Title: All inclusive Vacations in Southside 2026 | Expedia.ca ![](https://images.trvl-media.com/place/2993/0bb840f5-55ac-4430-8454-0273f7febc89.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southside All inclusive Vacations ## 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 ## Flight and All inclusive hotel deals in Southside Price found within the past 48 hours. Click for updated prices. ![The Berkeley Hotel](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/2c75da2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Berkeley Hotel Downtown Richmond CA $1,282 per person Mar 31 - Apr 7 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 8.8/10 Excellent! (1,540 reviews) Room looks great. Perfect location. 4 points for facilities because: you should not run out of toothpaste! It’s a basic necessity for every hotel, let along a 4 star hotel. The room is immaculate and looks amazing, but the wall outside of the room looks kinda deteriorating. Reviewed on Jan 21, 2026 ![The Commonwealth](https://images.trvl-media.com/lodging/1000000/40000/39900/39891/901fb2f8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Commonwealth Downtown Richmond CA $1,397 per person Mar 31 - Apr 7 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 8.8/10 Excellent! (1,314 reviews) Staff great!! Great location Reviewed on Jan 20, 2026 ![Graduate by Hilton Richmond](https://images.trvl-media.com/lodging/18000000/17730000/17726000/17725982/88437c87_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Graduate by Hilton Richmond Downtown Richmond CA $1,293 per person Mar 31 - Apr 7 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 8.4/10 Very Good! (1,395 reviews) Lovely staff, great location, easy street parking. Reviewed on Jan 18, 2026 ![Williamsburg Inn, an official Colonial Williamsburg Hotel](https://images.trvl-media.com/lodging/17000000/16080000/16079100/16079084/9dff3118_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Williamsburg Inn, an official Colonial Williamsburg Hotel Colonial Williamsburg CA $1,756 per person Mar 9 - Mar 13 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Richmond (RIC) 9.8/10 Exceptional! (322 reviews) Everything was perfect; very nice. Reviewed on Jan 11, 2026 ![Hilton Richmond Downtown](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169422/ac129764_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Richmond Downtown Downtown Richmond CA $1,315 per person Mar 31 - Apr 7 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 8.4/10 Very Good! (1,004 reviews) The king size bedroom was nice. Super spacious. Their restaurant was also very good and the location of parking and proximity to the convention wasn’t too bad at all. It was about a block away. Reviewed on Jan 20, 2026 Don't see what you're looking for? See all available trips from Columbus to Southside [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-22/2026-03-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* All inclusive holidays in Southside Price found within the past 48 hours. Click for updated prices. ![Williamsburg Inn, an official Colonial Williamsburg Hotel](https://images.trvl-media.com/lodging/17000000/16080000/16079100/16079084/9dff3118_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Williamsburg Inn, an official Colonial Williamsburg Hotel Colonial Williamsburg CA $1,756 per person Mar 9 - Mar 13 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Richmond (RIC) 9.8/10 Exceptional! (322 reviews) Everything was perfect; very nice. Reviewed on Jan 11, 2026 Don't see what you're looking for? See all available trips from Columbus to Southside [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-22/2026-03-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night All inclusive holidays in Southside Price found within the past 48 hours. Click for updated prices. ![King’s Creek Resort by Spinnaker](https://images.trvl-media.com/lodging/101000000/100860000/100858000/100857987/ac8849e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### King’s Creek Resort by Spinnaker CA $872 per person Feb 21 - Feb 24 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 8.6/10 Excellent! (107 reviews) Nice quiet location that allowed for easy access to local attractions. Our cottage had a full kitchen which allowed for some day in meals Reviewed on Dec 14, 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 $955 per person Feb 21 - Feb 24 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 9/10 Wonderful! (1,000 reviews) This average for me. Besides, the staff at the spa was not that friendly. Reviewed on Jan 20, 2026 ![Kingsmill Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25624/3f82f1eb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kingsmill Resort Kingsmill CA $924 per person Feb 21 - Feb 24 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 8.8/10 Excellent! (1,001 reviews) Room was well cleaned. Staff was gracious and professional Reviewed on Jan 14, 2026 Don't see what you're looking for? See all available trips from Columbus to Southside [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-22/2026-03-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night All inclusive holidays in Southside Price found within the past 48 hours. Click for updated prices. ![Griffin Hotel, an official Colonial Williamsburg Hotel](https://images.trvl-media.com/lodging/14000000/13500000/13499000/13498945/56adda1e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Griffin Hotel, an official Colonial Williamsburg Hotel Colonial Williamsburg CA $1,102 per person Apr 2 - Apr 6 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 8.8/10 Excellent! (765 reviews) Super courteous staff Reviewed on Jan 20, 2026 ![Williamsburg Inn, an official Colonial Williamsburg Hotel](https://images.trvl-media.com/lodging/17000000/16080000/16079100/16079084/9dff3118_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Williamsburg Inn, an official Colonial Williamsburg Hotel Colonial Williamsburg CA $1,756 per person Mar 9 - Mar 13 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Richmond (RIC) 9.8/10 Exceptional! (322 reviews) Everything was perfect; very nice. Reviewed on Jan 11, 2026 ![The Tides Inn](https://images.trvl-media.com/lodging/1000000/890000/880400/880319/cdba7342_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Tides Inn CA $1,219 per person Apr 2 - Apr 6 found 23 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 8.8/10 Excellent! (159 reviews) for the price, room was average, service was average. Charged for resort fee (twice) only stayed one night, late fall everything is really not active in the resort so why the fee, restaurant charged $30 for a glass of Chardonnay when there were other options that were never offered by the bartender. Reviewed on Jan 7, 2026 Don't see what you're looking for? See all available trips from Columbus to Southside [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-22/2026-03-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Embark on an unforgettable all-inclusive trip to Southside including airfare with Expedia #### What are some benefits of booking an all-inclusive vacation? When you opt for an all-inclusive vacation to Southside, you can have everything you want to do planned out in advance. That means you get to simply coast through your vacation knowing exactly what's coming next. Plus, this helps you get a final tally on the costs beforehand, so it's much easier on your budget. #### Can I book all-inclusive packages with airfare and meals? Yes, all-inclusive vacation packages are readily available for Southside, and you can search for them simply by using the search filter for all-inclusivity. When you book your flight along with your accommodations, you may even find some savings, with the potential to save up to 22\. #### Why should I book Southside vacations that are all inclusive and adults only? Adults-only stays in Southside are good for travellers who are looking to relax in laid-back and easygoing surroundings. Everyone in the area will be looking to do much of the same without any kids to worry about, so you can truly take in some time for yourself in pampered bliss. Plus, you can filter for adults-only stays specifically in your search, so they're easy to find. #### Can I book all-inclusive packages? Yes, all-inclusive packages are fairly standard in Southside. You can easily find all-inclusive options by using the search filters, but that's just the beginning. If you're booking at the last minute, you may even find additional discounts as properties try to fill their last remaining spots for cheap vacations that are all inclusive. #### Can I book cheap all-inclusive trips to Southside? If you're looking to save, you'll find a wide range of prices available, ranging from CA $872\. By booking your accommodations and flight together, you may be able to enjoy savings of up to 22\. Be sure to sort your search results by price to list the cheapest options first. #### What should I look for when booking a 5-star all-inclusive vacation in Southside? If you've implemented the 5-star filter when searching for your all-inclusive vacation in Southside, there are a few factors to keep an eye out for. Spa access is particularly popular, as it's one of the best features you'll find in luxury accommodation options. Additionally, you should consider opting for an infinity pool and a luxury suite, especially if you're travelling with a relatively large group. #### What should I consider when booking Southside vacation packages that are all inclusive for the family? The most important thing to consider for all-inclusive family vacations to Southside is what your family is interested in. If your kids need access to a pool, you'll want to implement the search filter for that amenity. Kids' clubs can also be perfect for your family, as can babysitting services if the adults in your group plan on enjoying Southside's nightlife. #### How can I find the best deals on all-inclusive vacations in Southside? You can always sort your search results by price to automatically put the cheapest options at the top of your search while still considering all your implemented search filters. #### Can I book an all-inclusive package that is fully refundable? Yes, reservations that are fully refundable are available on some all-inclusive packages in . You can explore each package's cancellation policy in the policy section of their page, where you'll learn exactly how you can qualify. Sometimes, nothing is required to qualify. #### Why should I book an all-inclusive vacation with Expedia? Booking with Expedia makes it easy to find the ultimate all-inclusive vacation package. By offering accommodations and flights together, all-inclusive packages are easy for us to create and for you to enjoy. With benefits like being fully refundable and flexible dates on some packages, you can enjoy a more stree-free booking process. Expedia Rewards members can take that even further with the possibility of additional discounts. ## More vacations you might like ![](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) ### Top All inclusive Vacation Destinations > - 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[All inclusive vacations in the Dominican Republic ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/50/Dominican-Republic) ## More Vacations Ideas [Flights to Southside ](https://expedia.ca/Cheap-Flights-To-Southside.d6346599.Travel-Guide-Flights)[ Southside Hotels ](https://expedia.ca/Southside-Hotels.d6346599.Travel-Guide-Hotels)[ Southside Vacation Rentals ](https://expedia.ca/Southside-Vacation-Rentals.d6346599.Travel-Guide-VacationRentals)[ Southside Car Rentals ](https://expedia.ca/Car-Rentals-In-Southside.d6346599.Car-Rental-Guide)[ Southside Vacations ](https://expedia.ca/Southside.d6346599.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app