Title: Ski 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 Ski 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 Ski 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 $634 per person Feb 26 - Mar 1 found 10 hours ago Roundtrip non-stop flight included Houston (HOU) to Richmond (RIC) 8.8/10 Excellent! (1,540 reviews) Clean. Newly remodeled. Polite staff. Reviewed on Dec 11, 2025 ![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 $1,121 per person Feb 26 - Mar 1 found 10 hours ago Roundtrip non-stop flight included Houston (HOU) to Richmond (RIC) 8.4/10 Very Good! (1,006 reviews) Parking is Rough and expensive Reviewed on Dec 15, 2025 ![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 $736 per person Feb 26 - Mar 1 found 10 hours ago Roundtrip non-stop flight included Houston (HOU) to Richmond (RIC) 8.4/10 Very Good! (1,395 reviews) What an excellent facility! So happy with our stay! Reviewed on Dec 14, 2025 ![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 $778 per person Feb 26 - Mar 1 found 10 hours ago Roundtrip non-stop flight included Houston (HOU) to Richmond (RIC) 8.8/10 Excellent! (1,314 reviews) The rooms were huge and the staff was very friendly. The location was also very convenient. Reviewed on Dec 19, 2025 ![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 $1,342 per person Feb 6 - Feb 13 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 8.8/10 Excellent! (1,005 reviews) The spa, indoor pool, and hot tub were great, and the customer service was very good. But the toilet in our unit wasn't functioning properly and we had to call maintenance every day to fix it. That should have been fixed before they had anyone stay in the unit. Also the property was presented as a resort but it's a resort in a gated community with residents as well as guests which gives a different vibe. There were 4 bugs in our unit, it seems they need better pest control. Reviewed on Dec 11, 2025 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski holidays in Southside Price found within the past 48 hours. Click for updated prices. ![The Jefferson Hotel](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/c8b04136_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Jefferson Hotel Downtown Richmond CA $1,079 per person Feb 26 - Mar 1 found 10 hours ago Roundtrip non-stop flight included Houston (HOU) to Richmond (RIC) 9.8/10 Exceptional! (1,000 reviews) This is an exceptional hotel! Stunning interiors and exceptional staff. Reviewed on Dec 18, 2025 ![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 $1,864 per person Feb 27 - Mar 2 found 7 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 9.8/10 Exceptional! (322 reviews) Room and bathroom were beautiful, clean, and well-appointed. The hotel and grounds were the perfect setting for a Colonial Williamsburg trip. Restaurant staff were slow and forgetful on multiple dining occasions. Rooms were not ready at the promised check-in time. Overall would recommend and would stay again. Reviewed on Nov 28, 2025 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski holidays 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 $634 per person Feb 26 - Mar 1 found 10 hours ago Roundtrip non-stop flight included Houston (HOU) to Richmond (RIC) 8.8/10 Excellent! (1,540 reviews) Clean. Newly remodeled. Polite staff. Reviewed on Dec 11, 2025 ![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 $1,121 per person Feb 26 - Mar 1 found 10 hours ago Roundtrip non-stop flight included Houston (HOU) to Richmond (RIC) 8.4/10 Very Good! (1,006 reviews) Parking is Rough and expensive Reviewed on Dec 15, 2025 ![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 $736 per person Feb 26 - Mar 1 found 10 hours ago Roundtrip non-stop flight included Houston (HOU) to Richmond (RIC) 8.4/10 Very Good! (1,395 reviews) What an excellent facility! So happy with our stay! Reviewed on Dec 14, 2025 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski holidays in Southside Price found within the past 48 hours. Click for updated prices. ![Patriots Inn](https://images.trvl-media.com/lodging/22000000/21100000/21095900/21095830/1a70f003_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Patriots Inn CA $955 per person Feb 12 - Feb 16 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 9.4/10 Exceptional! (1,007 reviews) Room was very clean. Staff was welcoming. Reviewed on Dec 10, 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 $1,127 per person Feb 12 - Feb 16 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 9/10 Wonderful! (1,003 reviews) Getting to room 4300 in the South Guest House from the parking garage was confusing and inconvenient. Reviewed on Dec 18, 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 $1,121 per person Feb 12 - Feb 16 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 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the ultimate ski vacation in Southside #### What are some benefits when booking ski vacations in Southside? If you're interested in skiing, there's nothing quite like a ski vacation. These trips are designed to allow you to enjoy being on the slopes and relax in tranquil and convenient accommodations at the end of the day. Amenities on ski trips can be pretty upscale, so it's easy to relax in a hot tub or at a spa in between your skiing excursions. Plus, they can put you right next to the slopes. You'll even find a variety of different vacation types available whether you're looking for family friendly, cheap, or even last minute ski vacations. #### How can I book the best ski vacation in Southside? It is most important to implement the ski filter in your search when trying to find a ski vacation that will make you happy. Using the filter will automatically remove any entries that don't offer the skiing opportunities you want. After that, you'll need to think about what specifically you want from Southside, and think about the time of year that's best to visit. #### How can I find cheap ski vacations? Cheap ski vacations are readily available in Southside with some as cheap as CA $634\. You can see the cheapest options by sorting your accommodation choices by price, which automatically puts the least-expensive results at the top of the list. You may also want to consider an accommodation with a kitchen, so you can cook instead of eating out. #### Can I book ski packages? Yes, ski packages are readily available throughout Southside. All you have to do is put in your travel dates and see what's available. When you book a ski package, you may be able to enjoy discounts with savings of up to 20 when you book your accommodation and your flight together. #### What should I consider when booking family ski vacations? The key to a successful family ski vacation is ensuring that your family is kept happy and entertained. Consider what your family members are interested in and the kind of vacation they want. If they have little skiing experience, for example, you may want to opt for an accommodation that offers ski lessons or a kid's club. Various slope difficulties may be essential in providing opportunities for everyone at Southside. #### Can I book all-inclusive ski vacations in Southside? Yes, all-inclusive ski trips are available and may be precisely what you're looking for. All you have to do is include the filter for all-inclusive stays, and your search results will only show the accommodations that provide this handy feature that allows you to plan your entire trip to Southside in advance. #### What's the best time of year to plan a ski trip? The apparent answer to when you should plan a ski trip is in winter, but other details are important too. If you book for Southside's high season around January and February, you'll likely find increased prices. It's generally best to opt for the early or late season in December and April, as prices tend not to be quite as high. #### How can I find the best deals on ski packages in Southside? When you're looking for cheap ski vacations, there are a few factors you can take advantage of to help get the best deals. Travelling during the off-season can be cheaper since there's more availability. However, the beginning and end of the season tend to be the most affordable for skiing. #### Can I book a ski vacation that's fully refundable? Being fully refundable is a feature you'll find on several accommodation packages in Southside. You can even search for it explicitly using a filter for full refundability. #### Why should I book a ski vacation package with Expedia? When you book with Expedia, you'll find everything you need for cheap ski vacations, luxury ski vacations and everything in between in one central location. You may even be able to enjoy discounts for booking your accommodation and your flight together with savings of up to 20\. With Expedia Rewards, you can earn points towards your next booking. ## 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 Ski Vacation Destinations > - [Ski vacations in Whistler ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/4115/Whistler) > - [Ski vacations in Banff ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/4332/Banff) > - [Ski vacations in Mont Tremblant ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/55374/Mont-Tremblant) > - [Ski vacations in Jasper ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/8028/Jasper) > - [Ski vacations in Jackson ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/180006/Jackson) > - [Ski vacations in France ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/59/France) > - [Ski vacations in Quebec ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/180017/Quebec) > - [Ski vacations in Queenstown ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/3611/Queenstown) > - [Ski vacations in Lake Louise ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/10115/Lake-Louise) > - [Ski vacations in Nelson ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6194600/Nelson) > - [Ski vacations in Kitzbuhel ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6346453/Kitzbuehel) > - [Ski vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/174/Switzerland) > - [Ski vacations in La Plagne ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6034464/La-Plagne) > - [Ski vacations in St Gervais ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/3000402612/St-Gervais-Sur-Mare) > - [Ski vacations in Austria ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/11/Austria) > - [Ski vacations in Germany ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/64/Germany) > - [Ski vacations in Wengen ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6186871/Wengen) > - [Ski vacations in Ontario ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/2680/Ontario) > - [Ski vacations in Colorado ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/207/Colorado) ## 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