Title: Southside Vacation Packages & Trips 2026 from CA $1,077 | 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) ![](https://images.trvl-media.com/place/2993/0bb840f5-55ac-4430-8454-0273f7febc89.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southside Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Brian Beard - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Southside Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Club Wyndham Kingsgate](https://images.trvl-media.com/lodging/1000000/430000/425200/425163/c1ddc325_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Club Wyndham Kingsgate CA $1,077 per person Feb 17 - Feb 22 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 8.8/10 Excellent! (1,000 reviews) Room was clean and spacious! Full updated kitchen was great! Close to nearby attractions. Would stay here again!!! Reviewed on Nov 17, 2025 ![Wedmore Place](https://images.trvl-media.com/lodging/2000000/1630000/1620700/1620663/76dd9569_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wedmore Place CA $1,272 per person Feb 1 - Feb 8 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 9.4/10 Exceptional! (1,002 reviews) Wonder experience! The staff were friendly and made the experience amazing; you can tell they love their work. A beautiful hotel in a great vineyard setting. The winery and tasting room and the onsite tavern (restaurant) were exceptional-be sure to make advance reservations, Reviewed on Dec 12, 2025 ![Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel](https://images.trvl-media.com/lodging/1000000/810000/806400/806310/165fc5e4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel Colonial Williamsburg CA $1,347 per person Jan 24 - Jan 31 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 8.8/10 Excellent! (1,608 reviews) No the breakfast menu is poor plus you stopped serving egg and protein sandwichs. Did you ever have to try and eat when no one from your staff will ask anyone to sit out of the dining room so others can eat! I have asked for two years and all staff members just roll their eyes. And you cancelled the food at the small cafe. How would you like to arrive late thinking, we can go to the cafe. Just to find out it's gone. A smart manager would have provided microwave meals at the front desk. Reviewed on Dec 11, 2025 ![The Colonies at Williamsburg](https://images.trvl-media.com/lodging/6000000/5090000/5084500/5084488/307a5f35_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Colonies at Williamsburg CA $1,247 per person Feb 1 - Feb 8 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 9/10 Wonderful! (1,000 reviews) My unit was very clean and front desk staff was very friendly. Reviewed on Dec 12, 2025 ![Williamsburg Lodge, Autograph Collection](https://images.trvl-media.com/lodging/1000000/810000/806400/806309/6ecd562d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Williamsburg Lodge, Autograph Collection Colonial Williamsburg CA $1,221 per person Jan 22 - Jan 26 found 11 hours ago Roundtrip non-stop flight included Regina (YQR) to Richmond (RIC) 9/10 Wonderful! (1,000 reviews) The Lodge is very nice and the restaurant was great. The reason for my average rating was the $60 parking cost surprise at checkout. I booked and paid for my room on Expedia. The person that checked me in did all the typical check in paperwork and issued me a parking hang tag and told me how to get to the garage and room. I was never informed that parking would cost $30 per day. At check out I was charged for parking and was told by the front desk clerk that I should have told about the parking cost because I could have parked on the street for free! Yes, there was plenty of street parking right outside our Custis building. In addition the room had food wrappers in the night table drawers, cups on the floor and clearly the room had not been vacuumed. Other than that the room and bath were clean. Reviewed on Dec 4, 2025 ## Where to stay in Southside Find the best Southside areas and neighborhoods for the activities you enjoy most. [Learn more about Southside](https://expedia.ca/Southside.dx6346599) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Blackwell When in Blackwell, you can plan a visit to Belle Isle and James River, some noteworthy sights in the nearby area. [Find hotel + flight trips in Blackwell](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Blackwell&DestID=782537811362758656&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Midlothian Midlothian might not have many top sights, but University of Richmond Stadium and James River are two attractions nearby that you can check out. [Find hotel + flight trips in Midlothian](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Midlothian&DestID=782538075341258752&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Bellwood Visitors to Bellwood appreciate its coffeehouses. A visit to Richmond National Battlefield Park and Castlewood might round out your trip if you're looking to see more of the area. [Find hotel + flight trips in Bellwood](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Bellwood&DestID=553248634999265085&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Westover Hills Westover Hills might not have many top sights, but University of Richmond Stadium and Carytown are two attractions nearby that you can check out. [Find hotel + flight trips in Westover Hills](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Westover%20Hills&DestID=782538276090028032&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Bensley If you're looking for some top things to see and do in Bensley and surrounding area, you can visit Richmond National Battlefield Park and New Market Heights Battlefield. [Find hotel + flight trips in Bensley](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Bensley&DestID=553248634999361987&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Ready to book your vacation to Southside? Choose your dates ## Southside Hotel Deals ![Best Western Premier Richmond City Gateway](https://images.trvl-media.com/lodging/1000000/20000/10300/10271/826922f7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Premier Richmond City Gateway 4303 Commerce Road Richmond VA Fully refundableReserve now, pay when you stay CA $128 CA $148 total Dec 26 - Dec 27 includes taxes & fees 7.8/10 Good! (1,004 reviews) nice, comfortable place Reviewed on Dec 12, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F12%2F2025&endDate=27%2F12%2F2025&selected=10271&PinnedHotelID=10271&HadPinnedHotel=true®ionId=6346599) ![Country Inn & Suites by Radisson, Richmond I-95 South, VA](https://images.trvl-media.com/lodging/1000000/590000/581100/581089/82e069a6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Country Inn & Suites by Radisson, Richmond I-95 South, VA 2401 Willis Rd Richmond VA Fully refundable CA $110 CA $128 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.2/10 Very Good! (1,448 reviews) Breakfast was good and A/C was perfect. Reviewed on Dec 8, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=581089&PinnedHotelID=581089&HadPinnedHotel=true®ionId=6346599) ![Extended Stay America Suites North Chesterfield Arboretum](https://images.trvl-media.com/lodging/1000000/120000/119100/119004/3729dd0b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Extended Stay America Suites North Chesterfield Arboretum 241 Arboretum Pl Richmond VA Fully refundableReserve now, pay when you stay CA $124 CA $144 total Jan 9 - Jan 10, 2026 includes taxes & fees 8.2/10 Very Good! (1,530 reviews) This place is safe and next to highway Reviewed on Dec 9, 2025 [](https://expedia.ca/Hotel-Search?startDate=09%2F01%2F2026&endDate=10%2F01%2F2026&selected=119004&PinnedHotelID=119004&HadPinnedHotel=true®ionId=6346599) [See all 1,001 properties in Southside](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=14%2F12%2F2025&endDate=15%2F12%2F2025®ionId=6346599) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Southside ![Lewis Ginter Botanical Garden featuring a park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135369-Lewis-Ginter-Botanical-Garden.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Lewis Ginter Botanical Garden Spend some time admiring the beautiful and diverse floral displays featured in this superb botanical garden, one of the finest in the country. [](https://expedia.ca/Lewis-Ginter-Botanical-Garden-Lakeside.d6083635.Vacation-Attraction) ![Maymont Park showing a house and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/33000/33167-Maymont-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Maymont Park 5/5(2 reviews) This grand estate is a family favorite with a petting zoo, native wildlife and a preserved 19th-century mansion. [](https://expedia.ca/Maymont-Park-Maymont-Park.d6083641.Vacation-Attraction) ![Virginia Museum of Fine Arts which includes art and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/33000/33146-Virginia-Museum-Of-Fine-Arts-Richmond.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Virginia Museum of Fine Arts 4.5/5(3 reviews) This museum houses Russian jewels, impressionist masters and ancient relics in its vast and varied collection. [](https://expedia.ca/Virginia-Museum-Of-Fine-Arts-Museum-District.d6083683.Vacation-Attraction) ### What to do in Southside ![Historic Trolley Tour](https://mediaim.expedia.com/localexpert/47114079/2339a481-9cfb-4033-90c1-89ec247ad2fb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Historic Trolley Tour CA $52 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/historic-trolley-tour.a47114079.activity-details) ![Group Shot at the Virginia State Capitol!](https://mediaim.expedia.com/localexpert/676529/a0a5f7d6-0947-4322-ac1d-35d702595ef5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Richmond Landmark Segway Tour CA $69 per adult [](https://expedia.ca/things-to-do/richmond-landmark-segway-tour.a676529.activity-details) [See all activities in Southside](https://expedia.ca/things-to-do/search?rid=6346599) ## Frequently asked questions ### Can I cancel my flight booking to Southside due to COVID-19? ### What's the best way to find cheap flights to Southside that have flexible change policies? ### What are some of the general tips for travelers to Southside during the COVID-19 outbreak? > - Research if any travel restrictions apply to your origin and destination before booking. Also check if there are any special conditions you'll have to follow on arrival, such as undergoing health assessments. > - You must wear a face mask throughout your travel experience, even at screening checkpoints. You should be prepared to adjust your mask for ID verification when asked by a TSA employee. > - Instead of handing a TSA agent your boarding pass, position it straight on the reader yourself. Once that's done, hold it up for inspection. > - You're allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. This will need to be removed for X-ray screening. > - To minimize handling during the screening process, place items such as your phone and loose change into your carry-on instead of the bins. > - If you want to take food on the plane with you, put it in a clear plastic bag and then into a scanning bin. This reduces the likelihood that a TSA officer will need to touch your food container or carry-on bag for closer inspection. ### Which airlines fly to Southside? ### How can I find cheap tickets to Southside? ### How much is a flight to Southside? ### What are the most popular airports to fly into in Southside? ### When is the cheapest time to fly to Southside? ### How much is a plane ticket to Southside? ### Which airlines with flights to Southside employ COVID-19 cleanliness policies? > - American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. > - Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant. > - United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [3 Star Hotels in Fawnbrook ](https://www.expedia.ca/3Star-Fawnbrook-Richmond-Hotels.s30-n782537948411133952-0.Travel-Guide-Filter-Hotels) - 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