Are you looking for a winter sports adventure for you and your family? Look no further than Wintergreen Resort, the largest skiing and snowboarding resort in Virginia! This resort has everything you need to have a blast, whether you’re a veteran of the slopes or brand new to the sport. Book your own two-bedroom retreat or three-bedroom private luxury chalet vacation rental at Wintergreen Resort and find out why skiers and snowboarders flock to Wintergreen’s powdery heights every year.
Thanks to Wintergreen’s special SnowPower snowmaking system, you will have gold-standard snowfall any time you want to ski. Wintergreen is the only ski area on the East Coast to have 100% of its terrain covered by automated snowmaking. The season usually lasts more than 90 days, depending on weather conditions.
Wintergreen has outstanding resources for snowboarding and skiing for the entire family, from basic to advanced courses. The resort has superb areas for kids to learn, and easier slopes for those giving it a go for the first time. For more advanced skiers and boarders, more challenging blue square and black diamond trails can be found. The resort even offers several slopes that are lighted for night skiing. Rental equipment is available, and a new drying system ensures that your rental equipment will be clean and ready to use.
“How does Wintergreen compare to Massanutten?” is a common question from avid skiers. Wintergreen is larger than Massanutten and boasts a greater variety of terrain among its trails. Wintergreen’s ski lifts also tend to be busier than Massanutten’s.
Wintergreen has fewer moguls and offers better food nearby, including breweries, cideries, and distilleries. Finding adventure here is easy; just drive along the Blue Ridge Parkway or the Mountain Inn Loop. You can also head for the nearby towns of Charlottesville, Nellysford, Lynchburg, Richmond, and others that are alive with activities and celebrations during ski season. You can even enjoy delicious food at the resort at The Edge restaurant and lounge.
Wintergreen Resort boasts 24 trails spread among 129 skiable acres of land. It has a solid mix of beginner, intermediate, and expert slopes. Eleven trails are rated black diamond, with one being a double black diamond slope. A terrain park allows for tricks and includes straight rails, rainbow rails, battleships, down-kinks, s-rails, and fun boxes. Plenty of terrain is also beginner friendly.
One of the trails even boasts a vertical drop of over 1,000 feet. Five different chairlifts can get you back up to the mountain top trails. Finally, Wintergreen regularly reshapes its courses to keep things interesting so that every time you visit you may encounter something thrilling and new.

The resort offers private ski and snowboard lessons to get inexperienced skiers and boarders up and running in no time at all. You can book one-hour sessions, two-hour sessions, and hour-long parent and child sessions. Half or full-day kids camps give the young ones plenty of opportunities for fun while parents and older siblings explore the slopes, breweries, and distilleries in the region. Beginner slopes offer plenty of options to get warmed up after your lessons.
As a bonus, if you enjoy tubing, Wintergreen offers a snow tubing park that has been called among the best on the East Coast. Those who enjoy a winter hike can also take advantage of trails for snowshoe adventures.
Naturally, after a tiring day hitting the slopes, you will want a place to stretch out and relax for the evening. You could stay at the resort, but then you have to deal with the crowds, the noise, and the activity at all hours of the day. When you only want to relax, you don’t need people running up and down the halls outside or blasting music or the TV in the next room. Our beautiful rentals offer complete privacy for you and yours, plus private balconies overlooking Devil’s Knob Golf Course and a fireplace with firewood provided.
Our beautiful two-bedroom retreat at Wintergreen Resort sleeps up to six people and features many standard amenities. A fully stocked kitchen allows you to cook your own meals if you want to save some money or you don’t want to go out again in the evening. Full heating and air conditioning means you can set the conditions you want, and laundry facilities let you keep your clothes fresh.
You can enjoy free high-speed wireless internet, so you’re always connected whether you want to check email or watch a sports match or your favorite streaming programs. A whirlpool spa lets you relax those tired muscles. The breathtaking mountain views are sure to recharge your batteries for the next day, and it’s a pet-friendly rental, so you can bring your pup along for the ride. Finally, private parking ensures you have a place to keep your car without an extra daily fee.
Looking for more room? Our extraordinary three-bedroom chalet sleeps up to eight and offers a cavernous space with vaulted ceilings and a private deck with a breathtaking view of the golf course’s 18th hole backed by a stunning vista of the Blue Ridge Mountains.
Up to eight guests can enjoy themselves at this luxury retreat, as the three-bedroom setup comes with six beds. Don’t hesitate to bring the whole family so you can all enjoy the wonders of nature nearby among the majestic mountains with seemingly endless skiing and snowboarding opportunities on the pristine slopes. This rental is designed to transport you and your traveling companions to a world of serenity and relaxation where you can indulge.

Wintergreen Resort offers a world of family fun with acres upon acres of exciting trails for skiing, snowboarding, and snow tubing, as well as hiking, biking, and family fun. Between the adventure park amenities at the resort and the surrounding attractions for shopping and eating, you’ll make memories of a lifetime on a getaway here.
Between it all, you can relax in one of our luxurious, newly renovated rentals. If you have any questions, check out the rental property pages for our two-bedroom or three-bedroom rentals, and contact the owners there. Then all you have to do is book your lift ticket, check-in, and start your adventures!
Kevin is a dedicated family man, entrepreneur, and outdoor enthusiast. When not working, Kevin cherishes quality time with his wife, and their two children. With a spirit as vast as the landscapes he traverses, he finds solace and inspiration in the great outdoors, particularly the Blue Ridge Mountain area. Kevin is both an intrepid adventurer and a knowledgeable guide, and he is excited to share his knowledge with you so you can embark on your next scenic adventure.











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