Title: Book the Best Hotels with BARS in Winchester in 2025 | 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 # Find Hotels with Bar in Winchester, KY from CA $122 - ![](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 Hotels with Bar ## Top Winchester Hotels with Bar ![View from room](https://images.trvl-media.com/lodging/16000000/15440000/15437800/15437778/df7a7684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 2 Bedrooms, Kitchen | Private kitchen](https://images.trvl-media.com/lodging/16000000/15440000/15437800/15437778/b1828d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/16000000/15440000/15437800/15437778/0587f8bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 2 Bedrooms, Kitchen | Living area](https://images.trvl-media.com/lodging/16000000/15440000/15437800/15437778/324d2660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Natural Bridge State Resort Park Slade 8.6/10 Excellent (1780) "Beautiful autumn stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl [](https://www.expedia.ca/Slade-Hotels-Natural-Bridge-State-Resort-Park.h15437778.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22760000/22757700/22757695/776ae294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/23000000/22760000/22757700/22757695/65c6ae24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/23000000/22760000/22757700/22757695/0d36b734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, desk](https://images.trvl-media.com/lodging/23000000/22760000/22757700/22757695/aff1eb49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Lexington - Hamburg by IHG Lexington 9.0/10 Wonderful (1009) "Great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tonya CA $105 CA $122 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Lexington-Hotels-Holiday-Inn-Lexington-Hamburg.h22757695.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/15900/15892/79f835ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/15900/15892/3264e39f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/20000/15900/15892/82cc98c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![49-inch Smart TV with digital channels, TV, Netflix](https://images.trvl-media.com/lodging/1000000/20000/15900/15892/37d5308a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott Lexington Griffin Gate Golf Resort & Spa Lexington 8.6/10 Excellent (576) "Great staff. Nice rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michaline CA $116 CA $162 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Lexington-Hotels-Lexington-Griffin-Gate-Marriott-Golf-Resort-Spa.h15892.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/203600/203587/32ffb492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/210000/203600/203587/1b87b5c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/210000/203600/203587/a5d4cf78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/210000/203600/203587/e25feb0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Lexington/UK Coldstream Lexington 8.6/10 Excellent (1057) "Had an excellent stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jean CA $133 CA $154 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Lexington-Hotels-Embassy-Suites-By-Hilton-LexingtonUK-Coldstream.h203587.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1680000/1674700/1674666/0be8a005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1680000/1674700/1674666/371ae8dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1680000/1674700/1674666/855d063d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1680000/1674700/1674666/40a6b3e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Lexington Georgetown Georgetown 8.8/10 Excellent (862) "Everyone was nice and cordial. I would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $122 CA $134 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Lexington-Hotels-Hilton-Garden-Inn-Lexington-Georgetown.h1674666.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2060000/2057700/2057644/91e06cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2060000/2057700/2057644/ef6de964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/3000000/2060000/2057700/2057644/10ee1512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2060000/2057700/2057644/b6bb256c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Lexington Lexington 8.8/10 Excellent (1011) "Staff friendly, room nice, clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $141 CA $164 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Lexington-Hotels-Hyatt-Place-Lexington.h2057644.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2200/2101/b9ab6063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2200/2101/31fbd799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2200/2101/72074cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, Select Comfort beds](https://images.trvl-media.com/lodging/1000000/10000/2200/2101/253143e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Lexington/Downtown Downtown Lexington 8.4/10 Very good (1011) "Great location, friendly staff, great parking. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bethany CA $171 CA $198 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Lexington-Hotels-Hilton-LexingtonDowntown.h2101.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/13000000/12250000/12243800/12243775/7f6a345c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/13000000/12250000/12243800/12243775/dae5eca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 2 Queen Beds](https://images.trvl-media.com/lodging/13000000/12250000/12243800/12243775/3ddd184c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12250000/12243800/12243775/26833ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 21c Museum Hotel Lexington Downtown Lexington 8.8/10 Excellent (1005) "Great location. Nice restaurant." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dayton CA $175 CA $210 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Lexington-Hotels-21c-Museum-Hotel-Lexington.h12243775.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219782/f131bcc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219782/0ca9b5f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219782/37c11a5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (King One Bedroom ADA Suite)](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219782/3ad09053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elwood Hotel & Suites Lexington 9.4/10 Exceptional (1012) "Loved this place! Very clean and unique. The staff was also very friendly. Will be staying here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan CA $147 CA $170 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Lexington-Hotels-Elwood-Hotel-Suites.h2219782.Hotel-Information) ![Breakfast, lunch, dinner served; southern cuisine ](https://images.trvl-media.com/lodging/1000000/30000/27100/27029/2fd2c43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/27100/27029/151a7ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/27100/27029/9cb96c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/30000/27100/27029/408c2cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Campbell House Lexington, Curio Collection by Hilton Lexington 8.2/10 Very good (1002) "gorgeous place" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) heather CA $139 CA $161 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Lexington-Hotels-The-Campbell-House-Lexington.h27029.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=2025-12-14&endDate=2025-12-15®ionId=7876&adults=2&amenities=BAR&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=AFFINITY_BF_PROMO_7876) ## 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 "We enjoyed our stay and would recommend it to anyone!" [](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 "Staff was super friendly, beds were nice and rooms were clean. " [](https://expedia.ca/Lexington-Hotels-Spark-By-Hilton-Lexington-Hamburg.h6639.Hotel-Information) ![Embassy Suites by Hilton Lexington/UK Coldstream](https://images.trvl-media.com/lodging/1000000/210000/203600/203587/32ffb492_y.jpg) ### Embassy Suites by Hilton Lexington/UK Coldstream 10/10 Excellent "There was construction. However, it was not bad at all! I would come back anytime. " [](https://expedia.ca/Lexington-Hotels-Embassy-Suites-By-Hilton-LexingtonUK-Coldstream.h203587.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 "Very clean" [](https://expedia.ca/Lexington-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lexington-South-Hamburg.h283165.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 "Clean room, great breakfast, welcoming staff." [](https://expedia.ca/Lexington-Hotels-Embassy-Suites-By-Hilton-Lexington-Green.h1598.Hotel-Information) ![Best Western Winchester Hotel](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/690f0ff1_y.jpg) ### Best Western Winchester Hotel 10/10 Excellent "This is our 2nd time staying here. Convenient stop on our trip. Rooms are clean and well maintained. The night check in guy Jared was very friendly & helpful. " [](https://expedia.ca/Lexington-Hotels-Best-Western-Winchester-Hotel.h15247.Hotel-Information) ![Hilton Lexington/Downtown](https://images.trvl-media.com/lodging/1000000/10000/2200/2101/b9ab6063_y.jpg) ### Hilton Lexington/Downtown 10/10 Excellent "Great atmosphere and room was clean and comfy beds" [](https://expedia.ca/Lexington-Hotels-Hilton-LexingtonDowntown.h2101.Hotel-Information) ![Elwood Hotel & Suites](https://images.trvl-media.com/lodging/3000000/2220000/2219800/2219782/f131bcc5_y.jpg) ### Elwood Hotel & Suites 10/10 Excellent "Friendly staff Easy check in Clean rooms" [](https://expedia.ca/Lexington-Hotels-Elwood-Hotel-Suites.h2219782.Hotel-Information) ![Hyatt Place Lexington](https://images.trvl-media.com/lodging/3000000/2060000/2057700/2057644/91e06cc9_y.jpg) ### Hyatt Place Lexington 10/10 Excellent "All was good !! " [](https://expedia.ca/Lexington-Hotels-Hyatt-Place-Lexington.h2057644.Hotel-Information) ## Frequently asked questions ### Searching for hotels with bars in Winchester? > Though you might not find a hotel in Winchester well-known for its bar, you will find 19 properties to choose from, some of which will have an onsite bar where you can unwind with a drink after sightseeing. While you're here, consider a visit to Cassell Creek Golf Course and Bluegrass Heritage Museum. ### What are the best hotels with bars in Winchester? > Here are a few of the top hotels with bars in and around Winchester: [Best Western Winchester Hotel](https://www.expedia.ca/Lexington-Hotels-Best-Western-Winchester-Hotel.h15247.Hotel-Information): Hotel with 2 restaurants. Enjoy the bar, breakfast, and free airport shuttle. [Hilton Lexington/Downtown](https://www.expedia.ca/Lexington-Hotels-Hilton-LexingtonDowntown.h2101.Hotel-Information): Hotel with 2 restaurants. Enjoy the 2 bars, free WiFi, and breakfast. [The Manchester](https://www.expedia.ca/Lexington-Hotels-The-Manchester.h92430541.Hotel-Information): Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. [GuestHouse Lexington](https://www.expedia.ca/Lexington-Hotels-GuestHouse-Lexington.h426325.Hotel-Information): Hotel with restaurant. Enjoy the bar, free breakfast, and WiFi. [Hyatt Regency Lexington](https://www.expedia.ca/Lexington-Hotels-Hyatt-Regency-Lexington.h3461.Hotel-Information): Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. ### What is there to do in Winchester? > To experience the area's highlights, consider visiting Fort Boonesborough State Park, Lexington Sporting Club Youth Complex, and Hamburg Pavilon, and then find a cozy spot for a nightcap. Other places to see include Cassell Creek Golf Course and Bluegrass Heritage Museum. Winchester is known for its restaurants. ### When is the best time to visit Winchester? > Visiting local bars in Winchester is more fun in good weather. These rainfall averages and temperatures can help you choose the best time for bar hopping. 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. ### How can I get to Winchester and around the area? > You might want to make the most of these transportation choices in and around Winchester: 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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