Title: Book the Best Wilmington WINERY Hotels in 2025 | Expedia.ca [Hotels in Wilmington](https://expedia.ca/Wilmington-Hotels.d175314.Travel-Guide-Hotels)[Vacation Rentals in Wilmington](https://expedia.ca/Wilmington-Vacation-Rentals.d175314.Travel-Guide-VacationRentals)[Flights to Wilmington](https://expedia.ca/Cheap-Flights-To-Wilmington.d175314.Travel-Guide-Flights)[Things to do in Wilmington](https://expedia.ca/Things-To-Do-In-Wilmington.d175314.Travel-Guide-Activities)[Wilmington Car Rentals](https://expedia.ca/Car-Rentals-In-Wilmington.d175314.Car-Rental-Guide)[Wilmington Vacation Packages](https://expedia.ca/Wilmington.d175314.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93860-Southern-Vermont.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Wilmington, VT from CA $309 - ![](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 Wilmington Winery Hotels Tonight [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=175314&startDate=2025-11-05&endDate=2025-11-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 6 - Nov 7](https://www.expedia.ca/Hotel-Search?regionId=175314&startDate=2025-11-06&endDate=2025-11-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=175314&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=175314&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Wilmington Winery Hotels ![Garden](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505813/d85c3b74.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) ![Justin James' Suite | Private kitchen](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505813/f53efccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Arlington Inn Arlington 8.8/10 Excellent (186) "Had a wasp issue when we went into our first room but were moved into a different room. Hotel is quaint and bar is amazing with a great bartender. Dave is one of a kind. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dominique CA $284 CA $309 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Bennington-Hotels-Arlington-Inn.h1505813.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) ![Exterior](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/c71f56f9.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) ![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) ### 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House 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 $120 CA $576 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-House.h36777699.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/101000000/100730000/100720400/100720354/7ec1e2c6.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) ### Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed Whitingham 10/10 Exceptional (14) " The home has everything that you could possibly need. The host was great in checking in to make sure our stay was going well and if we needed anything. The beds were comfortable, the living room spacious and a great place to hang out. The house was spotless. The outdoor area is beautiful and a fantastic place to enjoy the beautiful setting. Best VRBO that I have stayed at, we are hoping to make a return trip. Would highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeannine H. CA $281 CA $709 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Whitingham-Hotels-14mi-To-Mt-Snow-Arcade.h100720354.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/90000000/89680000/89672500/89672463/3a874a87.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) ![Exterior](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/c26da9c2.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) "great space for adults and teenagers. loved the hot tub! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica M. CA $252 CA $858 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/West-Dover-Hotels-Hot-Tub.h89672463.Hotel-Information) ![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](https://images.trvl-media.com/lodging/84000000/83790000/83780800/83780792/106aa7f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83790000/83780800/83780792/79e95625.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/f721b80c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Brooks Lodge Bennington 4.8/10 (3) "Strong dog smell, dirty shabby condition of interior surfaces. Obvious makeshift repairs, spongy floors, torn, flaking couch. Kitchen counter had multiple burn marks and some sticky substance, corner held down with duct tape. Screen door off tracks, laying against wall. Wife was stung by insect in the unit, had to go to hospital. We moved out after only 3 hours, and literally slept in the car rather than go back. Owner uncaring, rude and greedy. Slow to return security deposit. I've... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John [](https://www.expedia.ca/Bennington-Hotels-Two-Brooks-Lodge.h83780792.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) ![Exterior](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/ee4e71b0.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) "Clean place, lots of amenities, super smooth process and the host was responsive and friendly. Highly recommend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Philippe K. CA $250 CA $901 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Bondville-Hotels-Mountain-Oasis-Hot-Tub.h76905876.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=2025-11-19&endDate=2025-11-20®ionId=175314&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Wilmington Hotel Reviews ![The Nutmeg](//images.trvl-media.com/lodging/2000000/1490000/1482800/1482719/5214ab64_y.jpg) ### The Nutmeg 10/10 Excellent "Breakfast was delicious!! Room very comfortable and clean." [](https://expedia.ca/Wilmington-Hotels-The-Nutmeg.h1482719.Hotel-Information) ![The Wilmington Inn](//images.trvl-media.com/lodging/4000000/3540000/3532100/3532068/dfd331b9_y.jpg) ### The Wilmington Inn 10/10 Excellent "Relaxing stay with great hiking nearby" [](https://expedia.ca/Wilmington-Hotels-The-Wilmington-Inn.h3532068.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [B&B in East Dover](https://www.expedia.ca/East-Dover-Bed-And-Breakfast.d6060640-aaBedAndBreakfast.Travel-Guide-Accommodation) - [East Dover Hotels](https://www.expedia.ca/East-Dover-Hotels.d6060640.Travel-Guide-Hotels) - [Resorts in East Dover](https://www.expedia.ca/East-Dover-Resort-Hotels.d6060640-aaResortHotels.Travel-Guide-Accommodation) - [Aparthotels in Jacksonville](https://www.expedia.ca/Jacksonville-Apart-Hotels.d6224642-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Jacksonville](https://www.expedia.ca/Jacksonville-Bed-And-Breakfast.d6224642-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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[Flights from Readsboro](https://www.expedia.ca/lp/flights/3000459721/flights-from-readsboro) - [Flights from Jacksonville](https://www.expedia.ca/lp/flights/6224642/flights-from-jacksonville) - [Visit East Dover](https://www.expedia.ca/East-Dover.dx6060640) - [Mount Snow Valley Vacations](https://www.expedia.ca/Mount-Snow-Valley.d3000458633.Destination-Travel-Guides) - [Visit Mount Snow Valley](https://www.expedia.ca/Mount-Snow-Valley.dx3000458633) - [Mount Snow](https://www.expedia.ca/Mount-Snow-West-Dover.d6115918.Vacation-Attraction) - [Warlock's Woods](https://www.expedia.ca/Warlocks-Woods-Wilmington.d553248635996618389.Vacation-Attraction) - [Economy Car Rentals near Back Draft](https://www.expedia.ca/Economy-Car-Rentals-In-Back-Draft.d553248635996618773-tEconomy.Car-Rental-Guide-Class) - [Full-Size Car Rentals near Back Draft](https://www.expedia.ca/Fullsize-Car-Rentals-In-Back-Draft.d553248635996618773-tFullsize.Car-Rental-Guide-Class) - [Premium Car Rentals near Back Draft](https://www.expedia.ca/Premium-Car-Rentals-In-Back-Draft.d553248635996618773-tPremium.Car-Rental-Guide-Class) - 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