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 $135 ![](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 Ashland Winery Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6292&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6292&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [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) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6292&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Ashland Winery Hotels ![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) ![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) ![Combined shower/tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/83000000/82810000/82802200/82802155/f78f72fa.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 $234 CA $504 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Richmond-Hotels-Cozy-3-Bedroom-Close-To-College.h82802155.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) ![Lobby](https://images.trvl-media.com/lodging/35000000/34510000/34505700/34505697/b42c1d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/35000000/34510000/34505700/34505697/69349ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Virginia Cliffe Inn Glen Allen 9.6/10 Exceptional (116) "Wonderful charm to the property and grounds. Owner was very friendly and accommodating. We definitely would stay again. " CA $251 CA $287 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Richmond-Hotels-The-Virginia-Cliffe-Inn.h34505697.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) ![Interior](https://images.trvl-media.com/lodging/110000000/109410000/109406000/109405997/e6f91417.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) ![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) ### Cozy 2-bedroom farmhouse on 12 acres in New Kent County just 7 miles off of I64 New Kent 10/10 Exceptional (10) "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 $164 CA $300 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/New-Kent-Hotels-Cozy-2-Bedroom-Farmhouse-Situated-On-12-Acres-In-New-Kent-County-With-WiFi.h109405997.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) ![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) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/40600/40501/03578213.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) ### Hyatt Place Richmond/Arboretum North Chesterfield 7.8/10 Good (1010) "Room was clean staff and bar was nice " CA $154 CA $180 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Richmond-Hotels-Hyatt-Place-RichmondArboretum.h40501.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) ![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) ![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) ### The Berkeley Hotel Downtown Richmond 8.8/10 Excellent (1524) "The Front desk staff was excellent and friendly." CA $197 CA $229 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Richmond-Hotels-The-Berkeley-Hotel.h1860.Hotel-Information) ![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/112000000/111250000/111249600/111249510/f947137f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111250000/111249600/111249510/w1283h1698x0y0-5076d136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/112000000/111250000/111249600/111249510/w1284h945x0y1-aa5388bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111250000/111249600/111249510/9dd424b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom suite with WiFi and AC in Bon Air Bon Air 10/10 Exceptional (6) "It was a nice stay the host was prompt and answered any questions or concerns right away, she was very polite and helpful to me and family " CA $149 CA $297 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Richmond-Hotels-Charming-1-Bedroom-Suite-With-WiFi-And-AC-In-Bon-Air.h111249510.Hotel-Information) ![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 (97) "Clean, fun. and very kind and responsive owner. " CA $100 CA $135 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Richmond-Hotels-A-House-Full-Of-Steel-Balls-And-Games.h42645553.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) ![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) ![Lake](https://images.trvl-media.com/lodging/1000000/700000/696000/695938/51c40e6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Richmond Marriott Short Pump Glen Allen 8.6/10 Excellent (918) "Room was nice and clean and staff was friendly. " CA $189 CA $220 total includes taxes & fees Oct 26 - Oct 27 [](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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99340000/99336800/99336779/6b649ae7.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) ### Private Rural Retreat in Central King William County King William 10/10 Exceptional (11) "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 $456 CA $755 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/King-William-Hotels-Private-Rural-Retreat-In-Central-King-William-County.h99336779.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) ![Lobby](https://images.trvl-media.com/lodging/40000000/39820000/39811700/39811646/0088774a.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 (336) "This is my go to hotel when staying in Richmond. The location is close to lots of restaurants and shopping. The staff is always courtesy and professional. The rooms are spacious and clean. " CA $197 CA $234 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Richmond-Hotels-Residence-Inn-Richmond-MidtownGlenside.h39811646.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=2025-10-28&endDate=2025-10-29®ionId=6292&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Ashland Hotel Reviews ![Hyatt Place Richmond Airport](//images.trvl-media.com/lodging/3000000/2390000/2385400/2385332/58ccc3ab_y.jpg) ### Hyatt Place Richmond Airport 10/10 Excellent "The airport shuttle to the hotel was what was a deciding factor in staying there. When we arrived after midnight the check in was fast, and easy. The room was large, clean and quiet. " [](https://expedia.ca/Richmond-Hotels-Hyatt-Place-Richmond-Airport.h2385332.Hotel-Information) ![The Commonwealth](//images.trvl-media.com/lodging/1000000/40000/39900/39891/901fb2f8_y.jpg) ### The Commonwealth 10/10 Excellent "Such a cool hotel " [](https://expedia.ca/Richmond-Hotels-The-Commonwealth.h39891.Hotel-Information) ![Omni Richmond Hotel](//images.trvl-media.com/lodging/1000000/20000/13900/13817/16c7de39_y.jpg) ### Omni Richmond Hotel 10/10 Excellent "I left an important item at the hotel. Ms. Deborah made sure that I got my item. I tried to give her a ministry gift and she declined. I want to say thank you to her and that the Omni should know what an asset that she is. I am forever greatful." [](https://expedia.ca/Richmond-Hotels-Omni-Richmond-Hotel.h13817.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 "This hotel is located outside Richmond with easy access to I 64. Very minimalist, clean, efficient. Loved the blackout shades! Great for an overnight; slept great. " [](https://expedia.ca/Richmond-Hotels-Quality-Inn-West-End.h15606.Hotel-Information) ![The Berkeley Hotel](//images.trvl-media.com/lodging/1000000/10000/1900/1860/2c75da2c_y.jpg) ### The Berkeley Hotel 10/10 Excellent "old motif but very clean. place had a good charm " [](https://expedia.ca/Richmond-Hotels-The-Berkeley-Hotel.h1860.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 "Clean and staff was amazing " [](https://expedia.ca/Richmond-Hotels-Comfort-Suites-At-Virginia-Center-Commons.h1916044.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 "Friendly, respectful and knowledgeable staff. " [](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 good. Enjoy my stay. Nice big room and cleanliness. Love bathroom and toiletries. Only stayed 1 nite. Staff was pleasant. Hope to stay longer on next visit." [](https://expedia.ca/Richmond-Hotels-Holiday-Inn-Express-Richmond-Midtown.h24653.Hotel-Information) ![Regency Inn Richmond](//images.trvl-media.com/lodging/1000000/20000/13900/13851/d4110985_y.jpg) ### Regency Inn Richmond 10/10 Excellent "The rooms are always clean, housekeeping comes around daily if you need anything.The front desk staff are always super helpful and very polite. Especially Megan, she's always extremely helpful and polite. " [](https://expedia.ca/Richmond-Hotels-Regency-Inn-Richmond.h13851.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) - [Henrico County Hotels](https://www.expedia.ca/Destinations-In-Henrico-County.d553248635083916423.Hotel-Destinations) - [Green Hotels in Virginia](https://www.expedia.ca/Destinations-In-Virginia-Green-Sustainable.0-0-d248-tGreenSustainable.Hotel-Filter-Destinations) - 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[Flights from Hanover](https://www.expedia.ca/lp/flights/6344703/flights-from-hanover) - [Visit Doswell](https://www.expedia.ca/Doswell.dx10222) - [Visit Glen Allen](https://www.expedia.ca/Glen-Allen.dx7357) - [Visit Henrico County](https://www.expedia.ca/Henrico-County.dx553248635083916423) - [Visit Innsbrook](https://www.expedia.ca/Innsbrook.dx553248635074843437) - [Lavender Fields Herb Farm](https://www.expedia.ca/Lavender-Fields-Herb-Farm-Richmond.d553248621532661508.Vacation-Attraction) - [Lewis Ginter Botanical Garden](https://www.expedia.ca/Lewis-Ginter-Botanical-Garden-Lakeside.d6083635.Vacation-Attraction) - [Meadow Event Park](https://www.expedia.ca/Meadow-Event-Park-Richmond.d6242157.Vacation-Attraction) - [Car rental Doswell](https://www.expedia.ca/Car-Rentals-In-Doswell.d10222.Car-Rental-Guide) - [Car rental Glen Allen](https://www.expedia.ca/Car-Rentals-In-Glen-Allen.d7357.Car-Rental-Guide) - [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)