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 ![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 Southside Romantic Hotels Tonight [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=6346599&startDate=2025-10-05&endDate=2025-10-06&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=6346599&startDate=2025-10-06&endDate=2025-10-07&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6346599&startDate=2025-10-10&endDate=2025-10-12&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6346599&startDate=2025-10-17&endDate=2025-10-19&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southside Romantic Hotels ![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) ![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) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/20000000/19970000/19966800/19966775/09a5c515.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) "Great stay" CA $138 CA $160 total includes taxes & fees Oct 19 - Oct 20 [](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) ![Garden](https://images.trvl-media.com/lodging/1000000/20000/14100/14059/6d86f27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/14100/14059/d9379517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Linden Row Inn Downtown Richmond 9.2/10 Wonderful (1210) "The staff was very welcoming and the hotel was historical and comfortable " CA $143 CA $166 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Richmond-Hotels-Linden-Row-Inn.h14059.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) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42650000/42645600/42645553/7788227b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/43000000/42650000/42645600/42645553/9b8d5fe2.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) ### 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/1000000/30000/25900/25870/bd00ac08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25900/25870/60d72a48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25900/25870/b22fc19c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/25900/25870/189e9043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Points by Sheraton Richmond North Chesterfield 8.6/10 Excellent (1000) "Our room was in great condition, with updated bath. We stayed only one night so free, convenient parking and safe area were important to us. " CA $183 CA $213 total includes taxes & fees Oct 12 - Oct 13 [](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](https://images.trvl-media.com/lodging/1000000/440000/435600/435531/7805f54d.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) ![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) ### DoubleTree by Hilton Richmond - Midlothian North Chesterfield 8.0/10 Very good (1000) "Enjoyed my stay. " CA $208 CA $242 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Richmond-Hotels-Doubletree-By-Hilton-Richmond-Midlothian.h435531.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) ![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/35000000/34510000/34505700/34505697/6ee47e02.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) ### 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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/16c7de39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite, 1 King Bed with Sofa bed, City View (Spacious)](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/3ef241cf.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) ![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) ### Omni Richmond Hotel Downtown Richmond 9.0/10 Wonderful (1197) "Great stay " CA $222 CA $258 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Richmond-Hotels-Omni-Richmond-Hotel.h13817.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2190000/2187100/2187033/6e366d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/3000000/2190000/2187100/2187033/c96ed0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2190000/2187100/2187033/e9cfe715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2190000/2187100/2187033/3356f814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Richmond North Glen Allen 8.6/10 Excellent (835) "Very nice stay" CA $149 CA $174 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Richmond-Hotels-Courtyard-By-Marriott-Richmond-North.h2187033.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/12000000/11590000/11581300/11581272/65e09bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Balcony | City view](https://images.trvl-media.com/lodging/12000000/11590000/11581300/11581272/d5cdd8df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/12000000/11590000/11581300/11581272/d409e791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/12000000/11590000/11581300/11581272/bf53a785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quirk Hotel Richmond Downtown Richmond 9.0/10 Wonderful (1002) "Beautiful old department store converted into a wonderful hotel. " CA $236 CA $277 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Richmond-Hotels-Quirk-Hotel-Richmond.h11581272.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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169422/f1861d97.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 (1001) "Perfect hotel if your seeing show at Allianz.. nice courtyard and connecting pool. " CA $212 CA $247 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Richmond-Hotels-Hilton-Richmond-Downtown.h2169422.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=2025-10-19&endDate=2025-10-20®ionId=6346599&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Southside Hotel Reviews ![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) ![Hyatt Place Richmond/Arboretum](//images.trvl-media.com/lodging/1000000/50000/40600/40501/563e995d_y.jpg) ### Hyatt Place Richmond/Arboretum 10/10 Excellent "I was surprised that the parking had fees but I'm glad it was waived. It will be fair to have it clear for customers." [](https://expedia.ca/Richmond-Hotels-Hyatt-Place-RichmondArboretum.h40501.Hotel-Information) ![The Berkeley Hotel](//images.trvl-media.com/lodging/1000000/10000/1900/1860/2c75da2c_y.jpg) ### The Berkeley Hotel 10/10 Excellent "The Front desk staff was excellent and friendly." [](https://expedia.ca/Richmond-Hotels-The-Berkeley-Hotel.h1860.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 "We stayed only one night but was very pleasant " [](https://expedia.ca/Richmond-Hotels-Wingate-By-Wyndham-Richmond-Short-Pump.h2221148.Hotel-Information) ![Four Points by Sheraton Richmond](//images.trvl-media.com/lodging/1000000/30000/25900/25870/bd00ac08_y.jpg) ### Four Points by Sheraton Richmond 10/10 Excellent "Very clean rooms. Staff was kind and helpful. 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