Title: Winchester B&B: Find the Best Bed and Breakfast from CA $202 | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d7876.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d7876.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d7876.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d7876.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/2d4532767bd47b707b21acca86317ffc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Hyelsinta # Find a Bed and Breakfast in Winchester from CA $202 - ![](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 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winchester B&B ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/54000000/53860000/53851200/53851117/b26951c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53860000/53851200/53851117/193b8d8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53860000/53851200/53851117/10e7b47a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/54000000/53860000/53851200/53851117/ab9a560d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Artistic Lodging King Suite Paris 9.2/10 Wonderful (70) "Very nice place to stay convenient to downtown Paris." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $127 CA $202 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Paris-Hotels-Artistic-Lodging-King-Suite.h53851117.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/1000000/920000/911400/911310/af2dcba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/1000000/920000/911400/911310/4390ef24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/920000/911400/911310/2b217cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/1000000/920000/911400/911310/a33e3a46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lyndon House B&B Northside District 9.6/10 Exceptional (120) "The place was very comfortable. The hosts were very friendly & informative. The food was exquisite. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DANIEL CA $221 CA $265 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Lexington-Hotels-Lyndon-House-BB.h911310.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=2025-11-22&endDate=2025-11-23®ionId=7876&adults=2&lodging=BED_AND_BREAKFAST&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%2FWinchester-Bed-And-Breakfast.d7876-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Bed-And-Breakfast.d7876-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Motel 6 Lexington, KY - Airport](//images.trvl-media.com/lodging/1000000/20000/18500/18423/0a65cd84_y.jpg) ### Motel 6 Lexington, KY - Airport 10/10 Excellent "Clean" [](https://expedia.ca/Lexington-Hotels-Motel-6-Lexington.h18423.Hotel-Information) ![Elwood Hotel & Suites](//images.trvl-media.com/lodging/3000000/2220000/2219800/2219782/f131bcc5_y.jpg) ### Elwood Hotel & Suites 10/10 Excellent "New facility, rooms are spacious and clean. We will stay again if in the area. " [](https://expedia.ca/Lexington-Hotels-Elwood-Hotel-Suites.h2219782.Hotel-Information) ![Hyatt Regency Lexington](//images.trvl-media.com/lodging/1000000/10000/3500/3461/c0c49295_y.jpg) ### Hyatt Regency Lexington 10/10 Excellent "Super easy to get to Rupp. Nice place.." [](https://expedia.ca/Lexington-Hotels-Hyatt-Regency-Lexington.h3461.Hotel-Information) ![Red Roof Inn Lexington South](//images.trvl-media.com/lodging/1000000/10000/5100/5077/a6cc1928_y.jpg) ### Red Roof Inn Lexington South 10/10 Excellent "Everything was great" [](https://expedia.ca/Lexington-Hotels-Red-Roof-Inn-Lexington-South.h5077.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Lexington South / Hamburg](//images.trvl-media.com/lodging/1000000/290000/283200/283165/8b90557f_y.jpg) ### La Quinta Inn & Suites by Wyndham Lexington South / Hamburg 10/10 Excellent "Staff" [](https://expedia.ca/Lexington-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lexington-South-Hamburg.h283165.Hotel-Information) ![Hilton Lexington/Downtown](//images.trvl-media.com/lodging/1000000/10000/2200/2101/b9ab6063_y.jpg) ### Hilton Lexington/Downtown 10/10 Excellent "Everything was clean" [](https://expedia.ca/Lexington-Hotels-Hilton-LexingtonDowntown.h2101.Hotel-Information) ![Embassy Suites by Hilton Lexington/UK Coldstream](//images.trvl-media.com/lodging/1000000/210000/203600/203587/32ffb492_y.jpg) ### Embassy Suites by Hilton Lexington/UK Coldstream 10/10 Excellent "yes" [](https://expedia.ca/Lexington-Hotels-Embassy-Suites-By-Hilton-LexingtonUK-Coldstream.h203587.Hotel-Information) ![The Manchester ](//images.trvl-media.com/lodging/93000000/92440000/92430600/92430541/f02815a4_y.jpg) ### The Manchester 10/10 Excellent "Everything was top-notch. Room was very clean, nice amenities and the staff was great." [](https://expedia.ca/Lexington-Hotels-The-Manchester.h92430541.Hotel-Information) ![Tru by Hilton University Medical Center](//images.trvl-media.com/lodging/79000000/78010000/78004900/78004839/9823f52b_y.jpg) ### Tru by Hilton University Medical Center 10/10 Excellent "The lobby was so inviting - comfortable, welcoming and friendly." [](https://expedia.ca/Lexington-Hotels-Tru-By-Hilton-Lexington-University-Medical-Center.h78004839.Hotel-Information) ## Find out more about Winchester ## Winchester B&B information | Number of reviews | 120 | | --- | --- | | Accommodation | 4 B&B | | Lowest Price | CA $202 | | Highest Price | CA $265 | ## Frequently asked questions ### Searching for B&Bs in Winchester? > Whether you're passing through town and are looking for an accommodation that's small and charming, or you're traveling solo and hoping to make some connections, B&Bs can be a great choice for many travelers. While you're enjoying your trip to Winchester, Lykins Park and College Park are perfect spots to get in some fresh air and greenery. ### How do you know if a B&B is a good option for you? > With attentive service, opportunities to mingle with other guests, and of course a scrumptious breakfast, B&Bs provide a one-of-a-kind setting. ### What are the best B&Bs in Winchester? > Check out this B&B in the surrounding area: [Lyndon House B&B](https://www.expedia.ca/Lexington-Hotels-Lyndon-House-BB.h911310.Hotel-Information): 7 rooms. 17.5 mi (28.2 km) from the heart of Winchester. Enjoy the free cooked breakfast and outdoor tennis. ### When is the best time to book my B&B in Winchester? > When you're planning your escape to Winchester, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 56 inches. ### What is there to do in Winchester? > When you want to spend some time in the great outdoors, Lykins Park and College Park are some notable spots. You might put Bluegrass Heritage Museum and Southwind Golf Course on your list if you want to see more of the area. ### How can I get to and around Winchester? > You can map out your trip in and around Winchester ahead of time with these transportation options. Fly into Blue Grass Airport (LEX), which is located 23 mi (37.1 km) away from the heart of the city. 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