Title: Book the Best Southern Vermont WINERY Hotels in 2025 | Expedia.ca [Southern Vermont Travel Guide](https://expedia.ca/Southern-Vermont.dx6057348)[Hotels in Southern Vermont](https://expedia.ca/Southern-Vermont-Hotels.d6057348.Travel-Guide-Hotels)[Vacation Rentals in Southern Vermont](https://expedia.ca/Southern-Vermont-Vacation-Rentals.d6057348.Travel-Guide-VacationRentals)[Flights to Southern Vermont](https://expedia.ca/Cheap-Flights-To-Southern-Vermont.d6057348.Travel-Guide-Flights)[Southern Vermont Car Rentals](https://expedia.ca/Car-Rentals-In-Southern-Vermont.d6057348.Car-Rental-Guide)[Southern Vermont Vacation Packages](https://expedia.ca/Southern-Vermont.d6057348.Destination-Travel-Guides) ![Manchester featuring a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93848-Southern-Vermont.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Southern Vermont, VT ![](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 Southern Vermont Winery Hotels Tonight [Oct 21 - Oct 22](https://www.expedia.ca/Hotel-Search?regionId=6057348&startDate=2025-10-21&endDate=2025-10-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=6057348&startDate=2025-10-22&endDate=2025-10-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6057348&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6057348&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southern Vermont 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) ![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) ![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) ### Sun Lodge Bromley Mountain 8.6/10 Excellent (293) "Everything was fantastic from check-in the restaurant, the bar, the staff and just surrounding every area very very nice people would definitely come back back again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth 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) ![Garden](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505813/d85c3b74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505813/009cefa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Martin Chester's Room](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505813/520076d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505813/4d5f7b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Arlington Inn Arlington 8.8/10 Excellent (182) "Excellent stay! Very friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mercedita CA $266 CA $290 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Bennington-Hotels-Arlington-Inn.h1505813.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) ![Exterior](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/c26da9c2.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) ![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) ### Hot Tub, Game Room, Fire Pit, Dog friendly, 8 minutes to Ski Mount Snow 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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeannine A. CA $247 CA $852 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/West-Dover-Hotels-Hot-Tub.h89672463.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/6ba9f20d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/04d66d5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/eca16f90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/7ec1e2c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed Whitingham 10/10 Exceptional (14) "Extended family of 10 stayed 6 nights and all had a great stay. Beds were comfortable, house was very clean with everything you need to enjoy yourself and was in good repair. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacklyn D. CA $265 CA $688 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Whitingham-Hotels-14mi-To-Mt-Snow-Arcade.h100720354.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) ![Dining](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/089820b3.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) ![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) ### The Mountain Escape! Jamaica 9.6/10 Exceptional (20) "Easy booking, clean home, great location and the owner very easy to get in touch with." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris M. CA $192 CA $825 total includes taxes & fees Oct 28 - Oct 29 [](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/77000000/76910000/76905900/76905876/31bb0c4a.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) ![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) ### 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)." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) s w. CA $207 CA $816 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Bondville-Hotels-Mountain-Oasis-Hot-Tub.h76905876.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) ![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/3794da32.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) ![Dining](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/1377c15b.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 (17) "The Chester Inn was beautiful and located in downtown Chester. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter C. CA $139 CA $234 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Chester-Hotels-Room-In-Historic-Inn-20-Minutes-To-Okemo.h83938154.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106900000/106898600/106898502/d8599065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/107000000/106900000/106898600/106898502/fe8a8bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Printers](https://images.trvl-media.com/lodging/107000000/106900000/106898600/106898502/3b0ade3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/107000000/106900000/106898600/106898502/ab4b59d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amanita Dome. All-inclusive food and drinks. Cambridge CA $279 CA $583 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Cambridge-Hotels-Amanita-Dome-All-Inclusive-Food-And-Drinks.h106898502.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117920000/117913300/117913271/ae0971bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117920000/117913300/117913271/bf6afd61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117920000/117913300/117913271/8d9f525d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117920000/117913300/117913271/4e846ae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Home Walk to Downtown! Keene 10/10 Exceptional (1) "Thanks to Bill and Angela. We had a wonderful few days staying in your clean, quiet, and very comfortable home. We often choose VRBOs for our travels, whether in the U.S. or abroad—Freiburg, Paris, Bangkok—and this has truly been one of the best experiences.The highlight: this home is the most well-equipped place we’ve ever stayed in—everything we could possibly need was provided, and more. Complete in every way!On top of that, the location is perfect—close to shopping, hiking, fishing, and even... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Xilin J. CA $401 CA $977 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Keene-Hotels-The-Leverett-House-In-Charming-Keene.h117913271.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) ![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) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/97000000/96870000/96869100/96869045/8b7d2e90.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) ### 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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nanette P. CA $559 CA $1,039 total includes taxes & fees Oct 23 - Oct 24 [](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=2025-11-04&endDate=2025-11-05®ionId=6057348&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Southern Vermont Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Stratton](https://www.expedia.ca/5Star-Stratton-Hotels.s50-0-d163002.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Forest Farms](https://www.expedia.ca/Forest-Farms-Bondville-Hotels-Adults-Only-Resorts.0-n553248635976471678-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Hotels near Margie's Muse Handweaving & Gallery](https://www.expedia.ca/Margies-Muse-Handweaving-Gallery-Hotels.0-l553248621532666871-0.Travel-Guide-Filter-Hotels) - [Hotels near Mount Snow](https://www.expedia.ca/Mount-Snow-Hotels.0-l6115918-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Mount Snow Valley](https://www.expedia.ca/Mount-Snow-Valley-Apart-Hotels.d3000458633-aaApartHotels.Travel-Guide-Accommodation) - 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