Title: 20 Best B&B in Winchester - Bed and Breakfast from $103 | Expedia.com [Hotels in Winchester](https://expedia.com/Winchester-Hotels.d6344696.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.com/Winchester-Vacation-Rentals.d6344696.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.com/Cheap-Flights-To-Winchester.d6344696.Travel-Guide-Flights)[Car Rentals in Winchester](https://expedia.com/Car-Rentals-In-Winchester.d6344696.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.com/Winchester.d6344696.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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates Next weekend [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=6344696&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=6344696&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6344696&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=6344696&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester bed & breakfast ![Lobby](https://images.trvl-media.com/lodging/11000000/10590000/10584000/10583909/fc6c4930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/11000000/10590000/10584000/10583909/89219cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/11000000/10590000/10584000/10583909/e866bc2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/11000000/10590000/10584000/10583909/ea2da379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Terrace Green Bed & Breakfast [](https://www.expedia.com/North-Dundas-Hotels-Terrace-Green-Bed-Breakfast.h10583909.Hotel-Information) North Dundas 9.6/10 Exceptional (114 reviews) "The bed was exceptionally comfortable, Annette warm and inviting, and the breakfast delicious. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Shawn $91 nightly $103 total Mar 7 - Mar 8 Total with taxes and fees [](https://www.expedia.com/North-Dundas-Hotels-Terrace-Green-Bed-Breakfast.h10583909.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.com/Hotel-Search?startDate=2026-03-05&endDate=2026-03-06®ionId=6344696&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_6344696) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Bed-And-Breakfast.d6344696-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Bed-And-Breakfast.d6344696-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Hard Rock Hotel & Casino Ottawa](https://images.trvl-media.com/lodging/106000000/105820000/105813000/105812923/e6ad2691_y.jpg) ### Hard Rock Hotel & Casino Ottawa 10/10 Excellent "Rooms" [](https://expedia.com/Ottawa-Hotels-Hard-Rock-Hotel-Casino-Ottawa.h105812923.Hotel-Information) ![Stunning Home close to Ottawa](https://images.trvl-media.com/lodging/121000000/120070000/120068200/120068174/w1179h736x0y0-2a7cba21_y.jpg) ### Stunning Home close to Ottawa 10/10 Excellent "Great location, very clean and bright. Host was very accommodating. Will definitely be back!" [](https://expedia.com/Ottawa-Hotels-Stunning-Home-Close-To-Ottawa.h120068174.Hotel-Information) ![McIntosh Country Inn & Conference Centre in Canada](https://images.trvl-media.com/lodging/11000000/10050000/10044900/10044876/34f7482a_y.jpg) ### McIntosh Country Inn & Conference Centre in Canada 10/10 Excellent "Spotless" [](https://expedia.com/South-Dundas-Hotels-McIntosh-Country-Inn-Conference-Centre-In-Canada.h10044876.Hotel-Information) ![Terrace Green Bed & Breakfast](https://images.trvl-media.com/lodging/11000000/10590000/10584000/10583909/db97a21e_y.jpg) ### Terrace Green Bed & Breakfast 10/10 Excellent "Everything was great had a great time highly recommend " [](https://expedia.com/North-Dundas-Hotels-Terrace-Green-Bed-Breakfast.h10583909.Hotel-Information) ![Kemptville Suites](https://images.trvl-media.com/lodging/11000000/10090000/10082300/10082221/0b8174d1_y.jpg) ### Kemptville Suites 10/10 Excellent "Everything was wonderful" [](https://expedia.com/Ottawa-Hotels-Kemptville-Suites.h10082221.Hotel-Information) ![SureStay Hotel by Best Western Kemptville](https://images.trvl-media.com/lodging/30000000/29060000/29059900/29059815/bde29736_y.jpg) ### SureStay Hotel by Best Western Kemptville 10/10 Excellent "Staff, cleanliness! Good stay! " [](https://expedia.com/Ottawa-Hotels-SureStay-Hotel-By-Best-Western-Kemptville.h29059815.Hotel-Information) ![Bed & Stay](https://images.trvl-media.com/lodging/97000000/96800000/96798800/96798748/8bea93e1_y.jpg) ### Bed & Stay 10/10 Excellent "Clean house and great person to deal with. Very good and simple instructions for a smooth and nice stay." [](https://expedia.com/Russell-Hotels-Bed-Stay.h96798748.Hotel-Information) ![KC's Country Inn](https://images.trvl-media.com/lodging/9000000/8790000/8782500/8782416/efc2920f_y.jpg) ### KC's Country Inn 10/10 Excellent "C’est très bien comme aider à trouver des hôtels et des hébergements à bas prix." [](https://expedia.com/Ottawa-Hotels-KCs-Country-Inn.h8782416.Hotel-Information) ![Rideau River Retreat - Waterfront Home](https://images.trvl-media.com/lodging/93000000/92850000/92840700/92840637/d4a024d4_y.jpg) ### Rideau River Retreat - Waterfront Home 10/10 Excellent "We had such a wonderful experience. Our host Meghan was always quickly available and provided all the information we needed for a trouble free stay. The cottage is lovely and is the perfect place for both winter or summer getaways." [](https://expedia.com/North-Grenville-Hotels-Rideau-River-Retreat-Waterfront-Home.h92840637.Hotel-Information) ## Find out more about Winchester ## Winchester B&B information | Number of reviews | 114 | | ----------------- | ----- | | Accommodation | 2 B&B | | Lowest Price | $103 | | Highest Price | $103 | ## Frequently asked questions ### Searching for B&Bs in Winchester? ### Why consider B&Bs instead of traditional hotels? ### What are the best bed and breakfasts in Winchester? ### When is the best time to stay at a B&B in Winchester? ### How can I get to and around Winchester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Hotels near Chesterville ](https://www.expedia.com/Chesterville-North-Dundas-Hotels.0-n3000434217-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Chesterville ](https://www.expedia.com/4Star-Chesterville-North-Dundas-Hotels.s40-n3000434217-0.Travel-Guide-Filter-Hotels) - [Cottages in South Mountain ](https://www.expedia.com/South-Mountain-Cottages.d3000458127-aaCottages.Travel-Guide-Accommodation) - 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