Title: TOP Winery Hotels in Southside, VA for 2025 | Expedia.co.uk [Southside Travel Guide](https://expedia.co.uk/Southside.dx6346599)[Hotels in Southside](https://expedia.co.uk/Southside-Hotels.d6346599.Travel-Guide-Hotels)[Holiday Rentals in Southside](https://expedia.co.uk/Southside-Holiday-Rentals.d6346599.Travel-Guide-HolidayRentals)[Flights to Southside](https://expedia.co.uk/Cheap-Flights-To-Southside.d6346599.Travel-Guide-Flights)[Southside Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Southside.d6346599.Car-Hire-Guide)[Southside Holidays](https://expedia.co.uk/Southside.d6346599.Holidays-City-Breaks) ![Richmond can be a #winterwonder when the James River gets icy! #winterwonders](https://images.trvl-media.com/place/2993/0bb840f5-55ac-4430-8454-0273f7febc89.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Brian Beard # Search Winery Hotels in Southside - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Southside Winery Hotels Tonight [7 Nov - 8 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6346599&startDate=2025-11-07&endDate=2025-11-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [8 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6346599&startDate=2025-11-08&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6346599&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6346599&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southside Winery Hotels ![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) ![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) ![Premium bedding, pillow-top 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 (1001) "Clean room and friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis £97 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Richmond-Hotels-Hyatt-Place-RichmondArboretum.h40501.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) ![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) ![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) ### Charming 1-bedroom suite with WiFi and AC in Bon Air Bon Air 10/10 Exceptional (7) "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 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica H. £241 includes taxes & fees 3 Dec - 4 Dec [](https://www.expedia.co.uk/Richmond-Hotels-Charming-1-Bedroom-Suite-With-WiFi-And-AC-In-Bon-Air.h111249510.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120830000/120825800/120825797/f608bc8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120830000/120825800/120825797/5cb88ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120830000/120825800/120825797/78950bf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/121000000/120830000/120825800/120825797/4e2768ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Professional & Functional Modern Stay Near Hospitals,Sky Lounge + Outdoor Pool Old Town Manchester [](https://www.expedia.co.uk/Richmond-Hotels-Sky-Lounge-Pool.h120825797.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/112000000/111290000/111282500/111282454/e698f016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111290000/111282500/111282454/117b19cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111290000/111282500/111282454/47d151a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111290000/111282500/111282454/7282c620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1BR Apt Private Balcony, Gym, Yoga, Pool & Co-Working Space Old Town Manchester £270 includes taxes & fees 8 Nov - 9 Nov [](https://www.expedia.co.uk/Richmond-Hotels-Luxury-1-Bedroom-Apartment-In-Richmond.h111282454.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12133/44682183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/bathtub, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/20000/12200/12133/3a0e1834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/20000/12200/12133/67391eb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/12200/12133/c748764c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Richmond-North Chesterfield Midlothian 6.2/10 (755) "Nice and clean and affordable. Exactly what I needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William £82 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/Richmond-Hotels-Econo-Lodge.h12133.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/35000000/34510000/34505700/34505697/142d15a7.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) ![Interior](https://images.trvl-media.com/lodging/35000000/34510000/34505700/34505697/6ee47e02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Virginia Cliffe Inn Glen Allen 9.6/10 Exceptional (118) "This was a wonderful bed and breakfast. We enjoyed everything about it!! 😌" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christi [](https://www.expedia.co.uk/Richmond-Hotels-The-Virginia-Cliffe-Inn.h34505697.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/19000000/18090000/18087400/18087365/54097e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily cooked-to-order breakfast ](https://images.trvl-media.com/lodging/19000000/18090000/18087400/18087365/aa70ef79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed | Individually decorated, individually furnished, desk, iron/ironing board](https://images.trvl-media.com/lodging/19000000/18090000/18087400/18087365/0dfaf3d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed | Individually decorated, individually furnished, desk, iron/ironing board](https://images.trvl-media.com/lodging/19000000/18090000/18087400/18087365/66adde65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ragland Mansion Bed & Breakfast Petersburg 9.8/10 Exceptional (359) "Claudia is a wonderful host. Loved that there is a dog friendly room!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine £123 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Petersburg-Hotels-Ragland-Mansion-Bed-Breakfast.h18087365.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/7b6d4f7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/f45fc0a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/75f72229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/5d9f1c91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations Richmond 9.6/10 Exceptional (112) "Thank you for an amazing and peaceful experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jam 4. £173 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Richmond-Hotels-A-Cozy-And-Classic-Hatteras-43-Yacht-In-One-Of-The-Best-James-River-Locations.h26832035.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113120000/113113200/113113175/d50239b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s area](https://images.trvl-media.com/lodging/114000000/113120000/113113200/113113175/06eb0e3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113120000/113113200/113113175/1698f34f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/114000000/113120000/113113200/113113175/7ca468fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom home, with lake access, in the Richmond metro area. Quinton 10/10 Exceptional (6) £126 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Quinton-Hotels-Charming-2-Bedroom-Home.h113113175.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) ![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) ![Interior](https://images.trvl-media.com/lodging/110000000/109410000/109406000/109405997/e6f91417.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 (11) "Great spot. Interesting old house, wish the walls could talk. It was very clean, great AC (on an extremely hot day), plenty of parking, and very quiet. Erik was a great host and super responsive. I woukd definitely come back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott s. £185 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/New-Kent-Hotels-Cozy-2-Bedroom-Farmhouse-Situated-On-12-Acres-In-New-Kent-County-With-WiFi.h109405997.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.co.uk/Hotel-Search?startDate=2025-11-21&endDate=2025-11-22®ionId=6346599&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Southside Hotel Reviews ![The Jefferson Hotel](//images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/c8b04136_y.jpg) ### The Jefferson Hotel 10/10 Excellent "Great five star stay" [](https://expedia.co.uk/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 "The staff was pleasant and professional. We arrived several hours early before check-in and granted " [](https://expedia.co.uk/Richmond-Hotels-Omni-Richmond-Hotel.h13817.Hotel-Information) ![Hyatt Place Richmond Airport](//images.trvl-media.com/lodging/3000000/2390000/2385400/2385332/58ccc3ab_y.jpg) ### Hyatt Place Richmond Airport 10/10 Excellent "The room was clean and the staff were very helpful." [](https://expedia.co.uk/Richmond-Hotels-Hyatt-Place-Richmond-Airport.h2385332.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 "Easy check in…nice suite…great price " [](https://expedia.co.uk/Richmond-Hotels-Holiday-Inn-Hotel-And-Suites-Richmond-West-End.h15606.Hotel-Information) ![Best Western Premier Richmond City Gateway](//images.trvl-media.com/lodging/1000000/20000/10300/10271/826922f7_y.jpg) ### Best Western Premier Richmond City Gateway 10/10 Excellent "Very Clean rooms & friendly staff. " [](https://expedia.co.uk/Richmond-Hotels-Best-Western-Premier-Richmond-City-Gateway.h10271.Hotel-Information) ![The Commonwealth](//images.trvl-media.com/lodging/1000000/40000/39900/39891/901fb2f8_y.jpg) ### The Commonwealth 10/10 Excellent "Yed, very" [](https://expedia.co.uk/Richmond-Hotels-The-Commonwealth.h39891.Hotel-Information) ![Regency Inn Richmond](//images.trvl-media.com/lodging/1000000/20000/13900/13851/d4110985_y.jpg) ### Regency Inn Richmond 10/10 Excellent "The service from the front desk employees is phenomenal. They make going to this hotel worth it. They went above and beyond for me!" [](https://expedia.co.uk/Richmond-Hotels-Regency-Inn-Richmond.h13851.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 "We had a delayed flight and I called to check in after 12:30 am. They held the room and 3 employees were happily waiting. ( Granted 1 was in training but one remembered our 4 AM check out last week. Since we got to take advantage of all amenities this time, I still highly recommend this hotel. Clean rooms, hallways, elevators, nice pool for laps, good breakfast choices, huge room, comfy bed and pillows, good room temperature, gym with all you need for balanced work out. " [](https://expedia.co.uk/Richmond-Hotels-Comfort-Suites-At-Virginia-Center-Commons.h1916044.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [5 Star Hotels in Bon Air](https://www.expedia.co.uk/5Star-Bon-Air-Richmond-Hotels.s50-n3000459823-0.Travel-Guide-Filter-Hotels) - [Hotels near Altria Theater](https://www.expedia.co.uk/Altria-Theater-Hotels.0-l6083633-0.Travel-Guide-Filter-Hotels) - [Hotels near American Civil War Center at Historic Tredegar](https://www.expedia.co.uk/American-Civil-War-Center-At-Historic-Tredegar-Hotels.0-l6083607-0.Travel-Guide-Filter-Hotels) - [Bon Air Hotels](https://www.expedia.co.uk/Bon-Air-Richmond-Hotels.0-n3000459823-0.Travel-Guide-Filter-Hotels) - [British Camp Farms Hotels](https://www.expedia.co.uk/British-Camp-Farms-Richmond-Hotels.0-n782537819992031232-0.Travel-Guide-Filter-Hotels) - [Byrd Park Hotels](https://www.expedia.co.uk/Byrd-Park-Richmond-Hotels.0-n782537857143689216-0.Travel-Guide-Filter-Hotels) - 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[Yoga Hotels in Virginia](https://www.expedia.co.uk/Destinations-In-Virginia-Yoga-Hotels.0-0-d248-tYogaHotels.Hotel-Filter-Destinations) - [Virginia Hotels](https://www.expedia.co.uk/Destinations-In-Virginia.d248.Hotel-Destinations) - [Downtown Richmond Hotels](https://www.expedia.co.uk/Downtown-Richmond-Richmond-Hotels.0-n6056998-0.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Fan District](https://www.expedia.co.uk/Fan-District-Richmond-Hotels-Gay-Friendly-Hotel.0-n6344674-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Fan District Hotels](https://www.expedia.co.uk/Fan-District-Richmond-Hotels.0-n6344674-0.Travel-Guide-Filter-Hotels) - [Huguenot Hotels](https://www.expedia.co.uk/Huguenot-Richmond-Hotels.0-n782538022288117760-0.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Manchester](https://www.expedia.co.uk/Manchester-Richmond-Hotels-Gay-Friendly-Hotel.0-n553248635976480340-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Manchester Hotels](https://www.expedia.co.uk/Manchester-Richmond-Hotels.0-n553248635976480340-0.Travel-Guide-Filter-Hotels) - 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[Stony Point Hotels](https://www.expedia.co.uk/Stony-Point-Richmond-Hotels.0-n782538219602755584-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Virginia Beach](https://www.expedia.co.uk/Virginia-Beach-Hotels-Adults-Only-Resorts.0-0-d10271-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Hotels with Parking in Virginia Beach](https://www.expedia.co.uk/Virginia-Beach-Hotels-Hotel-With-Parking.0-0-d10271-thotelwithparking.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Virginia Beach](https://www.expedia.co.uk/Virginia-Beach-Hotels-Hotels-With-Waterslides.0-0-d10271-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Safari Hotels in Virginia Beach](https://www.expedia.co.uk/Virginia-Beach-Hotels-Safari-Hotel.0-0-d10271-tsafarihotel.Travel-Guide-Filter-Hotels) - [Walmsley Hotels](https://www.expedia.co.uk/Walmsley-Richmond-Hotels.0-n782538249827012608-0.Travel-Guide-Filter-Hotels) - [Westlake Hills Hotels](https://www.expedia.co.uk/Westlake-Hills-Richmond-Hotels.0-n782538267064991744-0.Travel-Guide-Filter-Hotels) - 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[Midlothian Holiday Rentals](https://www.expedia.co.uk/Midlothian-Holiday-Rentals.d8665.Travel-Guide-HolidayRentals) - [Near West End Holiday Rentals](https://www.expedia.co.uk/Near-West-End-Holiday-Rentals.d6346458.Travel-Guide-HolidayRentals) - [Things to do in Midlothian](https://www.expedia.co.uk/Things-To-Do-In-Midlothian.d8665.Travel-Guide-Activities) - [Book Winery Hotels in Southside on Expedia.com](https://www.expedia.com/Southside-Hotels-Winery-Hotel.0-0-d6346599-tWineryHotel.Travel-Guide-Filter-Hotels)