Title: Book the Best Ludlow WINERY Hotels in 2025 | Expedia.ca [Ludlow Travel Guide](https://expedia.ca/Ludlow.dx8496)[Hotels in Ludlow](https://expedia.ca/Ludlow-Hotels.d8496.Travel-Guide-Hotels)[Vacation Rentals in Ludlow](https://expedia.ca/Ludlow-Vacation-Rentals.d8496.Travel-Guide-VacationRentals)[Ludlow Car Rentals](https://expedia.ca/Car-Rentals-In-Ludlow.d8496.Car-Rental-Guide)[Ludlow Vacation Packages](https://expedia.ca/Ludlow.d8496.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94296-Ludlow.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Ludlow, VT from CA $214 ![](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 Ludlow Winery Hotels Tonight [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=8496&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=8496&startDate=2025-10-26&endDate=2025-10-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=8496&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=8496&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Ludlow 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) ![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) ![Golf](https://images.trvl-media.com/lodging/97000000/96870000/96869100/96869045/77eb5362.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) "The condo is great for ski in ski out" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nanette P. CA $558 CA $1,037 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Ludlow-Hotels-OKEMO-WINTERPLACE-Best-Location.h96869045.Hotel-Information) ![Desk, blackout drapes, soundproofing, free WiFi](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/3e494820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/8545d38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/3e7e09df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/4f246a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sun Lodge Bromley Mountain 8.6/10 Excellent (293) "Everything was fantastic from check-in the restaurant, the bar, the staff and just surrounding every area very very nice people would definitely come back back again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth CA $196 CA $214 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Bennington-Hotels-The-Lodge-At-Bromley.h1157354.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 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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alan D. CA $177 CA $261 total includes taxes & fees Nov 3 - Nov 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/39000000/38420000/38412300/38412250/w1999h1332x1y1-b64fa2b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38420000/38412300/38412250/6774d1bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/39000000/38420000/38412300/38412250/w1996h1332x1y1-7c898894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38420000/38412300/38412250/w2000h1332x0y1-39829b5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Queen Bed Standard Hotel Room w/outdoor heated pool 204 Killington 8.4/10 Very good (18) "Great property that is very easy to get to and super comfortable.The room was farther away from check in, with the small patio overlooking a wooded area. Was nice & relaxing and it was great to hear the birds singing.The room itself was roomy, especially for one and bed was comfy.I'd stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joey F. CA $168 CA $248 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Killington-Hotels-Two-Queen-Bed-Standard-Hotel-Room-Woutdoor-Heated-Pool-204.h38412250.Hotel-Information) ![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/84000000/83940000/83938200/83938154/411cc5a3.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) ![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/3794da32.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 (17) "The Chester Inn was beautiful and located in downtown Chester. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter C. CA $138 CA $233 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Chester-Hotels-Room-In-Historic-Inn-20-Minutes-To-Okemo.h83938154.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/be6cf63b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/3cf333b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/588d6d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/5df4ccf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Escape! Jamaica 9.6/10 Exceptional (20) "Easy booking, clean home, great location and the owner very easy to get in touch with." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris M. CA $191 CA $823 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Bondville-Hotels-The-Mountain-Escape.h96211209.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/31bb0c4a.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) ![Exterior](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/ee4e71b0.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) "EXCELLENT location managed by an amazing host who was very communicative and helpful!Hottub was perfect, plenty of sleeping and activities available at the house and in the immediate area (local food was AWESOME)." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) s w. CA $206 CA $841 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Bondville-Hotels-Mountain-Oasis-Hot-Tub.h76905876.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) ![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) ### 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 $168 CA $248 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Queen-Studio-On-The-2nd-Floor-With-Outdoor-Heated-Pool-207.h38413501.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38420000/38412300/38412272/w1999h1332x1y1-3591be40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38420000/38412300/38412272/bdc150eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38420000/38412300/38412272/w2000h1332x0y1-0315377b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38420000/38412300/38412272/w1999h1332x1y1-57d6641c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe One bedroom Queen Suite with outdoor heated pool 203 Killington 9.4/10 Exceptional (10) "Condo was clean & well furnished. Only stayed one night after a visit to Quechee, Woodstock, and area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie J. CA $177 CA $261 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Killington-Hotels-Deluxe-One-Bedroom-Queen-Suite-With-Outdoor-Heated-Pool-203.h38412272.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) ![Exterior](https://images.trvl-media.com/lodging/39000000/38820000/38811500/38811441/w2000h1332x0y1-69eef0c0.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) ![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 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 $168 CA $248 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Killington-Hotels-Queen-Studio-On-The-2nd-Floor-With-Outdoor-Heated-Pool-210.h38811441.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=2025-11-08&endDate=2025-11-09®ionId=8496&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Ludlow Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Packages - Cars - More ways to book - [B&B in Andover](https://www.expedia.ca/Andover-Bed-And-Breakfast.d6023580-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Andover](https://www.expedia.ca/Andover-Chalets.d6023580-aaChalets.Travel-Guide-Accommodation) - [Country Houses in Andover](https://www.expedia.ca/Andover-Country-House.d6023580-aaCountryHouse.Travel-Guide-Accommodation) - [Andover Hotels](https://www.expedia.ca/Andover-Hotels.d6023580.Travel-Guide-Hotels) - [Inns in Andover](https://www.expedia.ca/Andover-Inns.d6023580-aaInns.Travel-Guide-Accommodation) - [Motels in Andover](https://www.expedia.ca/Andover-Motels.d6023580-aaMotels.Travel-Guide-Accommodation) - [Resorts in Andover](https://www.expedia.ca/Andover-Resort-Hotels.d6023580-aaResortHotels.Travel-Guide-Accommodation) - 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