Title: Book the Best Highlands WINERY Hotels in 2025 | Expedia.ca [Hotels in Highlands](https://expedia.ca/Highlands-Hotels.d6058528.Travel-Guide-Hotels)[Vacation Rentals in Highlands](https://expedia.ca/Highlands-Vacation-Rentals.d6058528.Travel-Guide-VacationRentals)[Things to do in Highlands](https://expedia.ca/Things-To-Do-In-Highlands.d6058528.Travel-Guide-Activities)[Highlands Car Rentals](https://expedia.ca/Car-Rentals-In-Highlands.d6058528.Car-Rental-Guide)[Highlands Vacation Packages](https://expedia.ca/Highlands.d6058528.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/9/605d87acea21caf2064bfb727867b17a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Highlands, NC from CA $183 ![](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 Highlands Winery Hotels Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=6058528&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6058528&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6058528&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6058528&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Highlands Winery Hotels ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/430000/424300/424220/3a8e721a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/430000/424300/424220/d112f2df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/424300/424220/062015ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch flat-screen TV with cable channels, TV, offices](https://images.trvl-media.com/lodging/1000000/430000/424300/424220/644fda5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarion Pointe-Dillard near Blue Ridge Mountains Dillard 8.0/10 Very good (1003) "Great location and staff is very friendly and helpful" CA $153 CA $183 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Helen-Hotels-Gateway-Inn-Suites.h424220.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/62000000/61570000/61566500/61566419/ab2a0715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/62000000/61570000/61566500/61566419/3170878c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/62000000/61570000/61566500/61566419/0577b72b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/62000000/61570000/61566500/61566419/88ad2ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BILLY BEAR -3 BED 2 BATH wifi 3 roku tv,s dvd players sleeps 4 DILLARD 9.6/10 Exceptional (72) "It was a nice place to stay, close to alot of thing's to do and see. Wr enjoyed our stay " CA $137 CA $306 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Rabun-Gap-Hotels-BILLY-BEAR-CABIN-3-Bed-2-Bath.h61566419.Hotel-Information) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762019/2d74f663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762019/16582a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762019/57807e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762019/31a0ddb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House In Town Franklin 9.4/10 Exceptional (96) "A very nice fully equipped kitchen and entertainment system. Would recommend." CA $124 CA $430 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Highlands-Hotels-House-In-Town.h18762019.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/54000000/53970000/53966900/53966896/2a5e5c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53970000/53966900/53966896/499a68dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/54000000/53970000/53966900/53966896/d85a33b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/54000000/53970000/53966900/53966896/e3910c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to Town Chalet w/ Chic Live-In Art Gallery + BBQ & Wine Shop Across Street Highlands 10/10 Exceptional (68) "Great place and great location!" CA $238 CA $610 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Highlands-Hotels-Coming-Soon-Please-Ignore-Pics-Grand-Opening-June-16th.h53966896.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/80000000/79790000/79787700/79787678/ded3c8d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/80000000/79790000/79787700/79787678/3847e4ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/80000000/79790000/79787700/79787678/00d4befa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/80000000/79790000/79787700/79787678/8c4811a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Love 💙 Tiny Adventure \*Highlands Cullasaja River Gorge same day bookings Highlands 9.8/10 Exceptional (16) "This property is AMAZING!!! It is private but yet within a short drive to restaurants, shops, and beautiful outdoor waterfalls/rivers. It is very well furnished, well decorated, and the landscaping is beautiful. Such a peaceful and wonderful get away!!!! The owner was so gracious and helpful with booking/check in and any questions. We can't way to come back and stay again!!!!!!!!! Angel L" CA $237 CA $465 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Highlands-Hotels-River-Love-Tiny-Adventure-HighlandsCullasaja-River-Gorgesame-Day-Bookings.h79787678.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18970000/18969200/18969171/f2260196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/19000000/18970000/18969200/18969171/4882bc29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18970000/18969200/18969171/9c920b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18970000/18969200/18969171/0ccc07af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountains, Rustic Seclusion w/Private Hot Tub, Swim, Tennis & Golf in Sky Valley Sky Valley 9.8/10 Exceptional (139) "The property was great for what we needed with two families staying together. " CA $252 CA $669 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Dillard-Hotels-Mountains.h18969171.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83120000/83110900/83110851/114f31d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/84000000/83120000/83110900/83110851/w1276h904x0y0-3a1751c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83120000/83110900/83110851/c0fdbcce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83120000/83110900/83110851/a3ef3bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Toxaway Falls: Waterfall Views, Luxury Condo, minutes from hiking! Lake Toxaway 10/10 Exceptional (161) "This was the best condo with an incredible view. The owner was extremely nice and helpful. There was everything there you could possible need to enjoy your stay! They thought of everything! The place was beautiful! Bathrooms were great, beds were comfortable, living area/tv was cozy...and the view...unbelievable! Such a great place!" CA $315 CA $665 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Lake-Toxaway-Hotels-Beautiful-Mountain-Falls-Retreat-3BR2BA-ON-WATERFALL-WITH-MOUNTAIN-VIEW.h83110851.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38360000/38358700/38358670/21f616d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38360000/38358700/38358670/1bc91ed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38360000/38358700/38358670/17c699f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38360000/38358700/38358670/a72eb68c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Derby Cottage at Julep Farms Dillard CA $488 CA $857 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Dillard-Hotels-Derby-Cottage-At-Julep-Farms.h38358670.Hotel-Information) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97150000/97148500/97148462/167a3f9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/98000000/97150000/97148500/97148462/9fe832bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/98000000/97150000/97148500/97148462/71420ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer](https://images.trvl-media.com/lodging/98000000/97150000/97148500/97148462/0a222832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Otis Cottage at Julep Farms Dillard CA $622 CA $1,009 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Dillard-Hotels-Otis-Cottage-At-Julep-Farms.h97148462.Hotel-Information) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102760000/102757200/102757110/049fa15c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102760000/102757200/102757110/483e7131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102760000/102757200/102757110/c3c0f7b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102760000/102757200/102757110/76fd4378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magnolia Cottage at Julep Farms Dillard CA $489 CA $849 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Dillard-Hotels-Magnolia-Cottage-At-Julep-Farms.h102757110.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=6058528&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Highlands Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Otto](https://www.expedia.ca/4Star-Otto-Hotels.s40-0-d3000450666.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Deer Run](https://www.expedia.ca/5Star-Deer-Run-Cashiers-Hotels.s50-n553248635976472683-0.Travel-Guide-Filter-Hotels) - [Bear Lake Reserve Hotels](https://www.expedia.ca/Bear-Lake-Reserve-Tuckasegee-Hotels.0-n553248635976471195-0.Travel-Guide-Filter-Hotels) - [Hotels near Bridal Veil Falls](https://www.expedia.ca/Bridal-Veil-Falls-Hotels.0-l553248621532656648-0.Travel-Guide-Filter-Hotels) - [Chalets in Cashiers](https://www.expedia.ca/Cashiers-Chalets.d183744-aaChalets.Travel-Guide-Accommodation) - [Cheap Hotels in Cashiers](https://www.expedia.ca/Cashiers-Hotels-Cheap-Hotels.0-0-d183744-tCheapHotels.Travel-Guide-Filter-Hotels) - 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[Chalets in Scaly Mountain](https://www.expedia.ca/Scaly-Mountain-Chalets.d6025730-aaChalets.Travel-Guide-Accommodation) - [Hotels near Scaly Mountain Outdoor Center](https://www.expedia.ca/Scaly-Mountain-Outdoor-Center-Hotels.0-l553248621532656884-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Summer Hill](https://www.expedia.ca/Summer-Hill-Cullowhee-Hotels-Adults-Only-Resorts.0-n553248635976472823-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Winery Hotels in Summer Hill](https://www.expedia.ca/Summer-Hill-Cullowhee-Hotels-Winery-Hotel.0-n553248635976472823-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [Hotels near The Factory](https://www.expedia.ca/The-Factory-Hotels.0-l553248621532656764-0.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in The Mountain Club](https://www.expedia.ca/The-Mountain-Club-Sapphire-Hotels-LGBT-Friendly-Hotel.0-n553248635976658741-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [The Mountain Club Hotels](https://www.expedia.ca/The-Mountain-Club-Sapphire-Hotels.0-n553248635976658741-0.Travel-Guide-Filter-Hotels) - 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[Pet-Friendly Hotels in Wildwood Mountain](https://www.expedia.ca/Wildwood-Mountain-Highlands-Hotels-Pet-Friendly-Hotel.0-n553248635976480565-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Flights to Franklin](https://www.expedia.ca/Cheap-Flights-To-Franklin.d8140.Travel-Guide-Flights) - [Flights from Otto](https://www.expedia.ca/lp/flights/3000450666/flights-from-otto) - [Flights from Macon County](https://www.expedia.ca/lp/flights/553248635976431421/flights-from-macon-county) - [Glen Falls](https://www.expedia.ca/Glen-Falls-Highlands.d553248621532656651.Vacation-Attraction) - [Lake Glenville](https://www.expedia.ca/Lake-Glenville-Cullowhee.d6351415.Vacation-Attraction) - [Sapphire Vacations](https://www.expedia.ca/Sapphire.d183763.Destination-Travel-Guides) - [Visit Tuckasegee](https://www.expedia.ca/Tuckasegee.dx6351354) - [Alamo Rent A Car Rental Cars in Otto](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Otto.d3000450666-c6.Car-Rental-Guide-Suppliers) - [Budget Rental Cars in Franklin](https://www.expedia.ca/Budget-Car-Rentals-In-Franklin.d8140-c39.Car-Rental-Guide-Suppliers) - [Car rental Cashiers](https://www.expedia.ca/Car-Rentals-In-Cashiers.d183744.Car-Rental-Guide) - [Car rental Franklin](https://www.expedia.ca/Car-Rentals-In-Franklin.d8140.Car-Rental-Guide) - [Car rental Sapphire](https://www.expedia.ca/Car-Rentals-In-Sapphire.d183763.Car-Rental-Guide) - [Enterprise Rental Cars in Cashiers](https://www.expedia.ca/Enterprise-Car-Rentals-In-Cashiers.d183744-c15.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in Sapphire](https://www.expedia.ca/Enterprise-Car-Rentals-In-Sapphire.d183763-c15.Car-Rental-Guide-Suppliers) - [Cashiers Vacation Rentals](https://www.expedia.ca/Cashiers-Vacation-Rentals.d183744.Travel-Guide-VacationRentals) - [Sapphire Vacation Rentals](https://www.expedia.ca/Sapphire-Vacation-Rentals.d183763.Travel-Guide-VacationRentals) - [Tuckasegee Vacation Rentals](https://www.expedia.ca/Tuckasegee-Vacation-Rentals.d6351354.Travel-Guide-VacationRentals) - [Book Winery Hotels in Highlands on Expedia.com](https://www.expedia.com/Highlands-Hotels-Winery-Hotel.0-0-d6058528-tWineryHotel.Travel-Guide-Filter-Hotels)