Title: Book the Best BUSINESS Hotels in Winchester in 2026 | 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) ![Thanks to my friend of mine who's recommended me to this spot easy hike short walk to get there ](https://images.trvl-media.com/place/7876/9403688e-dbbb-4255-9528-8bddb2ed4db3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Nawa Aseen ![](https://images.trvl-media.com/place/7876/9403688e-dbbb-4255-9528-8bddb2ed4db3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Winchester Business Hotels Tonight [Jan 29 - Jan 30](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-01-29&endDate=2026-01-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=business_friendly) Tomorrow [Jan 30 - Jan 31](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-01-30&endDate=2026-01-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=business_friendly) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=business_friendly) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=business_friendly) ## Our top choices for Winchester business-friendly hotels ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/25000000/24370000/24362600/24362582/a8fad05c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/25000000/24370000/24362600/24362582/fa38a8d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24370000/24362600/24362582/407ca96d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/25000000/24370000/24362600/24362582/04a3c81a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Lexington East - Winchester by IHG [](https://www.expedia.ca/Lexington-Hotels-Holiday-Inn-Express-Lexington-East-Winchester.h24362582.Hotel-Information) Winchester 9.4/10 Exceptional (538 reviews) "Clean room and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyson CA $131 CA $145 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Lexington-Hotels-Holiday-Inn-Express-Lexington-East-Winchester.h24362582.Hotel-Information) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/65f2c39d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/w5755h3835x5y5-d8ce41cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds, Non Smoking, Kitchenette](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/w5755h3840x5y0-9326c0b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/c153c2fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Winchester Hotel [](https://www.expedia.ca/Lexington-Hotels-Best-Western-Winchester-Hotel.h15247.Hotel-Information) Winchester 8.4/10 Very good (1,000 reviews) "Clean room, friendly and fast check in service and had a great nights sleep " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia CA $121 CA $133 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Lexington-Hotels-Best-Western-Winchester-Hotel.h15247.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/51af70a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/93f7fc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/eed31a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/83fc2e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Winchester [](https://www.expedia.ca/Lexington-Hotels-Hampton-Inn-Winchester.h16227.Hotel-Information) Winchester 9.2/10 Wonderful (456 reviews) "Would stay there again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $143 CA $158 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Lexington-Hotels-Hampton-Inn-Winchester.h16227.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/023d86ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/f6477704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/c7af9b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/1f4d5f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Winchester [](https://www.expedia.ca/Lexington-Hotels-Baymont-By-Wyndham-Winchester.h422677.Hotel-Information) Winchester 7.2/10 Good (775 reviews) "Great place for a reasonable price! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Whitney CA $105 CA $116 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Lexington-Hotels-Baymont-By-Wyndham-Winchester.h422677.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/330000/327900/327866/df000477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/330000/327900/327866/7d110afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/330000/327900/327866/f0e4d2f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/330000/327900/327866/1ed60932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Winchester [](https://www.expedia.ca/Lexington-Hotels-Comfort-Inn.h327866.Hotel-Information) Winchester 7.0/10 Good (354 reviews) "This was the second time we’ve stopped here this year. It’s the perfect halfway respite between our home town and our destination. Very clean and comfortable. We will tag this as a regular stop on other trips. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noelle CA $98 CA $108 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Lexington-Hotels-Comfort-Inn.h327866.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23510000/23507600/23507536/1f95523f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23510000/23507600/23507536/5efbd8e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/24000000/23510000/23507600/23507536/a323e895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/24000000/23510000/23507600/23507536/20862e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Mt Sterling North by IHG [](https://www.expedia.ca/Mount-Sterling-Hotels-Holiday-Inn-Express-Suites-Mt-Sterling-North.h23507536.Hotel-Information) Mount Sterling 8.8/10 Excellent (582 reviews) "Room was super clean and the woman at the front desk was really nice and very helpful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mark CA $121 CA $133 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Mount-Sterling-Hotels-Holiday-Inn-Express-Suites-Mt-Sterling-North.h23507536.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/810000/800900/800890/ecb98882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/810000/800900/800890/e9f30778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/810000/800900/800890/77f13e33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/800900/800890/a83dfff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Richmond [](https://www.expedia.ca/Lexington-Hotels-Quality-Inn.h800890.Hotel-Information) Richmond 9.0/10 Wonderful (1,019 reviews) "The room was clean and the bed was super comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $121 CA $133 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Lexington-Hotels-Quality-Inn.h800890.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/540000/532100/532007/db3edf18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/540000/532100/532007/511a8efe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/540000/532100/532007/c2f8d65b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/540000/532100/532007/2dacd96b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Georgetown, KY [](https://www.expedia.ca/Lexington-Hotels-Country-Inn-Suites-By-Radisson.h532007.Hotel-Information) Georgetown 9.0/10 Wonderful (1,002 reviews) "Great stay! The hotel is clean, quite, and friendly. The breakfast bar was really good, too. Will definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $106 CA $117 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Lexington-Hotels-Country-Inn-Suites-By-Radisson.h532007.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/290000/283200/283165/8b1776b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/283200/283165/a7a31dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/283200/283165/8b90557f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Accessible, Non Smoking (Mobility/Hearing Impaired Accessible)](https://images.trvl-media.com/lodging/1000000/290000/283200/283165/a4d4a758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Lexington South / Hamburg [](https://www.expedia.ca/Lexington-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lexington-South-Hamburg.h283165.Hotel-Information) Lexington 8.8/10 Excellent (1,200 reviews) "Yes a very nice hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dale CA $118 CA $137 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Lexington-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lexington-South-Hamburg.h283165.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/42500/42455/751708b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42500/42455/81b02df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/50000/42500/42455/8d6292d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/1000000/50000/42500/42455/a4118e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Mount Sterling [](https://www.expedia.ca/Mount-Sterling-Hotels-Comfort-Inn-And-Suites.h42455.Hotel-Information) Mount Sterling 7.8/10 Good (713 reviews) "We stay here anytime we are in town " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donn CA $96 CA $106 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Mount-Sterling-Hotels-Comfort-Inn-And-Suites.h42455.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=2026-02-12&endDate=2026-02-13®ionId=7876&adults=2&travelerType=business_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Winchester Hotel Reviews ![Hyatt Regency Lexington](https://images.trvl-media.com/lodging/1000000/10000/3500/3461/c0c49295_y.jpg) ### Hyatt Regency Lexington 10/10 Excellent "Overall, it's good. The room is clean. The breakfast is delicious, but you have to order it yourself, which is relatively expensive." [](https://expedia.ca/Lexington-Hotels-Hyatt-Regency-Lexington.h3461.Hotel-Information) ![Spark by Hilton Lexington Hamburg](https://images.trvl-media.com/lodging/1000000/10000/6700/6639/4dbc3493_y.jpg) ### Spark by Hilton Lexington Hamburg 10/10 Excellent "Everything was great. Thank you." [](https://expedia.ca/Lexington-Hotels-Spark-By-Hilton-Lexington-Hamburg.h6639.Hotel-Information) ![The Campbell House Lexington, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/30000/27100/27029/2fd2c43b_y.jpg) ### The Campbell House Lexington, Curio Collection by Hilton 10/10 Excellent "Love staying here when visiting Lexington! This particular stay, we were upgraded to the presidential suite. What a fabulous surprise! We love the Campbell House. Great location if you have a student at UK or just in town for a horse race. " [](https://expedia.ca/Lexington-Hotels-The-Campbell-House-Lexington.h27029.Hotel-Information) ![Embassy Suites by Hilton Lexington Green](https://images.trvl-media.com/lodging/1000000/10000/1600/1598/1dd182aa_y.jpg) ### Embassy Suites by Hilton Lexington Green 10/10 Excellent "Very clean, and the made to order complimentary breakfast was excellent. " [](https://expedia.ca/Lexington-Hotels-Embassy-Suites-By-Hilton-Lexington-Green.h1598.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Lexington South / Hamburg](https://images.trvl-media.com/lodging/1000000/290000/283200/283165/8b90557f_y.jpg) ### La Quinta Inn & Suites by Wyndham Lexington South / Hamburg 10/10 Excellent "Yes a very nice hotel " [](https://expedia.ca/Lexington-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lexington-South-Hamburg.h283165.Hotel-Information) ![Country Inn & Suites by Radisson, Georgetown, KY](https://images.trvl-media.com/lodging/1000000/540000/532100/532007/2dacd96b_y.jpg) ### Country Inn & Suites by Radisson, Georgetown, KY 10/10 Excellent "Yes. Everything was great" [](https://expedia.ca/Lexington-Hotels-Country-Inn-Suites-By-Radisson.h532007.Hotel-Information) ![Fairfield Inn & Suites by Marriott Lexington North](https://images.trvl-media.com/lodging/3000000/2810000/2803700/2803646/6ec64b2f_y.jpg) ### Fairfield Inn & Suites by Marriott Lexington North 10/10 Excellent "Check in was quick and easy. Friendly staff. The room was clean and comfortable, perfect for our one night stay and quick visit. " [](https://expedia.ca/Lexington-Hotels-Fairfield-Inn-Suites-By-Marriott-Lexington-North.h2803646.Hotel-Information) ![Elwood Hotel & Suites](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219782/f131bcc5_y.jpg) ### Elwood Hotel & Suites 10/10 Excellent "Loved this stay! This hotel is adorable and great staff! " [](https://expedia.ca/Lexington-Hotels-Elwood-Hotel-Suites.h2219782.Hotel-Information) ![21c Museum Hotel Lexington](https://images.trvl-media.com/lodging/13000000/12250000/12243800/12243775/7f6a345c_y.jpg) ### 21c Museum Hotel Lexington 10/10 Excellent "Great hotel in great location. Clean, modern, and artsy. Room was very comfortable and the shower was great, which is big for me. It had good water pressure with hot water. Check in and out was quick and easy. " [](https://expedia.ca/Lexington-Hotels-21c-Museum-Hotel-Lexington.h12243775.Hotel-Information) ## Frequently asked questions ### Which hotels to stay in Winchester as a business traveller? > Another excellent choice is the Holiday Inn Express Lexington East - Winchester, also rated at 9.2\. This hotel combines professional service with modern amenities, including a fitness centre for those looking to maintain their routine during a busy trip. Its complimentary breakfast, available on weekends too, is a favourite among travellers, and the positive feedback about the comfortable rooms further enhances its appeal. > > > The [Best Western Winchester Hotel](https://www.expedia.ca/Lexington-Hotels-Best-Western-Winchester-Hotel.h15247.Hotel-Information), with a rating of 8.4, is another option for business travellers. With its spacious and clean rooms, along with a free breakfast, this hotel ensures you start your day right. Guests appreciate the friendly staff who contribute to a friendly setting. > > > For those seeking a more unique stay, Franklin Ridge Farms offers a great retreat just a short drive from Lexington and Stanton. While it boasts a great review rating of 10.0, it provides a kitchen for longer stays and various outdoor activities nearby, making it suitable for those who may want to blend business with some leisure time. > > > Lastly, [Value Stay](https://www.expedia.ca/Lexington-Hotels-Value-Stay.h108675613.Hotel-Information), rated at 8.0, offers essential amenities like free Wi-Fi and a private hot tub, ideal for unwinding after a day of meetings. Its clean and comfortable rooms, coupled with friendly service, make it a solid option for business travellers looking for value. ### How much does a business hotel in Winchester cost? ### Which area of Winchester is best to stay in for business? > For those who appreciate a touch of local charm, the downtown area features a variety of dining options, allowing you to unwind after a long day. Enjoy a meal at one of the local eateries, such as the historic Bluegrass Heritage Museum, which provides a delightful glimpse into the region's rich history. > > > If you're travelling with colleagues, consider the nearby Winchester Plaza, which offers a range of amenities and is close to major highways for easy access to surrounding areas. This location ensures a balance between work commitments and leisure time, allowing you to explore the local attractions during downtime. ### What business amenities should I look for in a hotel in Winchester? ### How can I save on a business hotel in Winchester with Expedia? ### Can I cancel my business hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hotels near Applebee s Park ](https://www.expedia.ca/Applebee-S-Park-Hotels.0-l553248621557921127-0.Travel-Guide-Filter-Hotels) - [Motels in Camargo ](https://www.expedia.ca/Camargo-Motels.d553248634998850038-aaMotels.Travel-Guide-Accommodation) - [Chevy Chase Hotels ](https://www.expedia.ca/Chevy-Chase-Lexington-Hotels.0-n553248635976481361-0.Travel-Guide-Filter-Hotels) - [Hotels near Claiborne Farm ](https://www.expedia.ca/Claiborne-Farm-Hotels.0-l553248621559866398-0.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Clay City ](https://www.expedia.ca/Clay-City-Cabins.d3000438412-aaCabins.Travel-Guide-Accommodation) - 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