Title: Book the Best Plymouth WINERY Hotels in 2025 | Expedia.ca [Hotels in Plymouth](https://expedia.ca/Plymouth-Hotels.d146918.Travel-Guide-Hotels)[Vacation Rentals in Plymouth](https://expedia.ca/Plymouth-Vacation-Rentals.d146918.Travel-Guide-VacationRentals)[Plymouth Car Rentals](https://expedia.ca/Car-Rentals-In-Plymouth.d146918.Car-Rental-Guide)[Plymouth Vacation Packages](https://expedia.ca/Plymouth.d146918.Destination-Travel-Guides) ![Central Vermont showing a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94646-Calvin-Coolidge-Historic-Site.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Plymouth, VT from CA $236 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Plymouth Winery Hotels Tonight [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=146918&startDate=2025-10-01&endDate=2025-10-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=146918&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=146918&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=146918&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Plymouth Winery Hotels ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/a1626ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/3794da32.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/84000000/83940000/83938200/83938154/w1536h1021x0y3-8fc8ac6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/1377c15b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Room in Historic Inn! 20 Minutes to Okemo! Chester Depot 9.2/10 Wonderful (16) "The room was fine. Bright night lights outside require eye masks for dark sleeping. The shower unit was a bit odd… not a conventional shower stall. The bottom fitted sheet did not stay on the mattress." CA $221 CA $337 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Chester-Hotels-Room-In-Historic-Inn-20-Minutes-To-Okemo.h83938154.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) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44450000/44445200/44445156/f58cecfd.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. " CA $159 CA $236 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Cedarbrook-Hotel-Room-W2-Doubles-119.h44445156.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) ![Mini-fridge, 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) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413501/1b255611.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) ### 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... CA $159 CA $236 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Queen-Studio-On-The-2nd-Floor-With-Outdoor-Heated-Pool-207.h38413501.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/w1999h1332x1y1-609774e5.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) ![Interior](https://images.trvl-media.com/lodging/39000000/38830000/38825300/38825273/w1999h1332x1y1-994c8c65.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 (12) "Close to gondola!" CA $199 CA $290 total includes taxes & fees Oct 2 - Oct 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/39000000/38820000/38811500/38811441/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) ![Interior](https://images.trvl-media.com/lodging/39000000/38820000/38811500/38811441/w1997h1332x0y1-82d23c36.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) "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... CA $159 CA $236 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Killington-Hotels-Queen-Studio-On-The-2nd-Floor-With-Outdoor-Heated-Pool-210.h38811441.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/45000000/44450000/44445100/44445040/w1999h1332x1y1-90a86e07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44450000/44445100/44445040/w1997h1332x0y1-b2850295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44450000/44445100/44445040/w1999h1332x1y1-d03ddbc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44450000/44445100/44445040/w2000h1332x0y1-343451ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Double bed Standard Hotel room 219 Killington 7.6/10 Good (4) "Very clean and easy access." CA $159 CA $236 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Two-Double-Bed-Standard-Hotel-Room-219.h44445040.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) ![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) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38320000/38314400/38314377/w1999h1332x1y1-8d3faf6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool Killington 8.0/10 Very good (6) "The check in process was so easy, our room was clean and had everything we needed. We would definitely stay here again" CA $159 CA $236 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-107-Deluxe-Studio-Queen.h38314377.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) ![Pool](https://images.trvl-media.com/lodging/39000000/38200000/38197000/38196993/w2000h1332x0y1-0e7bd3c4.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) ### Two Double Bed Standard Hotel Room with outdoor heated pool 101 Killington 8.2/10 Very good (17) "Room was just right for our 2 day ski trip to Killington. 5 minutes from gondola lift & access to the entire mountain. Plenty of food options close by also. Heated pool was an added bonus! A 12 year veteran was in agreement." CA $159 CA $236 total includes taxes & fees Oct 3 - Oct 4 [](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/39000000/38810000/38809700/38809634/w1999h1332x1y1-53bb15e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38810000/38809700/38809634/b5b9a196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38810000/38809700/38809634/w1997h1332x0y1-842d9cb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38810000/38809700/38809634/w2000h1332x0y1-ad2d0122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21416 Killington 10/10 Exceptional (2) "The location was great for our trip. The condo was very clean." CA $219 CA $317 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Killington-Hotels-Deluxe-One-Bedroom-Suite-Located-On-2nd-Floor-With-Outdoor-Heated-Pool-21416.h38809634.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) ![Exterior](https://images.trvl-media.com/lodging/73000000/72610000/72603600/72603570/w2000h1332x0y1-7eab51dd.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) ![Interior](https://images.trvl-media.com/lodging/73000000/72610000/72603600/72603570/w1997h1332x0y1-5ccae90d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Double bed Hotel Room with outdoor heated pool 216 Killington CA $159 CA $236 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Two-Double-Bed-Hotel-Room-With-Outdoor-Heated-Pool-216.h72603570.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=2025-10-15&endDate=2025-10-16®ionId=146918&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Plymouth Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels near Bear Mountain Quad Ski Lift](https://www.expedia.ca/Bear-Mountain-Quad-Ski-Lift-Hotels.0-l6291422-0.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Belmont](https://www.expedia.ca/Belmont-Hotels-Pet-Friendly-Hotel.0-0-d553248635976386870-tPetfriendlyHotel.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) - 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[Camp Plymouth State Park](https://www.expedia.ca/Camp-Plymouth-State-Park-Plymouth.d6291265.Vacation-Attraction) - [K-1 Express Gondola](https://www.expedia.ca/K-1-Express-Gondola-Killington.d6291458.Vacation-Attraction) - [Killington Adventure Center](https://www.expedia.ca/Killington-Adventure-Center-Killington.d636717397721112576.Vacation-Attraction) - [Killington Golf Course](https://www.expedia.ca/Killington-Golf-Course-Killington.d6291063.Vacation-Attraction) - [Killington Peak](https://www.expedia.ca/Killington-Peak-Killington.d553248621563220980.Vacation-Attraction) - [Killington Resort](https://www.expedia.ca/Killington-Resort-Killington.d6082887.Vacation-Attraction) - [Ramshead Express Lift](https://www.expedia.ca/Ramshead-Express-Lift-Killington.d6291586.Vacation-Attraction) - [Snowdon Triple Ski Lift](https://www.expedia.ca/Snowdon-Triple-Ski-Lift-Killington.d6292030.Vacation-Attraction) - [Suv Car Rentals near Superstar Express Quad Ski Lift](https://www.expedia.ca/SUV-Car-Rentals-In-Superstar-Express-Quad-Ski-Lift.d6291646-tSUV.Car-Rental-Guide-Class) - [Things to do in Bridgewater Corners](https://www.expedia.ca/Things-To-Do-In-Bridgewater-Corners.d6357904.Travel-Guide-Activities) - [Book Winery Hotels in Plymouth on Expedia.com](https://www.expedia.com/Plymouth-Hotels-Winery-Hotel.0-0-d146918-tWineryHotel.Travel-Guide-Filter-Hotels)