Title: Windsor B&B: Find the Best Bed and Breakfast from CA $175 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d7881.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d7881.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d7881.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d7881.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d7881.Destination-Travel-Guides) ![Cornish Windsor Covered Bridge](https://images.trvl-media.com/place/183560/cb657638-a45b-4260-96ba-18d22ff7fd4b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find a Bed and Breakfast in Windsor from CA $175 - ![](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 [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windsor B&B ![Exterior](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/8c210e59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/98d3a06f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Room with View](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/dc02869f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/34a3d8c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Valley Retreat Killington 9.6/10 Exceptional (189) "Absolutely lovely stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $155 CA $175 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Killington-Hotels-Mountain-Valley-Retreat.h8270194.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/5f513e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/e0958349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/91483dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jackson West Woodstock 9.8/10 Exceptional (251) "Very cute inn, the restaurant was a plus. Had a great dinner there and def will come back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaunita CA $210 CA $231 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/f814b3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Garden View](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/20cd6ab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/ae105a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/0f0b56c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stone Hearth Inn and Eatery Chester 9.2/10 Wonderful (106) "Good breakfast and dinner options. Great location for hiking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $262 CA $286 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Chester-Hotels-Stone-Hearth-Inn-And-Eatery.h87486236.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/84000000/83940000/83938200/83938154/3794da32.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) ![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/411cc5a3.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 $140 CA $235 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Chester-Hotels-Room-In-Historic-Inn-20-Minutes-To-Okemo.h83938154.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1160000/1154000/1153997/86a78166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 Bedroom Master Suite | Shared kitchen](https://images.trvl-media.com/lodging/2000000/1160000/1154000/1153997/6ca20d37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1160000/1154000/1153997/bc79e27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/2000000/1160000/1154000/1153997/5d6bf5cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Snowed Inn Killington 9.8/10 Exceptional (370) "The inn truly stands out for it's naturally beautifully decorated all bright wooden interior. Their recent breakfast area expansion is wonderfully bright and cheery, as are the hosts. Thank you and we are looking forward to seeing you again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bradford CA $250 CA $302 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Killington-Hotels-Snowed-Inn.h1153997.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/d7baa23b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Double Room, Courtyard View](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/01f9a10a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Double Room, Courtyard View](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/ce0b45d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Double Room, Garden View](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/abaf26b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay At Jimmy's Woodstock 10/10 Exceptional (46) "Very cool vibe at this very comfortable B&B. Hosts were very friendly and responsive. Would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $351 CA $386 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Woodstock-Hotels-Stay-At-Jimmys.h103188664.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/103000000/102120000/102120000/102119969/c51b349e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/103000000/102120000/102120000/102119969/2e170eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102120000/102120000/102119969/3195c3db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102120000/102120000/102119969/223d62f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! Chester Depot 9.0/10 Wonderful (2) "Property seemed well-maintained and cared for. We were only there a short time, but it was well put together. The check-in process was a little hectic, check in time was 3pm, but our room wasn't ready. The caretaker was very friendly. We only had to wait about 20 minutes. We weren't aware this property was a VRBO, and not a regular Inn. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacque CA $126 CA $227 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Chester-Hotels-Historic-Chester-Inn-Circa.h102119969.Hotel-Information) ![Economy Room](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/ae1d5a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/676cb54e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/199515ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/62f98cd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vesper Woodstock 9.2/10 Wonderful (45) "Cute B&B, great location! Easy walk to coffee house and downtown area. We really enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roger CA $219 CA $241 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Woodstock-Hotels-The-Vesper.h103415437.Hotel-Information) ![Game room](https://images.trvl-media.com/lodging/3000000/2050000/2042700/2042604/2cff4a08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/3000000/2050000/2042700/2042604/6274eb11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2050000/2042700/2042604/103761c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2050000/2042700/2042604/f20a7a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dexter's Inn Sunapee 8.8/10 Excellent (70) "This was my 3rd time staying at Dexter’s Inn and hopefully not the last. It is a wonderful inn with easy access to Mount Sunapee. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $349 CA $379 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Sunapee-Hotels-Dexters-Inn.h2042604.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/900000/893700/893657/e9a89cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/893700/893657/0a80171b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Two Beds Q&F)](https://images.trvl-media.com/lodging/1000000/900000/893700/893657/ca41a751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/893700/893657/bf819a6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Echo Lake Inn Plymouth 8.6/10 Excellent (98) "Old fashioned inn with wonderful hosts." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $374 CA $408 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Ludlow-Hotels-Echo-Lake-Inn.h893657.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/12000000/11140000/11139700/11139607/48ac360b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/12000000/11140000/11139700/11139607/56e0207c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/12000000/11140000/11139700/11139607/d1ef9165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/12000000/11140000/11139700/11139607/ea8c15c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodbridge Inn Woodstock 9.6/10 Exceptional (66) "Staff was very friendly and welcoming " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $627 CA $690 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Woodstock-Hotels-Woodbridge-Inn.h11139607.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938140/7656b8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938140/6d1c5ec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938140/d309381b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938140/8d211417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King & Queen Suite in Historic Inn Circa 1780 Chester Depot 9.8/10 Exceptional (16) "Central for our needs. easy check in process. Lovely large room with comfy beds. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) HIlary H. CA $196 CA $319 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Chester-Hotels-King-Queen-Suite-In-Historic-Inn-Circa-1780.h83938140.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/88000000/87140000/87135800/87135743/f57da4ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87135800/87135743/580ef989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/88000000/87140000/87135800/87135743/3e3c4e73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87135800/87135743/009ea151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Honeymoon Suite with Jacuzzi Tub in Historic Inn Chester Depot 8.6/10 Excellent (7) "Charming place, hope to go back soon." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon S. CA $154 CA $251 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Chester-Hotels-Honeymoon-Suite-With-Jacuzzi-Tub-In-Historic-Inn.h87135743.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=2025-12-07&endDate=2025-12-08®ionId=7881&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_7881) ![](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-Bed-And-Breakfast.d7881-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Bed-And-Breakfast.d7881-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Clean good service and location " [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Hideaway Inn Mt.Sunapee](https://images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/7f350a77_y.jpg) ### Hideaway Inn Mt.Sunapee 10/10 Excellent "Great" [](https://expedia.ca/Newbury-Hotels-Hideaway-Inn-Mt-Snow.h120341253.Hotel-Information) ![Align Inn Vermont](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg) ### Align Inn Vermont 10/10 Excellent "Very clean room, appears recently renovated" [](https://expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information) ![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946_y.jpg) ### On The River Inn 10/10 Excellent "Hands down one of the best places I have ever stayed. Beautiful view, great room and very cozy no matter where you were in the inn." [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Super 8 by Wyndham White River Junction](https://images.trvl-media.com/lodging/1000000/900000/897900/897894/bbecedb2_y.jpg) ### Super 8 by Wyndham White River Junction 10/10 Excellent "The room was a very nice, felt safe. Enjoyed the fun small talk with the women at the front desk. Also felt its a good location as well. " [](https://expedia.ca/White-River-Junction-Hotels-Super-8-By-Wyndham-White-River-Junction.h897894.Hotel-Information) ![Hampton Inn White River Junction](https://images.trvl-media.com/lodging/1000000/80000/79300/79224/e21b1496_y.jpg) ### Hampton Inn White River Junction 10/10 Excellent "Very friendly staff Nice work area " [](https://expedia.ca/White-River-Junction-Hotels-Hampton-Inn-White-River-Junction.h79224.Hotel-Information) ![Hanover Inn Dartmouth](https://images.trvl-media.com/lodging/4000000/3980000/3974400/3974306/1703a489_y.jpg) ### Hanover Inn Dartmouth 10/10 Excellent "Perfect when visiting Dartmouth. Location, cozyness, seamless check-in & check-out, spotless rooms." [](https://expedia.ca/Lebanon-Hotels-Hanover-Inn-Dartmouth.h3974306.Hotel-Information) ![Fireside Inn & Suites West Lebanon](https://images.trvl-media.com/lodging/1000000/20000/12300/12300/adb27d13_y.jpg) ### Fireside Inn & Suites West Lebanon 10/10 Excellent "Well kept rooms" [](https://expedia.ca/Lebanon-Hotels-Fireside-Inn-Suites-West-Lebanon.h12300.Hotel-Information) ![The Jackson ](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg) ### The Jackson 10/10 Excellent "The room was as clean as could be and everyone we met was very friendly. " [](https://expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ## Find out more about Windsor ## Windsor B&B information | Number of reviews | 1,240 | | --- | --- | | Accommodation | 26 B&B | | Lowest Price | CA $175 | | Highest Price | CA $690 | ## Frequently asked questions ### Searching for B&Bs in Windsor? > If you're looking for something a little quirkier than your standard hotel experience, a stay at a bed and breakfast could be the perfect alternative for your getaway. While you're here, you can get to know Windsor by exploring its natural beauty. Consider a stop by Paradise Park and Path of Life Garden. ### Are you thinking about a B&B for your stay? > With attentive service, opportunities to interact with the owner, and hearty breakfasts, B&Bs offer a unique setting. ### What are the best bed and breakfasts in Windsor? > Here are some well-liked B&Bs in the area: [The Jackson](https://www.expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information): 11 rooms. 12.2 mi (19.7 km) from the heart of Windsor. Enjoy the designer toiletries and library. [The Vesper](https://www.expedia.ca/Woodstock-Hotels-The-Vesper.h103415437.Hotel-Information): 9 rooms. 12 mi (19.3 km) from the downtown core. [Stay At Jimmy's](https://www.expedia.ca/Woodstock-Hotels-Stay-At-Jimmys.h103188664.Hotel-Information): 3 rooms. 11.9 mi (19.1 km) from the heart of downtown. Enjoy the jetted tubs and private yard. ### What's the best time of year to book my B&B in Windsor? > When you're planning your stay in Windsor, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Windsor are March, January, November, and February, with each month seeing an average of 15 inches of snowfall. ### What is there to do in Windsor? > When you want to spend some time in the great outdoors, Connecticut River and Paradise Park are some notable spots. You might put American Precision Museum and Harpoon Brewery on your list if you want to see more of the area. ### How can I get to and around Windsor? > You can plan your excursions in and around Windsor ahead of time with these transportation options. Fly into Lebanon, NH (LEB-Lebanon Municipal), which is located 10.7 mi (17.3 km) from the city center. Otherwise, you can search for flights to Springfield, VT (VSF-Hartness State), which is 11.7 mi (18.8 km) away. 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