Title: Book the Best Ashland WINERY Hotels in 2025 | Expedia.ca [Hotels in Ashland](https://expedia.ca/Ashland-Hotels.d6292.Travel-Guide-Hotels)[Vacation Rentals in Ashland](https://expedia.ca/Ashland-Vacation-Rentals.d6292.Travel-Guide-VacationRentals)[Flights to Ashland](https://expedia.ca/Cheap-Flights-To-Ashland.d6292.Travel-Guide-Flights)[Ashland Car Rentals](https://expedia.ca/Car-Rentals-In-Ashland.d6292.Car-Rental-Guide)[Ashland Vacation Packages](https://expedia.ca/Ashland.d6292.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/c81f35a63666c25ba6ca310aede6cda7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Ashland, VA from CA $130 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Ashland Winery Hotels Tonight [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=6292&startDate=2025-10-05&endDate=2025-10-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=6292&startDate=2025-10-06&endDate=2025-10-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6292&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6292&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Ashland Winery Hotels ![Front of property](https://images.trvl-media.com/lodging/43000000/42650000/42645600/42645553/cf90d53b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/43000000/42650000/42645600/42645553/1d9577a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/43000000/42650000/42645600/42645553/696aa5c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42650000/42645600/42645553/7788227b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A house full of steel balls and games Dumbarton 9.6/10 Exceptional (94) "Great place to stay. Pete is a great host, easy check in great communication, pinball machines and games in the rooms really great. Quick drive to some good dining." CA $99 CA $134 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Richmond-Hotels-A-House-Full-Of-Steel-Balls-And-Games.h42645553.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34510000/34505700/34505697/c75ecfba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34510000/34505700/34505697/6ee47e02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34510000/34505700/34505697/142d15a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/35000000/34510000/34505700/34505697/b42c1d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Virginia Cliffe Inn Glen Allen 9.6/10 Exceptional (115) "Wonderful charm to the property and grounds. Owner was very friendly and accommodating. We definitely would stay again. " CA $271 CA $310 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Richmond-Hotels-The-Virginia-Cliffe-Inn.h34505697.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/50000/40600/40501/563e995d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio Suite, 1 King Bed with Sofa bed, Accessible, Bathtub](https://images.trvl-media.com/lodging/1000000/50000/40600/40501/b1964227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/50000/40600/40501/e5f685c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/40600/40501/41ec7767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Richmond/Arboretum North Chesterfield 7.8/10 Good (1004) "Very friendly staff and clean!" CA $144 CA $167 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Richmond-Hotels-Hyatt-Place-RichmondArboretum.h40501.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/83000000/82810000/82802200/82802155/0d393e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82810000/82802200/82802155/7d0d6c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/83000000/82810000/82802200/82802155/8c220f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/83000000/82810000/82802200/82802155/821ce583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clean, Quiet, & Cozy Ashland Home Ashland 9.6/10 Exceptional (48) "Great place to stay" CA $232 CA $501 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Richmond-Hotels-Cozy-3-Bedroom-Close-To-College.h82802155.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109410000/109406000/109405997/3623b418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109410000/109406000/109405997/d40363e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109410000/109406000/109405997/dcf14d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, cookware/dishes/utensils, paper towels, dining tables](https://images.trvl-media.com/lodging/110000000/109410000/109406000/109405997/044f3e2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2-bedroom farmhouse on 12 acres in New Kent County just 7 miles off of I64 New Kent 10/10 Exceptional (9) "Charming property in the country. Super comfy for a quick getaway, owners were welcoming and thoughtful about what guests would need. Would definitely stay here again if on the area again. " CA $163 CA $298 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/New-Kent-Hotels-Cozy-2-Bedroom-Farmhouse-Situated-On-12-Acres-In-New-Kent-County-With-WiFi.h109405997.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/40000000/39820000/39811700/39811646/2e7e37c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/40000000/39820000/39811700/39811646/d65e3dde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/40000000/39820000/39811700/39811646/85a1d492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/40000000/39820000/39811700/39811646/f4cc7eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn Richmond Midtown/Glenside Dumbarton 9.4/10 Exceptional (332) "Great breakfast, convenient parking and many dining options. I would strongly recommend. " CA $195 CA $232 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Richmond-Hotels-Residence-Inn-Richmond-MidtownGlenside.h39811646.Hotel-Information) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/1000000/470000/460400/460312/f1ffebc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/470000/460400/460312/559dd180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/470000/460400/460312/d6b8468e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/470000/460400/460312/6548da5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn Richmond North Richmond 7.8/10 Good (710) "Comfortable bed" CA $111 CA $130 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Richmond-Hotels-Sleep-Inn-Richmond-North.h460312.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/2c75da2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 King Bed, Terrace, City View](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/ca466d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/1d038227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/3e23e2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Berkeley Hotel Downtown Richmond 8.8/10 Excellent (1514) "The Front desk staff was excellent and friendly." CA $196 CA $227 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Richmond-Hotels-The-Berkeley-Hotel.h1860.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/700000/696000/695938/cf2952cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served](https://images.trvl-media.com/lodging/1000000/700000/696000/695938/49a13904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![58-inch Smart TV with cable channels, TV, Netflix](https://images.trvl-media.com/lodging/1000000/700000/696000/695938/8c762437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/700000/696000/695938/4878c369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Richmond Marriott Short Pump Glen Allen 8.6/10 Excellent (916) "Room was nice and clean and staff was friendly. " CA $177 CA $206 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Richmond-Hotels-Richmond-Marriott-Short-Pump.h695938.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99340000/99336800/99336779/w1087h720x0y2-3e45e540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99340000/99336800/99336779/ddc82326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99340000/99336800/99336779/20907f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99340000/99336800/99336779/32670a4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Rural Retreat in Central King William County King William 10/10 Exceptional (10) "Nicest vacation home we’ve ever stayed at! House was perfectly clean and well stocked with everything we needed to make our stay comfortable. The location was quiet which was great for a peaceful weekend with family. Communication was prompt and instructions were clear and easy-going. Highly recommend. " CA $453 CA $743 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/King-William-Hotels-Private-Rural-Retreat-In-Central-King-William-County.h99336779.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=2025-10-20&endDate=2025-10-21®ionId=6292&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Ashland Hotel Reviews ![The Berkeley Hotel](//images.trvl-media.com/lodging/1000000/10000/1900/1860/2c75da2c_y.jpg) ### The Berkeley Hotel 10/10 Excellent "Stay away " [](https://expedia.ca/Richmond-Hotels-The-Berkeley-Hotel.h1860.Hotel-Information) ![Comfort Inn & Suites Ashland – Richmond North](//images.trvl-media.com/lodging/2000000/1090000/1083200/1083121/7bac14b2_y.jpg) ### Comfort Inn & Suites Ashland – Richmond North 10/10 Excellent "the hotel was clean i give it a 10" [](https://expedia.ca/Richmond-Hotels-Sleep-Inn-Suites-Ashland-Richmond-North.h1083121.Hotel-Information) ![Holiday Inn Express Richmond - Midtown by IHG](//images.trvl-media.com/lodging/1000000/30000/24700/24653/a35e3702_y.jpg) ### Holiday Inn Express Richmond - Midtown by IHG 10/10 Excellent "Everything was exceptional." [](https://expedia.ca/Richmond-Hotels-Holiday-Inn-Express-Richmond-Midtown.h24653.Hotel-Information) ![Comfort Suites At Virginia Center Commons](//images.trvl-media.com/lodging/2000000/1920000/1916100/1916044/1baddeab_y.jpg) ### Comfort Suites At Virginia Center Commons 10/10 Excellent "newer hotel, nice and clean mostly but there was trash from a prior occupant behind the bed and coffee stirrers in the bathroom door jamb where the flooring changed...otherwise it was very nice and quiet, lots of hot water for shower and good breakfast. Wish I had time to use the pool, it looks amazing. " [](https://expedia.ca/Richmond-Hotels-Comfort-Suites-At-Virginia-Center-Commons.h1916044.Hotel-Information) ![Holiday Inn Hotel and Suites Richmond West End by IHG](//images.trvl-media.com/lodging/1000000/20000/15700/15606/767da3fd_y.jpg) ### Holiday Inn Hotel and Suites Richmond West End by IHG 10/10 Excellent "Great staff" [](https://expedia.ca/Richmond-Hotels-Quality-Inn-West-End.h15606.Hotel-Information) ![The Jefferson Hotel](//images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/c8b04136_y.jpg) ### The Jefferson Hotel 10/10 Excellent "The Jefferson was great. The staff was very welcoming and accommodating. It’s a beautiful old hotel but room was updated and well kept. The grounds and lobby are grand and you should stay here just to see them." [](https://expedia.ca/Richmond-Hotels-The-Jefferson-Hotel.h9868548.Hotel-Information) ![Omni Richmond Hotel](//images.trvl-media.com/lodging/1000000/20000/13900/13817/16c7de39_y.jpg) ### Omni Richmond Hotel 10/10 Excellent "It was great all around!!" [](https://expedia.ca/Richmond-Hotels-Omni-Richmond-Hotel.h13817.Hotel-Information) ![Linden Row Inn](//images.trvl-media.com/lodging/1000000/20000/14100/14059/9f1e05a8_y.jpg) ### Linden Row Inn 10/10 Excellent "Great historic property with a charming court yard." [](https://expedia.ca/Richmond-Hotels-Linden-Row-Inn.h14059.Hotel-Information) ![The Commonwealth](//images.trvl-media.com/lodging/1000000/40000/39900/39891/901fb2f8_y.jpg) ### The Commonwealth 10/10 Excellent "Staff are super nice and mind their business" [](https://expedia.ca/Richmond-Hotels-The-Commonwealth.h39891.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hotels near Ashland Station](https://www.expedia.ca/Ashland-Station-Hotels.d6194086.Travel-Guide-Hotels) - [Hanover County Hotels](https://www.expedia.ca/Destinations-In-Hanover-County.d553248635976432872.Hotel-Destinations) - [Cheap Hotels in Henrico County](https://www.expedia.ca/Destinations-In-Henrico-County-Cheap-Hotels.0-0-d553248635083916423-tCheapHotels.Hotel-Filter-Destinations) - [Pet-Friendly Hotels in Henrico County](https://www.expedia.ca/Destinations-In-Henrico-County-Pet-Friendly-Hotel.0-0-d553248635083916423-tPetfriendlyHotel.Hotel-Filter-Destinations) - 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[Car rentals in National Car Rental 648 Madrid Ave](https://www.expedia.ca/National-Car-Rental-at-648-Madrid-Ave-Kansas-City-Missouri-USA.v10222.Car-Rental-Guide-Location) - [Sixt Rental Cars in Glen Allen](https://www.expedia.ca/Sixt-Car-Rentals-In-Glen-Allen.d7357-c35.Car-Rental-Guide-Suppliers) - [Thrifty Car Rental Rental Cars in Doswell](https://www.expedia.ca/Thrifty-Car-Rental-Car-Rentals-In-Doswell.d10222-c45.Car-Rental-Guide-Suppliers) - [Innsbrook Vacation Rentals](https://www.expedia.ca/Innsbrook-Vacation-Rentals.d553248635074843437.Travel-Guide-VacationRentals) - [Things to do in Henrico County](https://www.expedia.ca/Things-To-Do-In-Henrico-County.d553248635083916423.Travel-Guide-Activities) - [Things to do in Innsbrook](https://www.expedia.ca/Things-To-Do-In-Innsbrook.d553248635074843437.Travel-Guide-Activities) - [Book Winery Hotels in Ashland on Expedia.com](https://www.expedia.com/Ashland-Hotels-Winery-Hotel.0-0-d6292-tWineryHotel.Travel-Guide-Filter-Hotels)