Title: Windsor Farmstay from CA $280 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d6005427.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d6005427.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d6005427.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d6005427.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d6005427.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Farmstay in Windsor from CA $280 - ![](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 prices for these dates Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6005427&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=AGRITOURISM&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6005427&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=AGRITOURISM&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6005427&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=AGRITOURISM&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6005427&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=AGRITOURISM&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor farmstays ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434971/54f61cf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434971/27a22a85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434971/501aa008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434971/cef1db8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW RENO - Historic Loft w/views of the Berkshires [](https://www.expedia.ca/New-Lebanon-Hotels-NEW-RENO-Historic-Loft-Wviews-Of-The-Berkshires.h109434971.Hotel-Information) New Lebanon 9.8/10 Exceptional (12) "Our stay was brief but it met our needs and was a great experience." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy S. CA $112 CA $280 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/New-Lebanon-Hotels-NEW-RENO-Historic-Loft-Wviews-Of-The-Berkshires.h109434971.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/76000000/75220000/75211700/75211620/9498cdf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75220000/75211700/75211620/4491e6d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75220000/75211700/75211620/216ce9f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75220000/75211700/75211620/1f7a39ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming, updated 3 bedroom farmhouse farm stay. [](https://www.expedia.ca/Williamsburg-Hotels-Charming.h75211620.Hotel-Information) Williamsburg 10/10 Exceptional (32) "We stayed here for a wedding at another venue. Loved the peaceful setting and the goats. It place was spotless and beautiful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alison L. CA $201 CA $367 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Williamsburg-Hotels-Charming.h75211620.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434969/a266e27d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434969/b141a956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434969/cad2483a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434969/774c6ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1789 Shaker Farmhouse in Berkshires/Hudson Valley [](https://www.expedia.ca/New-Lebanon-Hotels-1789-Shaker-Farmhouse-In-BerkshiresHudson-Valley.h109434969.Hotel-Information) Canaan 10/10 Exceptional (4) "We had a wonderful stay. The house was spacious and the owner was readily available for all questions. It’s a really nice location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine C. CA $280 CA $649 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/New-Lebanon-Hotels-1789-Shaker-Farmhouse-In-BerkshiresHudson-Valley.h109434969.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103250000/103245300/103245218/3bdab415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103250000/103245300/103245218/ffe45233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103250000/103245300/103245218/6c33457c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103250000/103245300/103245218/5f0d2439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 18th century 3-bedroom renovated farmhouse in peaceful Whately with WiFi, AC [](https://www.expedia.ca/South-Deerfield-Hotels-18th-Century-3-Bedroom-Renovated-Farmhouse-In-Peaceful-Whately-With-WiFi.h103245218.Hotel-Information) Whately 10/10 Exceptional (1) "We were happy to find such a large, comfortable home. The owner was very helpful. Lovely stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill W. CA $620 CA $1,042 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/South-Deerfield-Hotels-18th-Century-3-Bedroom-Renovated-Farmhouse-In-Peaceful-Whately-With-WiFi.h103245218.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434973/7a5aa178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434973/bea98fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434973/82be2469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434973/713aa39e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW RENO - Chalet-style farm loft near Tanglewood [](https://www.expedia.ca/New-Lebanon-Hotels-NEW-RENO-Chalet-Style-Farm-Loft-Near-Tanglewood.h109434973.Hotel-Information) New Lebanon 10/10 Exceptional (3) "We enjoyed our stay and the location. This rustic, spacious loft was great for our brief visit to the Berkshires. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanna P. CA $117 CA $289 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/New-Lebanon-Hotels-NEW-RENO-Chalet-Style-Farm-Loft-Near-Tanglewood.h109434973.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109890000/109887300/109887222/c2a3e0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109890000/109887300/109887222/6e4fc9e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/110000000/109890000/109887300/109887222/79a114d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109890000/109887300/109887222/e52a2863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1800s Carriage house in Berkshires / Hudson Valley [](https://www.expedia.ca/New-Lebanon-Hotels-1800s-Carriage-House-In-Berkshires-Hudson-Valley.h109887222.Hotel-Information) New Lebanon CA $117 CA $289 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/New-Lebanon-Hotels-1800s-Carriage-House-In-Berkshires-Hudson-Valley.h109887222.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116700000/116699500/116699492/20e2bc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116700000/116699500/116699492/69f642ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116700000/116699500/116699492/5a27adb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/117000000/116700000/116699500/116699492/aa2e5976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW RENO Historic Creamery in Berkshires w/hot tub [](https://www.expedia.ca/New-Lebanon-Hotels-NEW-RENO-Historic-Creamery-In-Berkshires-Whot-Tub.h116699492.Hotel-Information) New Lebanon 10/10 Exceptional (5) "Beautifully decorated farmhouse in a great location to enjoy the Berkshires. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $281 CA $674 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/New-Lebanon-Hotels-NEW-RENO-Historic-Creamery-In-Berkshires-Whot-Tub.h116699492.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=2025-12-26&endDate=2025-12-27®ionId=6005427&adults=2&lodging=AGRITOURISM&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Agritourism.d6005427-aaAgritourism.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Agritourism.d6005427-aaAgritourism.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg) ### Hotel Downstreet, an Ascend Collection Hotel 10/10 Excellent "Hot tub was relaxing. Parking was easy. Restaurant within walking distance. If you forget anything dollar general close." [](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "My husband and I needed a night away between the holidaze and it was perfect! Cozy, clean and warm fireplace to nurture us during a cold snap! Shelly went above and beyond to ensure that we were comfortable and in the quietest part of the hotel. We are booking our family members there" [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 10/10 Excellent "Lovely little elegant hotel. Beautiful well appointed rooms. Comfortable bed. Reasonably price. Great find. " [](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 10/10 Excellent "Really quiet, peaceful stay and beautiful spot for the money. Front desk staff so nice. No elevator to second floor so keep in mind if have accessibility issues/wheelchair user. Great view and gluten free menu options. Would stay again if in area. Was just passing through on way to medical appointment. " [](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 10/10 Excellent "Excellent stay, nice, clean 2 bedroom Villa, staff excellent, amenities excellent, great location would definitely stay again " [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Holiday Inn Express & Suites Pittsfield - Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915_y.jpg) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG 10/10 Excellent "Comfortable, quiet, clean, great breakfast " [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "Room was very clean. Didn’t have breakfast. Staff was friendly and check in was quick. " [](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg) ### Vacation Village in the Berkshires 10/10 Excellent "Clean spacious toom" [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "Great staff especially Katherine " [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ## Find out more about Windsor ## Windsor Farmstay information | Number of reviews | 55 | | ----------------- | ----------- | | Accommodation | 23 Farmstay | | Lowest Price | CA $280 | | Highest Price | CA $1,042 | ## Explore a world of travel with Expedia - Lodging - 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