Winter Park Ski Vacations
Book a Ski Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Winter Park Ski Vacation Packages
When the mountains are beckoning, snap up a snow pile of savings with one of our Winter Park ski vacation packages. Slice through the snow by day, join the après-ski scene after lights out and do things your way with Expedia. Enjoy a little time in the ski village and grab any last-minute equipment you need for downhill skiing. If you're a first-timer, there's at least one beginners' area where you can pick up the basics. After a long day of heading up and down the mountain, drop into the day spa here. Book a relaxing massage to soothe tired muscles. Snowboarding is another fun thing you can try at this resort. Whether you're on a break with buddies or a family ski vacation in Winter Park, there's an activity guaranteed to keep everyone amused.
How To Get Around
Choose one of Expedia's Winter Park vacation packages and your next epic adventure is just a flight away. After landing at Orlando International Airport, it's 30 minutes to get to this leading ski destination. It takes 10 minutes to get to the slopes from the middle of Winter Park, and free parking is available. If you're driving in the winter season, tire chains are recommended. Book a full-day ticket and then begin building the rest of your ideal ski vacation. Preparing for a trip to the snow is a piece of cake with Expedia's Winter Park ski package deals. Combine your flights, hotel and a car rental and have more bucks in your pocket for thrilling adventures.
Top Ski vacation packages in Winter Park
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Reviewed on Sep 14, 2026
The Village, Homes by Villatel
Reviewed on Jun 9, 2026
5* Ski vacations in Winter Park
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Reviewed on Sep 15, 2026
3 Night Ski vacations in Winter Park
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Reviewed on Sep 14, 2026
4 Night Ski vacations in Winter Park
Westgate Lakes Resort & Spa Universal Studios Area
Reviewed on Sep 15, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Reviewed on Sep 14, 2026
Top reasons for your vacation to Winter Park
- Rollins College: Explore the vibrant theater scene, live music performances, and beautiful gardens at this modern university. Enjoy birdwatching, strolling by the lake, and diverse dining options.
- Full Sail University: Experience the rich cultural atmosphere of this historic college with captivating theater shows, live music, and scenic lake views. Don't miss the picturesque gardens and diverse dining experiences.
- Winter Park Village: Discover a bustling shopping center with entertaining theater shows, live music, and serene lake views. Enjoy birdwatching, explore the university, and indulge in diverse dining and shopping options.
- Tranquil Gardens: Unwind amidst the beauty of Winter Park's tranquil gardens. Take leisurely strolls, admire blooming flowers, and savor delicious meals at charming cafes.
- Picturesque Lakeside: Immerse yourself in the natural beauty of Winter Park's picturesque lakeside. Enjoy a stroll, engage in birdwatching, and appreciate the serene atmosphere.
Book a Package and Save Money on Your Winter Park Vacation
A travel package combines flights with hotels or car rental, making it convenient to book everything together. It saves time and effort by finding all you need in one place. Plus, it can help you save money. With customizable options, you can tailor the package to your preferences and budget. Book your Winter Park ski vacation package with us for a hassle-free experience.
Planning a ski vacation in Winter Park, Florida is the perfect idea. With its university, shopping, gardens, cafes, dining, lake, nature, flowers, live music, and birdwatching, there's something for everyone. Book a package to make the most of your vacation and enjoy all the amazing activities Winter Park has to offer.
How to Save Money on a Vacation to Winter Park
- Utilize public transportation or ride-sharing services instead of renting a car for local transport in Winter Park.
- Save money on activities by researching and taking advantage of discounted tickets or packages offered through Expedia's OneKey program.
- Consider visiting Winter Park during the shoulder season, such as in early or late winter, to find better deals on accommodations and lift tickets.
- Pack your own snacks and drinks for the slopes to avoid expensive resort prices.
- Take advantage of free or low-cost sightseeing options in Winter Park, such as exploring the town's charming downtown area or hiking through nearby nature trails.
Explore the best places to visit in Winter Park
Winter Park, Florida offers a unique ski vacation experience with its charming atmosphere and diverse attractions. Explore the beautiful gardens, enjoy shopping and dining at local cafes, and immerse yourself in the vibrant live music scene. Discover the natural beauty of the area by birdwatching or strolling along the picturesque lake. Winter Park provides a delightful blend of nature, culture, and entertainment, making it an ideal destination for your ski vacation vacation.
- Rollins College: This modern college university offers a unique experience with its vibrant theater scene, live music performances, and beautiful gardens. Visitors can also enjoy birdwatching, explore natural parks, and take a leisurely stroll by the lake. The friendly people, diverse dining options, and shopping opportunities add to the charm of this point of interest in Winter Park.
- Full Sail University: As a historic college university, Full Sail offers a rich cultural experience. The theater showcases captivating performances, while live music adds to the lively atmosphere. Visitors can enjoy birdwatching and take in the scenic views of the lake. The friendly people, entertainment options, and dining experiences are not to be missed. The gardens and flowers create a picturesque setting in Winter Park.
- Winter Park Village: This bustling shopping mall center offers a variety of attractions. The theater hosts entertaining shows, while live music adds to the vibrant ambiance. Visitors can also enjoy birdwatching and explore the university. Shopping opportunities abound, and the lake provides a serene backdrop. The dining options cater to all tastes, and the friendly people make the experience even more enjoyable. The gardens and theme park add to the overall charm of Winter Park Village.
Best months to visit Winter Park
Winter Park boasts a year-around average temperature of 73.3°F, peaking at 83.7°F in July, August, its warmest month, and dipping to an average low of 60.3°F in January, the coolest. Rainfall averages at 112.5mm annually, with June seeing the heaviest showers and November being the driest month.
Month | Temperature (Fahrenheit) | Rainfall (mm) |
| January | 60.3 | 69.6 |
| February | 63.3 | 71.9 |
| March | 67.3 | 96.3 |
| April | 72.0 | 63.2 |
| May | 77.9 | 83.8 |
| June | 81.9 | 222.0 |
| July | 83.7 | 180.3 |
| August | 83.7 | 198.6 |
| September | 81.7 | 152.9 |
| October | 75.9 | 83.6 |
| November | 68.9 | 61.5 |
| December | 63.0 | 66.8 |
Planning your Winter Park ski vacation
What are some things I should consider when booking a Winter Park ski trip package?
Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.
How can I find cheap Winter Park ski packages?
Right now, ski trips start at just $259. Prices and availability are subject to change. Additional terms may apply.
Can I book a beginner ski package in Winter Park?
Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Winter Park. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.
How much does a ski trip to Winter Park cost?
Sensational ski trips to Winter Park start from $259. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.
When’s the best time of year to plan a ski trip to Winter Park?
The best time to hit the slopes in Winter Park depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.
Can I book Winter Park ski packages with airfare?
Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.
Can I book a Winter Park ski trip with free cancellation and/or flexible dates?
Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.
Why should I book a ski package in Winter Park with Expedia?
Simple search and fantastic filters make it easy to find, build, and book your dream Winter Park ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Universal Orlando Resort Express Passes
More vacations you might like
Top Ski Vacation Destinations
- Colorado Ski Vacation Packages
- Switzerland Ski Vacation Packages
- Utah Ski Vacation Packages
- Japan Ski Vacation Packages
- Park City Ski Vacation Packages
- French Alps Ski Vacation Packages
- Breckenridge Ski Vacation Packages
- Austria Ski Vacation Packages
- Canada Ski Vacation Packages
- USA Ski Vacation Packages
- Vail Ski Vacation Packages
- New York State Ski Vacation Packages
- Whistler Ski Vacation Packages
- Argentina Ski Vacation Packages
- Gatlinburg Ski Vacation Packages
- Tahoe City Ski Vacation Packages
- Italy Ski Vacation Packages
- Rocky Mountains Ski Vacation Packages
- Zermatt Ski Vacation Packages
- California Ski Vacation Packages
