Title: Book the Best Chittenden WINERY Hotels in 2026 | Expedia.ca [Hotels in Chittenden](https://expedia.ca/Chittenden-Hotels.d184042.Travel-Guide-Hotels)[Vacation Rentals in Chittenden](https://expedia.ca/Chittenden-Vacation-Rentals.d184042.Travel-Guide-VacationRentals)[Chittenden Car Rentals](https://expedia.ca/Car-Rentals-In-Chittenden.d184042.Car-Rental-Guide)[Chittenden Vacation Packages](https://expedia.ca/Chittenden.d184042.Destination-Travel-Guides) ![Lefferts Pond near Killington Vermont in Autumn](https://images.trvl-media.com/place/184042/4fc97b31-1161-44ac-8d9f-56d8b5ca88e9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Chittenden, VT from CA $210 - ![](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 Chittenden Winery Hotels Tonight [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=184042&startDate=2025-12-11&endDate=2025-12-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=184042&startDate=2025-12-12&endDate=2025-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=184042&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=184042&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chittenden hotels with winery ![Elite Cabin, 1 King Bed, Sauna | Courtyard view](https://images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/a42ab841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/d02dc63d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/e4ee0cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/d1270632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Emrose Luxury Cabins [](https://www.expedia.ca/Brandon-Hotels-Emrose-Luxury-Cabins.h110247154.Hotel-Information) Brandon 9.0/10 Wonderful (66) "It was a great low t" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda CA $223 CA $252 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Brandon-Hotels-Emrose-Luxury-Cabins.h110247154.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/4000000/3910000/3907800/3907798/2596810e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![45 - Mansfield Room](https://images.trvl-media.com/lodging/4000000/3910000/3907800/3907798/3cf0f22e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![45 - Mansfield Room | Living area](https://images.trvl-media.com/lodging/4000000/3910000/3907800/3907798/bf0568dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3910000/3907800/3907798/c06492c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Swift House Inn [](https://www.expedia.ca/Middlebury-Hotels-Swift-House-Inn.h3907798.Hotel-Information) Middlebury 9.4/10 Exceptional (322) "Great place!! Excellent breakfast. Great restaurant with Friendly staff.Quaint Vermont Inn with nice rooms. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doug [](https://www.expedia.ca/Middlebury-Hotels-Swift-House-Inn.h3907798.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/42000000/41060000/41055300/41055206/10df8327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/42000000/41060000/41055300/41055206/c4c8348b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/42000000/41060000/41055300/41055206/875821d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/42000000/41060000/41055300/41055206/aae4ac8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Doc's Lake house 1st floor, 2 bedroom apartment [](https://www.expedia.ca/Salisbury-Hotels-Docs-Lake-House-1st-Floor.h41055206.Hotel-Information) Salisbury 10/10 Exceptional (72) "Very clean and comfortable rental. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John S. CA $186 CA $280 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Salisbury-Hotels-Docs-Lake-House-1st-Floor.h41055206.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38200000/38197000/38196993/w2000h1332x0y1-debdc5ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38200000/38197000/38196993/5f7ca819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi](https://images.trvl-media.com/lodging/39000000/38200000/38197000/38196993/w1999h1332x1y1-dd061e19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38200000/38197000/38196993/w1999h1332x1y1-b15a3da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Double Bed Standard Hotel Room with outdoor heated pool 101 [](https://www.expedia.ca/Killington-Hotels-Two-Double-Bed-Standard-Hotel-Room-With-Outdoor-Heated-Pool-101.h38196993.Hotel-Information) Killington 8.2/10 Very good (17) "Loved this lodging. Super fun outdoorsy place. Enjoyed the warm pool and grills and picnic table area. Liked the coffee in mornings in the office. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dr Arun CA $174 CA $257 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Killington-Hotels-Two-Double-Bed-Standard-Hotel-Room-With-Outdoor-Heated-Pool-101.h38196993.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040455/94d53a0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040455/2aac9250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040455/398c0325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040455/5586864e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brandon Inn - King Room [](https://www.expedia.ca/Brandon-Hotels-The-Brandon-Inn-King-Room.h101040455.Hotel-Information) Brandon 8.8/10 Excellent (6) "The Branford Inn was a historic hotel that despite its age was very nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $186 CA $242 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Brandon-Hotels-The-Brandon-Inn-King-Room.h101040455.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413501/w2000h1332x0y1-0a9cdce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413501/1b255611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413501/w1999h1332x1y1-4794ba40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413501/w1999h1332x1y1-4b045cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Queen Studio on the 2nd floor with outdoor heated pool 207 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Queen-Studio-On-The-2nd-Floor-With-Outdoor-Heated-Pool-207.h38413501.Hotel-Information) Killington 8.0/10 Very good (6) "It was fine for our 1 night stay in the area. When I booked I did not realize that this is a motel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura D. CA $174 CA $255 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Queen-Studio-On-The-2nd-Floor-With-Outdoor-Heated-Pool-207.h38413501.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040428/bb04c0d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040428/9564adab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040428/4b9a379d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040428/3751f872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brandon Inn - Fourth Floor Queen Room [](https://www.expedia.ca/Brandon-Hotels-The-Brandon-Inn-Fourth-Floor-Queen-Room.h101040428.Hotel-Information) Brandon 9.0/10 Wonderful (7) "Clean, great location…restaurants, quaint interesting little shops… rent a vehicle and go hiking explore etc" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) teresa CA $159 CA $210 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Brandon-Hotels-The-Brandon-Inn-Fourth-Floor-Queen-Room.h101040428.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040468/a1c39894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040468/d1506948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040468/bd6ef907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040468/13630f1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Brandon Inn Room for Three [](https://www.expedia.ca/Brandon-Hotels-Historic-Brandon-Inn-Room-For-Three.h101040468.Hotel-Information) Brandon 10/10 Exceptional (4) "Awesome place, great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sharden d. CA $186 CA $242 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Brandon-Hotels-Historic-Brandon-Inn-Room-For-Three.h101040468.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38820000/38811500/38811441/w2000h1332x0y1-69eef0c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38820000/38811500/38811441/w1997h1332x0y1-82d23c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38820000/38811500/38811441/w1999h1332x1y1-fe671fba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38820000/38811500/38811441/38c0909b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Queen Studio on the 2nd floor with outdoor heated pool 210 [](https://www.expedia.ca/Killington-Hotels-Queen-Studio-On-The-2nd-Floor-With-Outdoor-Heated-Pool-210.h38811441.Hotel-Information) Killington 9.0/10 Wonderful (2) "My wife and I found the property to be clean, comfortable, and just what was advertised. We very much enjoyed our stay. The location is nothing special, but not bad either – a little down the highway from Killington. Our only complaint was that information about the check-in process was not clearly presented beforehand and was difficult to come by. When we called the property management, we received misinformation about where to check-in. It was a bit of a mess, but when we finally got in the... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James N. CA $175 CA $256 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Killington-Hotels-Queen-Studio-On-The-2nd-Floor-With-Outdoor-Heated-Pool-210.h38811441.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040490/5f77956a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040490/d55b6548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040490/20ac57bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040490/68957cb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brandon Inn - Double Queen [](https://www.expedia.ca/Brandon-Hotels-The-Brandon-Inn-Double-Queen.h101040490.Hotel-Information) Brandon 10/10 Exceptional (2) "Wonderful historical inn. On the National Register of Historic inns. Gracious hosts, central to walking this beautiful town. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gay R. CA $200 CA $260 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Brandon-Hotels-The-Brandon-Inn-Double-Queen.h101040490.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=2025-12-25&endDate=2025-12-26®ionId=184042&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Chittenden Hotel Reviews ![Middlebury Inn](https://images.trvl-media.com/lodging/1000000/40000/39900/39852/052ba05a_y.jpg) ### Middlebury Inn 10/10 Excellent "Comfortable beds" [](https://expedia.ca/Middlebury-Hotels-Middlebury-Inn.h39852.Hotel-Information) ![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946_y.jpg) ### On The River Inn 10/10 Excellent "Excellent place to stay anytime of the year." [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![The Jackson ](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg) ### The Jackson 10/10 Excellent "Friend of mine and I stayed overnight just to check out Vermont (I had always wanted to go there). We both LOVED this place. Very charming, lovely decor, and great food--especially at dinner. The staff were very friendly and accomodating. Would definitely recommend this place and return again in the future. " [](https://expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Boutique Hotels in Brandon ](https://www.expedia.ca/Brandon-Hotels-Boutique-Hotel.0-0-d82420-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Brandon ](https://www.expedia.ca/Brandon-Hotels-Cheap-Hotels.0-0-d82420-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Brandon ](https://www.expedia.ca/Brandon-Hotels-Couples-Resorts-Hotels.0-0-d82420-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Brandon ](https://www.expedia.ca/Brandon-Hotels-Family-Hotel.0-0-d82420-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Brandon ](https://www.expedia.ca/Brandon-Hotels-Historic-Hotel.0-0-d82420-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Brandon ](https://www.expedia.ca/Brandon-Hotels-Hotels-With-Bar.0-0-d82420-tHotelswithBar.Travel-Guide-Filter-Hotels) - 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