Title: Book the Best Woodstock WINERY Hotels in 2026 | Expedia.ca [Woodstock Travel Guide](https://expedia.ca/Woodstock.dx10868)[Hotels in Woodstock](https://expedia.ca/Woodstock-Hotels.d10868.Travel-Guide-Hotels)[Vacation Rentals in Woodstock](https://expedia.ca/Woodstock-Vacation-Rentals.d10868.Travel-Guide-VacationRentals)[Things to do in Woodstock](https://expedia.ca/Things-To-Do-In-Woodstock.d10868.Travel-Guide-Activities)[Woodstock Car Rentals](https://expedia.ca/Car-Rentals-In-Woodstock.d10868.Car-Rental-Guide)[Woodstock Vacation Packages](https://expedia.ca/Woodstock.d10868.Destination-Travel-Guides) ![Woodstock featuring heritage architecture](https://images.trvl-media.com/place/10868/7f0fa7aa-7edf-48c9-ac9e-9b796c80ed25.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Woodstock, VT from CA $264 - ![](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 Woodstock Winery Hotels Tonight [Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-12-29&endDate=2025-12-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 30 - Dec 31](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-12-30&endDate=2025-12-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Woodstock hotels with winery ![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) ![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) ![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) ### OKEMO WINTERPLACE Best Location, Ski-In/Ski-Out 4BR/3BATH + LOFT. Spacious. [](https://www.expedia.ca/Ludlow-Hotels-OKEMO-WINTERPLACE-Best-Location.h96869045.Hotel-Information) Okemo Village 10/10 Exceptional (13) "The condo is great for ski in ski out" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nanette P. CA $1,366 CA $2,072 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Ludlow-Hotels-OKEMO-WINTERPLACE-Best-Location.h96869045.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413501/w1999h1332x1y1-4b045cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413501/w1997h1332x0y1-df9edd8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413501/w1996h1332x1y1-a0b4d4c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413501/w2000h1332x0y1-0a9cdce6.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 $188 CA $274 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Queen-Studio-On-The-2nd-Floor-With-Outdoor-Heated-Pool-207.h38413501.Hotel-Information) ![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/w1997h1332x0y1-cf8b4dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38200000/38197000/38196993/w2000h1332x0y1-debdc5ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/39000000/38200000/38197000/38196993/w2000h1332x0y1-0e7bd3c4.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 $180 CA $265 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Killington-Hotels-Two-Double-Bed-Standard-Hotel-Room-With-Outdoor-Heated-Pool-101.h38196993.Hotel-Information) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38830000/38825300/38825273/w1999h1332x1y1-840fb6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38830000/38825300/38825273/w1999h1332x1y1-994c8c65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38830000/38825300/38825273/w1999h1332x1y1-609774e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38830000/38825300/38825273/45590506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 209 [](https://www.expedia.ca/Killington-Hotels-Deluxe-One-Bedroom-Queen-Suite-On-The-2nd-Floor-With-Outdoor-Heated-Pool-209.h38825273.Hotel-Information) Killington 9.0/10 Wonderful (13) "Our experience was easy and relaxing. It was nice and close to Killington Mountain and everything that we needed for the weekend was available." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Parker D. CA $218 CA $316 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Killington-Hotels-Deluxe-One-Bedroom-Queen-Suite-On-The-2nd-Floor-With-Outdoor-Heated-Pool-209.h38825273.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/39000000/38410000/38410000/38409989/w1999h1332x1y1-bff91037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38410000/38410000/38409989/w1997h1332x0y1-3b58e334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38410000/38410000/38409989/w2000h1332x0y1-92e10dd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/39000000/38410000/38410000/38409989/w2000h1332x0y1-580745f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe 1 bedroom suite located on first floor with outdoor heated pool 118/120 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Deluxe-1-Bedroom-Suite-Located-On-First-Floor-With-Outdoor-Heated-Pool-11820.h38409989.Hotel-Information) Killington 10/10 Exceptional (3) "This was a very nice quiet place. Loved the location and the room. Will definitely be going back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John T. CA $248 CA $355 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Deluxe-1-Bedroom-Suite-Located-On-First-Floor-With-Outdoor-Heated-Pool-11820.h38409989.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/39000000/38420000/38410400/38410329/w1999h1332x1y1-26493e80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38420000/38410400/38410329/w1997h1332x0y1-2e50a39d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38420000/38410400/38410329/w2000h1332x0y1-cec4356a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/39000000/38420000/38410400/38410329/w2000h1332x0y1-6575e115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedarbrook Junior Suite 11416 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Cedarbrook-One-Bedroom-Suite-11416.h38410329.Hotel-Information) Killington 9.0/10 Wonderful (4) "Location was perfect for wedding we attended Close availability to restaurants was a real plusOnly downside was the uncomfortable pull out sleeper- however the additional foam topper we got the next day from the staff made the second night much better " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff M. CA $248 CA $356 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Cedarbrook-One-Bedroom-Suite-11416.h38410329.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/73000000/72610000/72603600/72603570/w1999h1332x1y1-792770fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72610000/72603600/72603570/dd5b1f55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/73000000/72610000/72603600/72603570/w1997h1332x0y1-c42d8e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72610000/72603600/72603570/w2000h1332x0y1-7eab51dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Double bed Hotel Room with outdoor heated pool 216 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Two-Double-Bed-Hotel-Room-With-Outdoor-Heated-Pool-216.h72603570.Hotel-Information) Killington CA $180 CA $264 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Two-Double-Bed-Hotel-Room-With-Outdoor-Heated-Pool-216.h72603570.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/39000000/38820000/38811500/38811441/w1999h1332x1y1-fc848c49.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) ![Microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/39000000/38820000/38811500/38811441/w1996h1332x1y1-7b1c88e3.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 $218 CA $314 total includes taxes & fees Jan 20 - Jan 21, 2026 [](https://www.expedia.ca/Killington-Hotels-Queen-Studio-On-The-2nd-Floor-With-Outdoor-Heated-Pool-210.h38811441.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38320000/38314400/38314377/w2000h1332x0y1-82915084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/39000000/38320000/38314400/38314377/w1996h1332x1y1-12511705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/39000000/38320000/38314400/38314377/w1996h1332x1y1-71f4d760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/39000000/38320000/38314400/38314377/w2000h1332x0y1-5869c686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool [](https://www.expedia.ca/Bridgewater-Corners-Hotels-107-Deluxe-Studio-Queen.h38314377.Hotel-Information) Killington 8.0/10 Very good (6) "Efficient and affordable option for a short stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marnie O. CA $188 CA $273 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-107-Deluxe-Studio-Queen.h38314377.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/39000000/38420000/38412800/38412754/w1999h1332x1y1-8854bd14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38420000/38412800/38412754/w1997h1332x0y1-84fc2933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38420000/38412800/38412754/263149af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38420000/38412800/38412754/w1999h1332x1y1-f1b997d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe one bedroom suite located on first floor with outdoor heated pool 11921 [](https://www.expedia.ca/Killington-Hotels-Deluxe-One-Bedroom-Suite-Located-On-First-Floor-With-Outdoor-Heated-Pool-11921.h38412754.Hotel-Information) Killington 10/10 Exceptional (6) "Clean, comfortable, matched description " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Holly O. CA $323 CA $460 total includes taxes & fees Jan 20 - Jan 21, 2026 [](https://www.expedia.ca/Killington-Hotels-Deluxe-One-Bedroom-Suite-Located-On-First-Floor-With-Outdoor-Heated-Pool-11921.h38412754.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=2026-01-12&endDate=2026-01-13®ionId=10868&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Woodstock Hotel Reviews ![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946_y.jpg) ### On The River Inn 10/10 Excellent "Nice experience. Great location, good property, excellent service and care taking" [](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 "The Jackson Inn is incredibly charming and in a picturesque area. The room was very comfortable and the restaurant and staff was amazing." [](https://expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ![Sleep Woodstock Motel](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11_y.jpg) ### Sleep Woodstock Motel 10/10 Excellent "The staff at this motel are 5 star! Lisa went above and beyond to make my stay easy since I was there for a medical procedure. " [](https://expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Hotels near Billings Farm and Museum ](https://www.expedia.ca/Billings-Farm-And-Museum-Hotels.0-l6175222-0.Travel-Guide-Filter-Hotels) - [Farmstay in Bridgewater ](https://www.expedia.ca/Bridgewater-Agritourism.d553248635975851833-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Bridgewater ](https://www.expedia.ca/Bridgewater-Apart-Hotels.d553248635975851833-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Bridgewater ](https://www.expedia.ca/Bridgewater-Bed-And-Breakfast.d553248635975851833-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Apartments in Bridgewater Center ](https://www.expedia.ca/Bridgewater-Center-Apartments.d553248635975875821-aaApartments.Travel-Guide-Accommodation) - [Condo Resorts in Bridgewater Center ](https://www.expedia.ca/Bridgewater-Center-Condominium-Resort.d553248635975875821-aaCondominiumResort.Travel-Guide-Accommodation) - 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