us. We definitely cannot wait to come back and stay again. " CA $229 CA $553 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Shenandoah-Hotels-B-W-Cottage.h112626848.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106250000/106241200/106241143/30f6b9c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106250000/106241200/106241143/1cacf4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/107000000/106250000/106241200/106241143/c5a3d326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106250000/106241200/106241143/e001a5a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakota Cabin ~ mountain retreat • Hot tub • EV Charger New Market 10/10 Exceptional (27) "The property was clean and comfortable and well stocked. The owners were great with communication and it was easy to find thanks to their great directions. Easy trip to New Market for dinner and from Luray after visiting the caverns. The hot tub was an extra treat as was the stargazing. " CA $227 CA $459 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/New-Market-Hotels-Lakota-Cabin-Mountain-Retreat-Whot-Tub-And-Deck.h106241143.Hotel-Information) ![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/64000000/63750000/63747000/63746954/f84903ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/64000000/63750000/63747000/63746954/f2f17127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/64000000/63750000/63747000/63746954/9a7a15b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/64000000/63750000/63747000/63746954/c49aba7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to Old Rag\* hot tub\* 360 mountain views Sperryville 10/10 Exceptional (21) "Great house! Perfect for a hike at Old Ray. Nice owners too!" CA $371 CA $788 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Sperryville-Hotels-Old-Rag-Trailhead.h63746954.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/91000000/90710000/90703500/90703485/50a62d50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90710000/90703500/90703485/6e568de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90710000/90703500/90703485/e90040c0_edited_cd6a.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/91000000/90710000/90703500/90703485/4dcf7476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1959 TOPLEY Retreat offers Serenity/Tranquility + Pets - Fenced Area/ FREE WIFI Luray 10/10 Exceptional (8) "We visited luray caverns and stayed here after. It was nearby and very relaxing. Would stay here again! " CA $245 CA $407 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Luray-Hotels-1959-TOPLEY-Retreat-Offering-Total-Serenity-On-The-Ridge.h90703485.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/56000000/55060000/55058100/55058088/4c0a6eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/56000000/55060000/55058100/55058088/aad9d0e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/56000000/55060000/55058100/55058088/ee26f7ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/56000000/55060000/55058100/55058088/c52e9392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New studio conveniently located in town of Luray. Luray 9.8/10 Exceptional (70) "Great spot and very accommodating host!" CA $133 CA $250 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Luray-Hotels-New-Studio-Conveniently-Located-In-Town-Of-Luray.h55058088.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=2025-10-27&endDate=2025-10-28®ionId=3000008006&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Skyland Hotel Reviews ![Skyland](//images.trvl-media.com/lodging/1000000/430000/421600/421517/5622bc24_y.jpg) ### Skyland 10/10 Excellent "Trip was amazing. Room was clean and view from our room was awesome. Staff was friendly. Food was very good. Would absolutely recommend and stay here again!" [](https://expedia.ca/Luray-Hotels-Skyland.h421517.Hotel-Information) ![Motel 6 Mount Jackson, VA - Shenandoah](//images.trvl-media.com/lodging/1000000/20000/10900/10897/b68e323a_y.jpg) ### Motel 6 Mount Jackson, VA - Shenandoah 10/10 Excellent "Clean and good repair. Great service, and Friendly Staff. Safe location." [](https://expedia.ca/Luray-Hotels-Motel-6-Mount-Jackson.h10897.Hotel-Information) ![Big Meadows Lodge](//images.trvl-media.com/lodging/1000000/430000/421600/421518/eb679d9d_y.jpg) ### Big Meadows Lodge 10/10 Excellent "Absolutely one of the best meals ever. I am an avid cook and must commend the chef for the perfectly cooked trout, fluffy quinoa, FRESH steamed spinach appreciated and green been cooked to perfection, as well as the delicious lemon/butter sauce. Delicious!!!!" 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