Title: Book the Best Woodstock WINERY Hotels in 2025 | 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 showing street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94304-Woodstock.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Woodstock, VT from CA $259 - ![](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 [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=10868&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=10868&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=10868&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=10868&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Woodstock Winery Hotels ![Property grounds](https://images.trvl-media.com/lodging/97000000/96870000/96869100/96869045/b613b883.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) ![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) ![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) ### OKEMO WINTERPLACE Best Location, Ski-In/Ski-Out 4BR/3BATH + LOFT. Spacious. Okemo Village 10/10 Exceptional (12) "Wonderful stay for Feb vacation with family and friends. Ample bedrooms/bathrooms to accommodate our group. Short walk across parking lot to trail. Friendly and accommodating property owner." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) melissa l. CA $979 CA $1,578 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Ludlow-Hotels-OKEMO-WINTERPLACE-Best-Location.h96869045.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/74000000/73080000/73076900/73076828/a33a0cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73080000/73076900/73076828/1d650f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73080000/73076900/73076828/e5d88ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73080000/73076900/73076828/0d07615f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola Bridgewater Corners 10/10 Exceptional (3) "Very clean, cozy, & had exactly what we needed for the last leg of our vacation. Bed was comfy, & nice to have the hot tub, we appreciated that after all the driving. We had just stayed at a vrbo that was not clean, so it was a great contrast! Thanks Russ & family for sharing your cute little cottage with us! Mark & Sherry" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherry M. CA $181 CA $568 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-New-2021-Ski-House-2-Min-Drive-To-Killington-Gondola.h73076828.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) ![Exterior](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413501/w2000h1332x0y1-0a9cdce6.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) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413501/1b255611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Queen Studio on the 2nd floor with outdoor heated pool 207 Killington 8.0/10 Very good (6) "Overall a good option for a visit to Killington if you don’t need to be on the access road. The outdoor heated pool was a really nice way to relax after a day of skiing. If you don’t want to drive, there is a pretty good restaurant across the street. The only slight concern is if more units than unit 207 are listed on VRBO (the unit we stayed in). I’m glad we had an upstairs unit because the floor was very squeaky. I was wondering if it was annoying the unit below us. With that minor detail... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John S. CA $177 CA $261 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Queen-Studio-On-The-2nd-Floor-With-Outdoor-Heated-Pool-207.h38413501.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) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38820000/38811500/38811441/38c0909b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-fridge, 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) ![Exterior](https://images.trvl-media.com/lodging/39000000/38820000/38811500/38811441/w2000h1332x0y1-69eef0c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Queen Studio on the 2nd floor with outdoor heated pool 210 Killington 9.0/10 Wonderful (2) "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We were attending a wedding nearby and needed a place for a one-night stay. Cedarbrook was wonderful--great location, spacious room, nice view of the river, and spotlessly clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret J. CA $177 CA $259 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Killington-Hotels-Queen-Studio-On-The-2nd-Floor-With-Outdoor-Heated-Pool-210.h38811441.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) ![Exterior](https://images.trvl-media.com/lodging/39000000/38200000/38197000/38196993/w2000h1332x0y1-debdc5ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/39000000/38200000/38197000/38196993/w1999h1332x1y1-bb736a1c.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) ### Two Double Bed Standard Hotel Room with outdoor heated pool 101 Killington 8.2/10 Very good (17) "leaky toilet flush valve.. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Grzegorz CA $177 CA $261 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Killington-Hotels-Two-Double-Bed-Standard-Hotel-Room-With-Outdoor-Heated-Pool-101.h38196993.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/w1999h1332x1y1-f1b997d0.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) ![Exterior](https://images.trvl-media.com/lodging/39000000/38420000/38412800/38412754/w2000h1332x0y1-cd64deeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe one bedroom suite located on first floor with outdoor heated pool 11921 Killington 10/10 Exceptional (6) "Loved location and clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim A. CA $301 CA $428 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Killington-Hotels-Deluxe-One-Bedroom-Suite-Located-On-First-Floor-With-Outdoor-Heated-Pool-11921.h38412754.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/45000000/44450000/44445200/44445156/w1999h1332x1y1-7c92b6d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/45000000/44450000/44445200/44445156/w1997h1332x0y1-e0e1a851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44450000/44445200/44445156/w1997h1332x0y1-3cc2e120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44450000/44445200/44445156/w2000h1332x0y1-357770bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedarbrook Hotel Room 2 Doubles 119 Killington 9.0/10 Wonderful (7) "The place was an ok place to "crash" after a day of out side activities. The rug needs to be replaced or shampooed. The beds are not very comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leslie CA $177 CA $259 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Cedarbrook-Hotel-Room-W2-Doubles-119.h44445156.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) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38830000/38825300/38825273/45590506.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) ![Exterior](https://images.trvl-media.com/lodging/39000000/38830000/38825300/38825273/w2000h1332x0y1-8c82a951.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 Killington 9.0/10 Wonderful (13) "The property was clean aside from a large bug on the floor when we entered. We checked in after hours and there was no communication about where the keys would be. The listing said that there was a pool year round but it was not open. I did not receive any communication on how to check in. The address was wrong and we went to the wrong place first before figuring it out on our own." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel F. CA $254 CA $365 total includes taxes & fees Dec 2 - Dec 3 [](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 Killington 10/10 Exceptional (3) "Everything went well" ![France](https://a.travel-assets.com/egds/marks/flags/fr.svg) GAEL E. CA $301 CA $426 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Deluxe-1-Bedroom-Suite-Located-On-First-Floor-With-Outdoor-Heated-Pool-11820.h38409989.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38420000/38412900/38412831/a13d305f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38420000/38412900/38412831/w1999h1332x1y1-d679dde8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/39000000/38420000/38412900/38412831/w2000h1332x0y1-b089df72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38420000/38412900/38412831/w2000h1332x0y1-88d4d65e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 110 Deluxe Studio Queen on the 1st floor w/ outdoor heated pool Killington 8.0/10 Very good (5) "Beds not terrible. Sofa bed very terrible. Great pool. Reasanable price vs quality. Renovated in pass years. Clean place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric D. CA $177 CA $261 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Killington-Hotels-110-Deluxe-Studio-Queen-On-The-1st-Floor-W-Outdoor-Heated-Pool.h38412831.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=10868&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Woodstock Hotel Reviews ![On The River Inn](//images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/528a7f5b_y.jpg) ### On The River Inn 10/10 Excellent "The restaurant was very nice. Great service. Delicious food." [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![The Jackson ](//images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg) ### The Jackson 10/10 Excellent "The owner and staff were great. Whole experience was very good. Highly recommend " [](https://expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ![Sleep Woodstock Motel](//images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11_y.jpg) ### Sleep Woodstock Motel 10/10 Excellent "Easy check in, very clean. Close to Woodstock shopping and dining areas. Staff very informative. Great little ice cream/breakfast place right next door. 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