Title: TOP Winery Hotels in Southside, VA for 2026 | 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) ![Aerial photograph of Virginia International Raceway or VIR.](https://images.trvl-media.com/place/6346599/1a7d6112-1df3-4340-a1b1-00995ece53a1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6346599/1a7d6112-1df3-4340-a1b1-00995ece53a1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [20 Jan - 21 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6346599&startDate=2026-01-20&endDate=2026-01-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [21 Jan - 22 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6346599&startDate=2026-01-21&endDate=2026-01-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6346599&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [30 Jan - 1 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6346599&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southside hotels with winery ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/40600/40501/589ca81e.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40600/40501/d34d32a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio Suite, 1 King Bed with Sofa bed, Accessible, Bathtub | Premium bedding, pillow-top beds, desk, laptop workspace](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 [](https://www.expedia.co.uk/Richmond-Hotels-Hyatt-Place-RichmondArboretum.h40501.Hotel-Information) North Chesterfield 8.0/10 Very good (1,007 reviews) "Check in very warm & personalble. Room clean & amenities excellent " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline £96 includes taxes & fees 1 Feb - 2 Feb [](https://www.expedia.co.uk/Richmond-Hotels-Hyatt-Place-RichmondArboretum.h40501.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) ![Exterior](https://images.trvl-media.com/lodging/112000000/111290000/111282500/111282454/7282c620.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) ![Fitness facility](https://images.trvl-media.com/lodging/112000000/111290000/111282500/111282454/fc4ac9b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1BR Apt Private Balcony, Gym, Yoga, Pool & Co-Working Space [](https://www.expedia.co.uk/Richmond-Hotels-Luxury-1-Bedroom-Apartment-In-Richmond.h111282454.Hotel-Information) Old Town Manchester £225 includes taxes & fees 23 Jan - 24 Jan [](https://www.expedia.co.uk/Richmond-Hotels-Luxury-1-Bedroom-Apartment-In-Richmond.h111282454.Hotel-Information) ![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/112000000/111250000/111249600/111249510/3e6967a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111250000/111249600/111249510/873a7168_edited_2932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111250000/111249600/111249510/18a32796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom suite with WiFi and AC in Bon Air [](https://www.expedia.co.uk/Richmond-Hotels-Charming-1-Bedroom-Suite-With-WiFi-And-AC-In-Bon-Air.h111249510.Hotel-Information) Bon Air 10/10 Exceptional (8 reviews) "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. £221 includes taxes & fees 26 Jan - 27 Jan [](https://www.expedia.co.uk/Richmond-Hotels-Charming-1-Bedroom-Suite-With-WiFi-And-AC-In-Bon-Air.h111249510.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12200/12133/723d4e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking, Jetted Tub | Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/12200/12133/9dceed58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12133/44682183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12200/12133/353363bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Richmond-North Chesterfield [](https://www.expedia.co.uk/Richmond-Hotels-Econo-Lodge.h12133.Hotel-Information) Midlothian 6.2/10 (759 reviews) "." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristian £80 includes taxes & fees 18 Feb - 19 Feb [](https://www.expedia.co.uk/Richmond-Hotels-Econo-Lodge.h12133.Hotel-Information) ![Room, 1 Queen Bed | Living area | 45-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/19000000/18090000/18087400/18087365/7d875989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![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) ![Room, 1 Queen Bed | Individually decorated, individually furnished, desk, iron/ironing board](https://images.trvl-media.com/lodging/19000000/18090000/18087400/18087365/98388c85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ragland Mansion Bed & Breakfast [](https://www.expedia.co.uk/Petersburg-Hotels-Ragland-Mansion-Bed-Breakfast.h18087365.Hotel-Information) Petersburg 9.8/10 Exceptional (363 reviews) "Everything was great! The room was spacious and clean, the amenities exceeded expectations and the staff was superb! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kris £125 includes taxes & fees 3 Feb - 4 Feb [](https://www.expedia.co.uk/Petersburg-Hotels-Ragland-Mansion-Bed-Breakfast.h18087365.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34510000/34505700/34505697/5bf87aa9.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 [](https://www.expedia.co.uk/Richmond-Hotels-The-Virginia-Cliffe-Inn.h34505697.Hotel-Information) Glen Allen 9.6/10 Exceptional (121 reviews) "The room was lovely and spotless. The grounds are beautiful. Judy does a delicious breakfast! She was very friendly and chatted a bit, which I appreciated since I was the only guest at the table." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia [](https://www.expedia.co.uk/Richmond-Hotels-The-Virginia-Cliffe-Inn.h34505697.Hotel-Information) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/c31357d0.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) ![Premium bedding, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/bf308e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/2c75da2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Berkeley Hotel [](https://www.expedia.co.uk/Richmond-Hotels-The-Berkeley-Hotel.h1860.Hotel-Information) Downtown Richmond 8.8/10 Excellent (1,540 reviews) "We had a very nice stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David £135 includes taxes & fees 19 Feb - 20 Feb [](https://www.expedia.co.uk/Richmond-Hotels-The-Berkeley-Hotel.h1860.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/4bcf03c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/abb26aa5.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/27000000/26840000/26832100/26832035/7b6d4f7a.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 [](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) Richmond 9.6/10 Exceptional (113 reviews) "2nd time staying at this property and definitely won’t be the last! Amazing location and great host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexis S. £162 includes taxes & fees 5 Feb - 6 Feb [](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) ![Beach nearby](https://images.trvl-media.com/lodging/114000000/113120000/113113200/113113175/7ca468fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113120000/113113200/113113175/934afae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/114000000/113120000/113113200/113113175/e5731aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113120000/113113200/113113175/21725bc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom home, with lake access, in the Richmond metro area. [](https://www.expedia.co.uk/Quinton-Hotels-Charming-2-Bedroom-Home.h113113175.Hotel-Information) Quinton 10/10 Exceptional (11 reviews) "We only stayed one night, but we will look to stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim J. £118 includes taxes & fees 21 Jan - 22 Jan [](https://www.expedia.co.uk/Quinton-Hotels-Charming-2-Bedroom-Home.h113113175.Hotel-Information) ![Free daily self-service breakfast ](https://images.trvl-media.com/lodging/1000000/470000/460400/460312/f1ffebc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking | Desk, laptop workspace, iron/ironing board, free wired Internet](https://images.trvl-media.com/lodging/1000000/470000/460400/460312/6548da5c.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/470000/460400/460312/8eba4923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn Richmond North [](https://www.expedia.co.uk/Richmond-Hotels-Sleep-Inn-Richmond-North.h460312.Hotel-Information) Richmond 7.8/10 Good (776 reviews) "Nice place to be" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dotun £55 includes taxes & fees 15 Feb - 16 Feb [](https://www.expedia.co.uk/Richmond-Hotels-Sleep-Inn-Richmond-North.h460312.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=2026-02-03&endDate=2026-02-04®ionId=6346599&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Southside Hotel Reviews ![Omni Richmond Hotel](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/16c7de39_y.jpg) ### Omni Richmond Hotel 10/10 Excellent "Spotless room and attentive staff." [](https://expedia.co.uk/Richmond-Hotels-Omni-Richmond-Hotel.h13817.Hotel-Information) ![Comfort Suites At Virginia Center Commons](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916044/1baddeab_y.jpg) ### Comfort Suites At Virginia Center Commons 10/10 Excellent "Friendly staff, easy check-in and check-out." [](https://expedia.co.uk/Richmond-Hotels-Comfort-Suites-At-Virginia-Center-Commons.h1916044.Hotel-Information) ![Regency Inn Richmond](https://images.trvl-media.com/lodging/1000000/20000/13900/13851/d4110985_y.jpg) ### Regency Inn Richmond 10/10 Excellent "Everything " [](https://expedia.co.uk/Richmond-Hotels-Regency-Inn-Richmond.h13851.Hotel-Information) ![Delta Hotels by Marriott Richmond Downtown](https://images.trvl-media.com/lodging/1000000/20000/11700/11679/417cd633_y.jpg) ### Delta Hotels by Marriott Richmond Downtown 10/10 Excellent "Woman at front desk was wonderful" [](https://expedia.co.uk/Richmond-Hotels-Delta-Hotels-By-Marriott-Richmond-Downtown.h11679.Hotel-Information) ![Linden Row Inn](https://images.trvl-media.com/lodging/1000000/20000/14100/14059/9f1e05a8_y.jpg) ### Linden Row Inn 10/10 Excellent "A hidden gem in Richmond. Rooms are large and clean and staff very helpful. Great private inner courtyard. " [](https://expedia.co.uk/Richmond-Hotels-Linden-Row-Inn.h14059.Hotel-Information) ![The Jefferson Hotel](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/c8b04136_y.jpg) ### The Jefferson Hotel 10/10 Excellent "Great hotel ideally located. " [](https://expedia.co.uk/Richmond-Hotels-The-Jefferson-Hotel.h9868548.Hotel-Information) ![Best Western Premier Richmond City Gateway](https://images.trvl-media.com/lodging/1000000/20000/10300/10271/826922f7_y.jpg) ### Best Western Premier Richmond City Gateway 10/10 Excellent "Clean room, variety of breakfast options. 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