Title: Book the Best ROMANTIC Hotels in Southside, VA - Southside Romantic Getaways | Expedia.ca [Southside Travel Guide](https://expedia.ca/Southside.dx6346599)[Hotels in Southside](https://expedia.ca/Southside-Hotels.d6346599.Travel-Guide-Hotels)[Vacation Rentals in Southside](https://expedia.ca/Southside-Vacation-Rentals.d6346599.Travel-Guide-VacationRentals)[Flights to Southside](https://expedia.ca/Cheap-Flights-To-Southside.d6346599.Travel-Guide-Flights)[Southside Car Rentals](https://expedia.ca/Car-Rentals-In-Southside.d6346599.Car-Rental-Guide)[Southside Vacation Packages](https://expedia.ca/Southside.d6346599.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/d89a1369870f94185b3ca50a611dc10a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Southside, VA - ![](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 Southside Romantic Hotels Tonight [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6346599&startDate=2025-11-01&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=6346599&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6346599&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6346599&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Southside Romantic Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25900/25870/bd00ac08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/30000/25900/25870/4d0b3a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/1000000/30000/25900/25870/60d72a48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/1000000/30000/25900/25870/b22fc19c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Points by Sheraton Richmond North Chesterfield 8.6/10 Excellent (1001) "Hotel staff was very nice and helpful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $154 CA $179 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Richmond-Hotels-Four-Points-By-Sheraton-Richmond.h25870.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/440000/435600/435531/6bd14c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/440000/435600/435531/84e56bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/440000/435600/435531/5008c37d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/440000/435600/435531/w3837h2561x3y0-ac0d4af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Richmond - Midlothian North Chesterfield 8.0/10 Very good (1006) "The staffing was great and the hotel was clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katrina CA $209 CA $243 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Richmond-Hotels-Doubletree-By-Hilton-Richmond-Midlothian.h435531.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/20000000/19970000/19966800/19966775/7965cc78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served, American cuisine](https://images.trvl-media.com/lodging/20000000/19970000/19966800/19966775/w3840h2557x0y3-9a45bf92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/20000000/19970000/19966800/19966775/w3840h2557x0y3-463ec274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/20000000/19970000/19966800/19966775/b8f48d41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Virginia Crossings Hotel, Tapestry Collection by Hilton Glen Allen 8.8/10 Excellent (1003) "People were great Room was beautiful Bed was super comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $131 CA $152 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Richmond-Hotels-Virginia-Crossings-Hotel.h19966775.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/1000000/20000/14100/14059/9f1e05a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed | View from room](https://images.trvl-media.com/lodging/1000000/20000/14100/14059/9e7b0844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/14100/14059/cbdf2dbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/20000/14100/14059/6d86f27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Linden Row Inn Downtown Richmond 9.2/10 Wonderful (1233) "Great place in a great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alice CA $173 CA $201 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Richmond-Hotels-Linden-Row-Inn.h14059.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/16c7de39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/b953af15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/290f6723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/60f9394f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni Richmond Hotel Downtown Richmond 9.0/10 Wonderful (1222) "Great stay thank you " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mark CA $212 CA $246 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Richmond-Hotels-Omni-Richmond-Hotel.h13817.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) ![Interior](https://images.trvl-media.com/lodging/35000000/34510000/34505700/34505697/142d15a7.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.ca/Richmond-Hotels-The-Virginia-Cliffe-Inn.h34505697.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/c8b04136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/42160159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/75ad00e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, lobby lounge](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/3e925324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jefferson Hotel Downtown Richmond 9.8/10 Exceptional (1021) "The Jefferson hotel was full of history and magnificence. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise CA $427 CA $497 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Richmond-Hotels-The-Jefferson-Hotel.h9868548.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169422/ac129764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169422/4dc32993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169422/1e4e2ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169422/44725a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Richmond Downtown Downtown Richmond 8.4/10 Very good (1002) "Everything is perfect " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mirjana CA $206 CA $239 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Richmond-Hotels-Hilton-Richmond-Downtown.h2169422.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) ![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) ![Marina](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/f45fc0a3.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. CA $161 CA $311 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Richmond-Hotels-A-Cozy-And-Classic-Hatteras-43-Yacht-In-One-Of-The-Best-James-River-Locations.h26832035.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) ![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) ![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) ![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 (98) "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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $100 CA $134 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Richmond-Hotels-A-House-Full-Of-Steel-Balls-And-Games.h42645553.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=2025-11-16&endDate=2025-11-17®ionId=6346599&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Southside Hotel Reviews ![Omni Richmond Hotel](//images.trvl-media.com/lodging/1000000/20000/13900/13817/16c7de39_y.jpg) ### Omni Richmond Hotel 10/10 Excellent "Agent at the check-in desk was very helpful and patient with me. I really appreciated her professionalism " [](https://expedia.ca/Richmond-Hotels-Omni-Richmond-Hotel.h13817.Hotel-Information) ![The Jefferson Hotel](//images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/c8b04136_y.jpg) ### The Jefferson Hotel 10/10 Excellent "Wonderful two nights! The Jefferson has great food, wonderful accommodations, and an interested staff. We always enjoy our time with the Jefferson " [](https://expedia.ca/Richmond-Hotels-The-Jefferson-Hotel.h9868548.Hotel-Information) ![Wingate by Wyndham Richmond Short Pump](//images.trvl-media.com/lodging/3000000/2230000/2221200/2221148/365d1341_y.jpg) ### Wingate by Wyndham Richmond Short Pump 10/10 Excellent "YES" [](https://expedia.ca/Richmond-Hotels-Wingate-By-Wyndham-Richmond-Short-Pump.h2221148.Hotel-Information) ![Hyatt Place Richmond/Arboretum](//images.trvl-media.com/lodging/1000000/50000/40600/40501/563e995d_y.jpg) ### Hyatt Place Richmond/Arboretum 10/10 Excellent "Clean room and friendly staff" [](https://expedia.ca/Richmond-Hotels-Hyatt-Place-RichmondArboretum.h40501.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 to leave early and did not try breakfast - our room wasn't ready and we got upgraded - the lady at the front desk was very helpful, and the upgrade still fit our needs perfectly. We were happy with our stay, and may stay again soon. We visited for my husband's surgery at the VA hospital, and we were informed that Choice Hotels offers help to Veterans under these conditions. We intend to check into this for our next stay. " [](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 "We did not have breakfast. The room was nice. The bathroom is very tiny. The hotel and room were very clean. Good location. 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