Title: Book the Best Middlebury WINERY Hotels in 2025 | Expedia.ca [Hotels in Middlebury](https://expedia.ca/Middlebury-Hotels.d8852.Travel-Guide-Hotels)[Vacation Rentals in Middlebury](https://expedia.ca/Middlebury-Vacation-Rentals.d8852.Travel-Guide-VacationRentals)[Middlebury Car Rentals](https://expedia.ca/Car-Rentals-In-Middlebury.d8852.Car-Rental-Guide)[Middlebury Vacation Packages](https://expedia.ca/Middlebury.d8852.Destination-Travel-Guides) ![Northern Vermont showing signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94833-Otter-Creek-Brewery.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Middlebury, VT from CA $245 - ![](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 Middlebury Winery Hotels Tonight [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2025-11-05&endDate=2025-11-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Middlebury Winery Hotels ![Property grounds](https://images.trvl-media.com/lodging/4000000/3910000/3907800/3907798/1fbb36eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/4000000/3910000/3907800/3907798/0661369f.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) ![24 - Swift Room](https://images.trvl-media.com/lodging/4000000/3910000/3907800/3907798/ae8ff03a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Swift House Inn Middlebury 9.4/10 Exceptional (320) "The evening dinner and morning breakfast was wonderful. It was gourmet and service excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John [](https://www.expedia.ca/Middlebury-Hotels-Swift-House-Inn.h3907798.Hotel-Information) ![Family Cabin, 2 Queen Beds](https://images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/fb359a4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cabin, 2 Queen Beds | Private kitchen](https://images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/c35e87e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/7a3dcdd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Cabin, 1 Queen Bed with Sofa bed](https://images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/5f13c3a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Emrose Luxury Cabins Brandon 9.0/10 Wonderful (64) "This property is so cool. From the outside space to relax to the clean room that is well kept. We appreciated this space. So cozy and comfortable. Thank you for the wonderful stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shari CA $260 CA $294 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Brandon-Hotels-Emrose-Luxury-Cabins.h110247154.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040455/11a6124e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040455/8ce1068c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040455/c7b4dc2b.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 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 $189 CA $245 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Brandon-Hotels-The-Brandon-Inn-King-Room.h101040455.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/42000000/41060000/41055300/41055206/c4f5c08f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41060000/41055300/41055206/4b4db557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/42000000/41060000/41055300/41055206/474bb8c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41060000/41055300/41055206/51242252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Doc's Lake house 1st floor, 2 bedroom apartment Salisbury 10/10 Exceptional (71) "Doc’s Lake House is on a beautiful and quiet lake. My family and I regret not staying longer! It is well-stocked with anything you might need (coffee, spices, breakfast items, etc.), which was lovely! Two separate fire pits and water crafts were available for entertainment. The host met us when we arrived and showed us around. He’s very nice and fun to talk with! It was such a wonderful stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer T. CA $210 CA $328 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Salisbury-Hotels-Docs-Lake-House-1st-Floor.h41055206.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040468/13630f1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040468/34c9cda1.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) ![Interior](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040468/2b868c82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Brandon Inn Room for Three Brandon 10/10 Exceptional (4) "Stately property, large and lovely rooms. Brandon has a lot to offer. We were in the area for a graduation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine V. CA $189 CA $245 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Brandon-Hotels-Historic-Brandon-Inn-Room-For-Three.h101040468.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040420/3e202d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040420/f92a5a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040420/76ced690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040420/498f4890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brandon Inn - Double Room Brandon 8.0/10 Very good (1) CA $189 CA $245 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Brandon-Hotels-The-Brandon-Inn-Double-Room.h101040420.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) ![Exterior](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040490/fff95942.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) ![Lobby](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040490/ea5b0490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brandon Inn - Double Queen Brandon 10/10 Exceptional (1) "We stayed in October for the Fall Season. The Brandon Inn takes you back in time as soon as you pull up. A must to try is an Espresso Martini while you are a guest there. Definetly would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael J. CA $203 CA $264 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Brandon-Hotels-The-Brandon-Inn-Double-Queen.h101040490.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101050000/101040400/101040399/35f1ef54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/102000000/101050000/101040400/101040399/51f5fc11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/102000000/101050000/101040400/101040399/bb24a2c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101050000/101040400/101040399/ad2dcb98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brandon Inn - Family Suite For Four Brandon 10/10 Exceptional (2) "Loved it. Old and quirky and elegant all on one. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen D. CA $217 CA $282 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Brandon-Hotels-The-Brandon-Inn-Family-Suite-For-Four.h101040399.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040441/21439312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040441/193bae93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040441/93f9e04f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101050000/101040500/101040441/bb94036b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brandon Inn - Bridal Suite Brandon CA $259 CA $337 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Brandon-Hotels-The-Brandon-Inn-Bridal-Suite.h101040441.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89680000/89679700/89679670/0d9e0228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89680000/89679700/89679670/e0e2df33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89680000/89679700/89679670/5afcbf47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89680000/89679700/89679670/f2db0aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious guest home with private art gallery in the heart of a historic village Brandon 10/10 Exceptional (19) "The property had everything we needed including a beautiful patio area for us to gather with friends. And with proximity to town, we could walk to dinner and other events. Will absolutely return when visiting Brandon. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah B. CA $490 CA $630 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Brandon-Hotels-Luxurious-Guest-Home-With-Private-Art-Gallery-In-The-Heart-Of-A-Historic-Village.h89679670.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=2025-11-18&endDate=2025-11-19®ionId=8852&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Middlebury Hotel Reviews ![Middlebury Sweets Motel](//images.trvl-media.com/lodging/12000000/11490000/11480100/11480085/5dc2814c_y.jpg) ### Middlebury Sweets Motel 10/10 Excellent "Nice little room for a quick stay. We were in the Reese themed room. Thoughtful amenities, the dark makeup washcloth was a nice touch! Clean room and bathroom. Responsive front desk. Will stay again when visiting family in the area." [](https://expedia.ca/Middlebury-Hotels-Middlebury-Sweets-Motel.h11480085.Hotel-Information) ![Courtyard Middlebury](//images.trvl-media.com/lodging/1000000/970000/970000/969917/587431c4_y.jpg) ### Courtyard Middlebury 10/10 Excellent "Clean " [](https://expedia.ca/Middlebury-Hotels-Courtyard-Middlebury.h969917.Hotel-Information) ![Middlebury Inn](//images.trvl-media.com/lodging/1000000/40000/39900/39852/052ba05a_y.jpg) ### Middlebury Inn 10/10 Excellent "Great check in. Super friendly and helpful!" 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