Title: Ski Vacations in Southwest Orlando 2026 | Expedia.ca ![](https://images.trvl-media.com/place/553248635976470816/62da7c07-273a-47b6-952f-5bf5755f5696.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southwest Orlando Ski Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## 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 Southwest Orlando Price found within the past 48 hours. Click for updated prices. ![Westgate Vacation Villas Resort](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/b8afec09_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Vacation Villas Resort CA $567 per person Apr 13 - Apr 20 found 1 day ago Roundtrip flight included Toronto (YYZ) to Orlando (MCO) 8/10 Very Good! (1,820 reviews) The activities were for all ages. We did not go swimming Reviewed on Mar 13, 2026 ![Westgate Palace Hotel / Universal / I-Drive](https://images.trvl-media.com/lodging/1000000/110000/106200/106143/f47082e9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Palace Hotel / Universal / I-Drive International Drive District CA $1,013 per person May 25 - Jun 1 found 1 day ago Roundtrip flight included Toronto (YTO) to Orlando (MCO) 8.8/10 Excellent! (1,234 reviews) The hotel is nice and convenient to universal studios. The rooms are clean but having to call housekeeping everyday to get your trash picked up or fresh towels was a hassle. One time no one answered and we had to walk down to the front desk to get someone. With kids this was a pain and the elevators were always out of commission everyday. Our last day we only had one working one that was delayed with everyone needing it. Reviewed on Mar 1, 2026 ![Westgate Lakes Resort & Spa Universal Studios Area](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/ffaf091a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Lakes Resort & Spa Universal Studios Area CA $1,008 per person Apr 23 - Apr 30 found 6 hours ago Roundtrip flight included Hamilton (YHM) to Orlando (MCO) 8.4/10 Very Good! (5,960 reviews) We had stay at this property last year and loved it, so we decieded to stay again this year. This year was definitely different. The first night, the low battery alarm went of at 5am. I had to call for the AC not waorking a coupel of times. The wifi was not working at all. And one morning when we were going to sleep in a bit, housekeeping came knocking and opened the door while were we sleeping. Mind you the "do not disturb " was on the door. I texted the facilty and never heard anything back. We were definitely disappointed beause we had such a great experience last year. I will not be staying there again. Reviewed on Mar 12, 2026 ![Westgate Town Center Resort](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/62319b88_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Town Center Resort CA $811 per person May 13 - May 20 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Orlando (MCO) 8/10 Very Good! (1,510 reviews) I was there for three nights. They never came to clean my room . Reviewed on Mar 12, 2026 ![Margaritaville Cottages Orlando by Vstays with H2O Waterpark](https://images.trvl-media.com/lodging/36000000/35110000/35109100/35109061/f3a6676e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Margaritaville Cottages Orlando by Vstays with H2O Waterpark CA $1,334 per person May 17 - May 22 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Orlando (MCO) 9.2/10 Wonderful! (1,002 reviews) Pool and hot tub were fantastic. Odd there was a coffee machine but no coffee. Kitchen but not even salt and pepper. With a pool I would have appreciated extra towels. Reviewed on Mar 12, 2026 Don't see what you're looking for? See all available trips from Columbus to Southwest Orlando [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ORL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski holidays in Southwest Orlando Price found within the past 48 hours. Click for updated prices. ![Reunion Resort & Golf Club](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/45af642e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Reunion Resort & Golf Club Reunion CA $1,366 per person May 13 - May 20 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Orlando (MCO) 8.8/10 Excellent! (1,479 reviews) We booked a three bedroom villa for myself and three of my adult children for 8 nights. I have stayed at Reunion 3 times in the past with the last time being 2016\. The initial villa assigned to us was very "tired". The arm chair in the living room had a broken leg and was not usable. The dining chair pads felt like kids had been jumping on them and had no structure.Very uncomfortable. The carpets were soiled and we felt we needed footwear to walk on them to feel comfortable.With us being Canadian,wearing outside shoes inside was foreign to us. I did speak with the reception who informed us at the time that they had no other units available but did apologize. A couple of hours later I received a call from the manager offering us a new three bedroom unit. This unit was much nicer and very comfortable.It seems it is a hit or miss situation when booking with Reunion.That was not my experience at all in th eprevious three times we had stayed with them. Reviewed on Mar 8, 2026 ![Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/82df4052_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort Golden Oak CA $5,516 per person May 14 - May 21 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Orlando (MCO) 9.6/10 Exceptional! (886 reviews) Amazing pool and grounds! Perfect for our family of four. Reviewed on Mar 5, 2026 ![Waldorf Astoria Orlando - An Official Walt Disney World® Hotel](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/6da5d515_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Waldorf Astoria Orlando - An Official Walt Disney World® Hotel CA $3,820 per person Apr 14 - Apr 21 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Orlando (MCO) 9.2/10 Wonderful! (473 reviews) The room was clean and the staff helpful. Amelia in peacock alley was a gem! Some other servers were pleasant. Food for room service was ok not great. I expected a bit more luxury given the type of property but it just seemed like any other really nice hotel. Buddha (valet) was so pleasant and a nice person! All in all a good stay. Reviewed on Mar 4, 2026 Don't see what you're looking for? See all available trips from Columbus to Southwest Orlando [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ORL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski holidays in Southwest Orlando Price found within the past 48 hours. Click for updated prices. ![Westgate Town Center Resort](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/62319b88_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Town Center Resort CA $473 per person Apr 20 - Apr 23 found 21 hours ago Roundtrip flight included Toronto (YTO) to Orlando (MCO) 8/10 Very Good! (1,510 reviews) I was there for three nights. They never came to clean my room . Reviewed on Mar 12, 2026 ![Westgate Lakes Resort & Spa Universal Studios Area](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/ffaf091a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Lakes Resort & Spa Universal Studios Area CA $517 per person Apr 20 - Apr 23 found 21 hours ago Roundtrip flight included Toronto (YTO) to Orlando (MCO) 8.4/10 Very Good! (5,960 reviews) We had stay at this property last year and loved it, so we decieded to stay again this year. This year was definitely different. The first night, the low battery alarm went of at 5am. I had to call for the AC not waorking a coupel of times. The wifi was not working at all. And one morning when we were going to sleep in a bit, housekeeping came knocking and opened the door while were we sleeping. Mind you the "do not disturb " was on the door. I texted the facilty and never heard anything back. We were definitely disappointed beause we had such a great experience last year. I will not be staying there again. Reviewed on Mar 12, 2026 ![Westgate Vacation Villas Resort](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/b8afec09_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Vacation Villas Resort CA $582 per person May 15 - May 18 found 15 hours ago Roundtrip non-stop flight included Toronto (YTO) to Orlando (MCO) 8/10 Very Good! (1,820 reviews) The activities were for all ages. We did not go swimming Reviewed on Mar 13, 2026 Don't see what you're looking for? See all available trips from Columbus to Southwest Orlando [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ORL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski holidays in Southwest Orlando Price found within the past 48 hours. Click for updated prices. ![Westgate Vacation Villas Resort](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/b8afec09_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Vacation Villas Resort CA $513 per person Apr 12 - Apr 16 found 18 hours ago Roundtrip flight included Toronto (YYZ) to Orlando (MCO) 8/10 Very Good! (1,820 reviews) The activities were for all ages. We did not go swimming Reviewed on Mar 13, 2026 ![Westgate Town Center Resort](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/62319b88_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Town Center Resort CA $695 per person May 21 - May 25 found 1 day ago Roundtrip flight included Toronto (YTO) to Orlando (MCO) 8/10 Very Good! (1,510 reviews) I was there for three nights. They never came to clean my room . Reviewed on Mar 12, 2026 ![Florida Hotel & Conference Center in the Florida Mall](https://images.trvl-media.com/lodging/1000000/20000/17800/17739/3ccef447_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Florida Hotel & Conference Center in the Florida Mall CA $864 per person May 1 - May 5 found 1 hour ago Roundtrip flight included Toronto (YTO) to Orlando (MCO) 9.2/10 Wonderful! (2,530 reviews) Room was clean. Nice lobby. Pool area could use a bit of a clean up. Reviewed on Feb 28, 2026 Don't see what you're looking for? See all available trips from Columbus to Southwest Orlando [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ORL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the ultimate ski vacation in Southwest Orlando #### What are some benefits when booking ski vacations in Southwest Orlando? 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 Southwest Orlando? 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 Southwest Orlando, 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 Southwest Orlando with some as cheap as CA $473\. 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 Southwest Orlando. 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 53 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 Southwest Orlando. #### Can I book all-inclusive ski vacations in Southwest Orlando? 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 Southwest Orlando 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 Southwest Orlando'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 Southwest Orlando? 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 Southwest Orlando. 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 53\. 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 Southwest Orlando ](https://expedia.ca/Cheap-Flights-To-Southwest-Orlando.d553248635976470816.Travel-Guide-Flights)[ Southwest Orlando Hotels ](https://expedia.ca/Southwest-Orlando-Hotels.d553248635976470816.Travel-Guide-Hotels)[ Southwest Orlando Vacation Rentals ](https://expedia.ca/Southwest-Orlando-Vacation-Rentals.d553248635976470816.Travel-Guide-VacationRentals)[ Southwest Orlando Car Rentals ](https://expedia.ca/Car-Rentals-In-Southwest-Orlando.d553248635976470816.Car-Rental-Guide)[ Southwest Orlando Vacations ](https://expedia.ca/Southwest-Orlando.d553248635976470816.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