Title: Book the Best Londonderry WINERY Hotels in 2025 | Expedia.ca [Hotels in Londonderry](https://expedia.ca/Londonderry-Hotels.d127228.Travel-Guide-Hotels)[Vacation Rentals in Londonderry](https://expedia.ca/Londonderry-Vacation-Rentals.d127228.Travel-Guide-VacationRentals)[Londonderry Car Rentals](https://expedia.ca/Car-Rentals-In-Londonderry.d127228.Car-Rental-Guide)[Londonderry Vacation Packages](https://expedia.ca/Londonderry.d127228.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/5dd0ae771d7a48c28ba58644a2879927.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Lisa Morales # Find Winery Hotels in Londonderry, VT from CA $182 ![](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 Londonderry Winery Hotels Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=127228&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=127228&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=127228&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=127228&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Londonderry Winery Hotels ![Desk, blackout drapes, soundproofing, free WiFi](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/3e494820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/8545d38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/3e7e09df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/4f246a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sun Lodge Bromley Mountain 8.6/10 Excellent (291) "Awesome food and area " CA $167 CA $182 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Bennington-Hotels-The-Lodge-At-Bromley.h1157354.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/89954d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/7665cd19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/f59a163f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/36af79f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House Dover 9.8/10 Exceptional (22) "Well equipped. Convenient to mountain. Bus transportation to and from mountain. " CA $118 CA $564 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-House.h36777699.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/a2eafec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/163b8b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/3a874a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/083f8263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 8 minutes to Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private West Dover 10/10 Exceptional (20) "Had a delightful time here for the Holiday. Quiet place which held us all comfortably! Easy to get to the places we wanted to go to and was well maintained. Communication with the hosts was fantastic." CA $168 CA $750 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/West-Dover-Hotels-Hot-Tub.h89672463.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/a1626ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/w1536h1021x0y3-8fc8ac6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/411cc5a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/3794da32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Room in Historic Inn! 20 Minutes to Okemo! Chester Depot 9.2/10 Wonderful (16) "My stay was brief but was pleased to arrive to beautiful building and a room that was huge, well decorated/furnished, well heated, and super cozy. I would definitely stay here again." CA $139 CA $234 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chester-Hotels-Room-In-Historic-Inn-20-Minutes-To-Okemo.h83938154.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/be6cf63b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/588d6d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/3cf333b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/5df4ccf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Escape! Jamaica 9.6/10 Exceptional (19) "Easy booking, clean home, great location and the owner very easy to get in touch with." CA $221 CA $862 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Bondville-Hotels-The-Mountain-Escape.h96211209.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/626fc277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/0e44f29d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/31bb0c4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/2d0018d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE! Jamaica 9.8/10 Exceptional (27) "EXCELLENT location managed by an amazing host who was very communicative and helpful!Hottub was perfect, plenty of sleeping and activities available at the house and in the immediate area (local food was AWESOME)." CA $206 CA $843 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Bondville-Hotels-Mountain-Oasis-Hot-Tub.h76905876.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96870000/96869100/96869045/b613b883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/97000000/96870000/96869100/96869045/77eb5362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96870000/96869100/96869045/1cbbd1fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96870000/96869100/96869045/aaecd854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OKEMO WINTERPLACE Best Location, Ski-In/Ski-Out 4BR/3BATH + LOFT. Spacious. Okemo Village 10/10 Exceptional (12) "The condo is great for ski in ski out" CA $559 CA $1,038 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Ludlow-Hotels-OKEMO-WINTERPLACE-Best-Location.h96869045.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=127228&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Londonderry Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in South Londonderry](https://www.expedia.ca/4Star-South-Londonderry-Hotels.s40-0-d184074.Travel-Guide-Filter-Hotels) - [B&B in Andover](https://www.expedia.ca/Andover-Bed-And-Breakfast.d6023580-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Andover](https://www.expedia.ca/Andover-Chalets.d6023580-aaChalets.Travel-Guide-Accommodation) - [Country Houses in Andover](https://www.expedia.ca/Andover-Country-House.d6023580-aaCountryHouse.Travel-Guide-Accommodation) - [Andover Hotels](https://www.expedia.ca/Andover-Hotels.d6023580.Travel-Guide-Hotels) - [Inns in Andover](https://www.expedia.ca/Andover-Inns.d6023580-aaInns.Travel-Guide-Accommodation) - 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[Flights from Weston](https://www.expedia.ca/lp/flights/177460/flights-from-weston) - [Andover Vacations](https://www.expedia.ca/Andover.d6023580.Destination-Travel-Guides) - [Visit Andover](https://www.expedia.ca/Andover.dx6023580) - [Visit Bondville](https://www.expedia.ca/Bondville.dx6049474) - [Bromley Mountain Ski Resort](https://www.expedia.ca/Bromley-Mountain-Ski-Resort-Bromley-Mountain.d6115890.Vacation-Attraction) - [Peru Vacations](https://www.expedia.ca/Peru.d180927.Destination-Travel-Guides) - [Visit South Londonderry](https://www.expedia.ca/South-Londonderry.dx184074) - [Visit Weston](https://www.expedia.ca/Weston.dx177460) - [Car rental Peru](https://www.expedia.ca/Car-Rentals-In-Peru.d180927.Car-Rental-Guide) - [Car rental Windham](https://www.expedia.ca/Car-Rentals-In-Windham.d6150553.Car-Rental-Guide) - [Pickup Car Rentals in Peru](https://www.expedia.ca/Pickup-Car-Rentals-In-Peru.d180927-tPickup.Car-Rental-Guide-Class) - [Book Winery Hotels in Londonderry on Expedia.com](https://www.expedia.com/Londonderry-Hotels-Winery-Hotel.0-0-d127228-tWineryHotel.Travel-Guide-Filter-Hotels)