Title: Book the Best Southern Vermont WINERY Hotels in 2026 | 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://images.trvl-media.com/place/129374/1f4936e2-aaf0-43fd-98f8-8d1a54a5d3d0.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Southern Vermont, VT from CA $186 - ![](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 [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=6057348&startDate=2025-12-12&endDate=2025-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6057348&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6057348&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6057348&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southern Vermont hotels with winery ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/6b0e0901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/71b32152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/6d3ff3fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sun Lodge [](https://www.expedia.ca/Bennington-Hotels-The-Lodge-At-Bromley.h1157354.Hotel-Information) Bromley Mountain 8.6/10 Excellent (300) "Everything was great, rooms are ok, lobby is wonderful, food amazing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beata CA $219 CA $239 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Bennington-Hotels-The-Lodge-At-Bromley.h1157354.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505813/26da373b.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) ![Martin Chester's Room](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505813/f882e883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505813/6fe862af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Arlington Inn [](https://www.expedia.ca/Bennington-Hotels-Arlington-Inn.h1505813.Hotel-Information) Arlington 8.8/10 Excellent (187) "Excellent stay! Very friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mercedita CA $278 CA $303 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Bennington-Hotels-Arlington-Inn.h1505813.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/fe04814b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/f1c572ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/ef743cd0.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) ### 8 Minutes to ski Mount Snow, Hot Tub, Game Room, Fire Pit, Dog friendly [](https://www.expedia.ca/West-Dover-Hotels-Hot-Tub.h89672463.Hotel-Information) 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 $199 CA $781 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/West-Dover-Hotels-Hot-Tub.h89672463.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/eab00089.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/101000000/100730000/100720400/100720354/296ae5ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/6cb471c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/3d81b129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed [](https://www.expedia.ca/Whitingham-Hotels-14mi-To-Mt-Snow-Arcade.h100720354.Hotel-Information) 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 $365 CA $813 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Whitingham-Hotels-14mi-To-Mt-Snow-Arcade.h100720354.Hotel-Information) ![Smart TV, fireplace, Netflix, streaming services](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/341be75e.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) ![Exterior](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/c71f56f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/e73412a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House [](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-House.h36777699.Hotel-Information) Dover 9.8/10 Exceptional (22) "Decently-sized rooms, great lighting, plenty of space for families with kids to relax, enjoy the outdoor space, easy drive to Stratton and Wilmington. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SZU YIN C. CA $134 CA $587 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-House.h36777699.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/59f7968b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/1562dce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/f45bf329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/27adae20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft [](https://www.expedia.ca/Bondville-Hotels-The-Mountain-Escape.h96211209.Hotel-Information) Jamaica 9.6/10 Exceptional (21) "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 $323 CA $1,158 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Bondville-Hotels-The-Mountain-Escape.h96211209.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/61fb65d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/60ac265f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/2e63fc6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/395f0ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE! [](https://www.expedia.ca/Bondville-Hotels-Mountain-Oasis-Hot-Tub.h76905876.Hotel-Information) 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 $390 CA $1,243 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Bondville-Hotels-Mountain-Oasis-Hot-Tub.h76905876.Hotel-Information) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/61000000/60180000/60177700/60177633/badc877a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/61000000/60180000/60177700/60177633/w935h640x0y6-04f2c0bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/61000000/60180000/60177700/60177633/c666f1e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/61000000/60180000/60177700/60177633/94b23c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enjoy a dash of luxury & whimsy only 5 min from Mt. Snow! [](https://www.expedia.ca/West-Dover-Hotels-All-The-Comforts-Of-Home-With-A-Dash-Of-Luxury-Whimsy.h60177633.Hotel-Information) Dover 10/10 Exceptional (38) "Everything about the Lemondrop Lodge was first class. From check in to check out, communication with the owner was quick and responsive. If you’re on the fence at all comparing this property to another, don’t hesitate to book the lemondrop lodge. You won’t be disappointed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David M. CA $465 CA $919 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/West-Dover-Hotels-All-The-Comforts-Of-Home-With-A-Dash-Of-Luxury-Whimsy.h60177633.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83790000/83780800/83780792/c7eb5681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic House | Private kitchen](https://images.trvl-media.com/lodging/84000000/83790000/83780800/83780792/6511d75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic House | Water view](https://images.trvl-media.com/lodging/84000000/83790000/83780800/83780792/7c1d02ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic House](https://images.trvl-media.com/lodging/84000000/83790000/83780800/83780792/8c452d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Brooks Lodge [](https://www.expedia.ca/Bennington-Hotels-Two-Brooks-Lodge.h83780792.Hotel-Information) Bennington 4.8/10 (3) "Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hunter [](https://www.expedia.ca/Bennington-Hotels-Two-Brooks-Lodge.h83780792.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/894100/894066/78b361f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/1000000/900000/894100/894066/82d224a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Triple Room](https://images.trvl-media.com/lodging/1000000/900000/894100/894066/648d8aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/900000/894100/894066/20af716a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Valley Inn [](https://www.expedia.ca/Williamstown-Hotels-Berkshire-Valley-Inn.h894066.Hotel-Information) Williamstown 9.2/10 Wonderful (564) "We had a short but pleasant stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $166 CA $186 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Williamstown-Hotels-Berkshire-Valley-Inn.h894066.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=2025-12-26&endDate=2025-12-27®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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