Title: Ski Vacations in Legacy Trail 2026 | Expedia.ca ![](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Legacy Trail 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 Legacy Trail Price found within the past 48 hours. Click for updated prices. ![Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/cc4728b2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton CA $1,139 per person Jun 14 - Jun 19 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Punta Gorda Airport (PGD) 9.2/10 Wonderful! (2,293 reviews) The room was very nice, but they shut the pool for an entire day to host a Hilton exec party. They didn’t offer anything for the major inconvenience. And didn’t notice guests in advance (a note in our door on the same morning) Half the restaurants weren’t open and the food we tried was good but not great. Not sure it was worth the price. Reviewed on Apr 6, 2026 ![Ocean Club Treasure Island Hotel](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/a3e54a35_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Club Treasure Island Hotel Sunshine Beach CA $1,413 per person Jun 14 - Jun 19 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 9.6/10 Exceptional! (876 reviews) Lover staying here we’d definitely come back Reviewed on Apr 7, 2026 ![Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/8517839d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Tampa Riverwalk Downtown Tampa CA $1,637 per person Jun 26 - Jul 1 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 7/10 Good! (1,804 reviews) Great stay and location for coming home to see a lightning game. Construction didnot interfere with too much. Reviewed on Apr 5, 2026 ![Hilton St. Petersburg Carillon Park](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/w3836h2555x3y3-ee13cfcf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton St. Petersburg Carillon Park CA $1,652 per person May 16 - May 23 found 23 hours ago Roundtrip non-stop flight included Ottawa (YOW) to Tampa (TPA) 9.2/10 Wonderful! (1,009 reviews) Clean room great amenities and friendly staff Reviewed on Apr 6, 2026 ![Landing Furnished Apartments - Clearwater](https://images.trvl-media.com/lodging/126000000/125160000/125152000/125151924/0d68c654_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Furnished Apartments - Clearwater Downtown Clearwater CA $1,258 per person Jun 15 - Jun 22 found 17 hours ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) No reviews Don't see what you're looking for? See all available trips from Columbus to Legacy Trail [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-07/2026-05-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski holidays in Legacy Trail Price found within the past 48 hours. Click for updated prices. ![Little Harbor Resort at Bahia Beach](https://images.trvl-media.com/lodging/102000000/101340000/101338600/101338517/30bd9418_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Little Harbor Resort at Bahia Beach CA $1,448 per person May 13 - May 20 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9.4/10 Exceptional! (26 reviews) Townhouse was spacious and comfortable. Reviewed on Feb 12, 2026 ![The Ritz-Carlton, Sarasota](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/90558b2d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Sarasota Central Sarasota CA $3,212 per person May 30 - Jun 6 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9.2/10 Wonderful! (1,006 reviews) Great location and a quick shuttle ride to the beautiful Lido beach. The staff at the beach club were great, especially Lea! I went for a girls trip but definitely couples and family friendly. I will definitely be back. Reviewed on Apr 7, 2026 ![The St. Regis Longboat Key Resort](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/6b2968af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The St. Regis Longboat Key Resort CA $3,515 per person Jun 18 - Jun 21 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Sarasota (SRQ) 9.8/10 Exceptional! (64 reviews) Everything was amazing!! Reviewed on Mar 24, 2026 Don't see what you're looking for? See all available trips from Columbus to Legacy Trail [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-07/2026-05-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski holidays in Legacy Trail Price found within the past 48 hours. Click for updated prices. ![Ocean Club Treasure Island Hotel](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/a3e54a35_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Club Treasure Island Hotel Sunshine Beach CA $947 per person Jun 29 - Jul 2 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9.6/10 Exceptional! (876 reviews) Lover staying here we’d definitely come back Reviewed on Apr 7, 2026 ![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/131fbebb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Avalon Club CA $2,308 per person Jul 2 - Jul 5 found 23 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9.4/10 Exceptional! (524 reviews) Our family had a wonderful 4-night stay at this well kept hotel. The apartment was spacious, very clean, had nice amenities, and the hotel is conveniently located just steps from the beach. We recommend and would be happy to stay there again. Reviewed on Mar 13, 2026 ![Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/8517839d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Tampa Riverwalk Downtown Tampa CA $1,117 per person Jun 27 - Jun 30 found 18 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 7/10 Good! (1,804 reviews) Great stay and location for coming home to see a lightning game. Construction didnot interfere with too much. Reviewed on Apr 5, 2026 Don't see what you're looking for? See all available trips from Columbus to Legacy Trail [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-07/2026-05-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski holidays in Legacy Trail Price found within the past 48 hours. Click for updated prices. ![Best Western Plus Yacht Harbor Inn](https://images.trvl-media.com/lodging/1000000/30000/25500/25423/85ff7441_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Best Western Plus Yacht Harbor Inn Downtown Dunedin CA $874 per person May 7 - May 11 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 8.8/10 Excellent! (1,001 reviews) Room was beautiful. Staff was very friendly and the breakfast was excellent. Reviewed on Apr 7, 2026 ![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/131fbebb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Avalon Club CA $1,919 per person Jun 27 - Jul 1 found 5 hours ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 9.4/10 Exceptional! (524 reviews) Our family had a wonderful 4-night stay at this well kept hotel. The apartment was spacious, very clean, had nice amenities, and the hotel is conveniently located just steps from the beach. We recommend and would be happy to stay there again. Reviewed on Mar 13, 2026 ![Hilton St. Petersburg Bayfront](https://images.trvl-media.com/lodging/1000000/30000/24300/24258/c786e5e9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton St. Petersburg Bayfront Downtown St. Petersburg CA $932 per person May 7 - May 11 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 7.8/10 Good! (1,020 reviews) The hotel's location is excellent! Our room was drab, bathroom was standard but, needed a thorough cleaning. These issues are overlooked at a lower price point, except ours was $800 for two nights. Reviewed on Apr 4, 2026 Don't see what you're looking for? See all available trips from Columbus to Legacy Trail [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-07/2026-05-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the ultimate ski vacation in Legacy Trail #### What are some benefits when booking ski vacations in Legacy Trail? 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 Legacy Trail? 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 Legacy Trail, 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 Legacy Trail with some as cheap as CA $874\. 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 Legacy Trail. 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 26 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 Legacy Trail. #### Can I book all-inclusive ski vacations in Legacy Trail? 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 Legacy Trail 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 Legacy Trail'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 Legacy Trail? 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 Legacy Trail. 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 26\. 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 Legacy Trail ](https://expedia.ca/Cheap-Flights-To-Legacy-Trail.d553248621532652531.Travel-Guide-Flights)[ Legacy Trail Hotels ](https://expedia.ca/Legacy-Trail-Hotels.d553248621532652531.Travel-Guide-Hotels)[ Legacy Trail Vacation Rentals ](https://expedia.ca/Legacy-Trail-Vacation-Rentals.d553248621532652531.Travel-Guide-VacationRentals)[ Legacy Trail Car Rentals ](https://expedia.ca/Car-Rentals-In-Legacy-Trail.d553248621532652531.Car-Rental-Guide)[ Legacy Trail Vacations ](https://expedia.ca/Legacy-Trail.d553248621532652531.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