Welcome to Your Perfect Winter Getaway: Ski-In / Ski-Out Luxury at Wintergreen Resort!
Nestled in the heart of the Blue Ridge Mountains, Wintergreen Resort in Virginia is a paradise for winter sports enthusiasts and nature lovers alike. Our luxurious slopeside condo in the renowned Diamond Hill Condos offers the ultimate ski-in/ski-out experience. Wake up, step outside, and find yourself right on the slopes, ready to carve your way down the pristine runs of Wintergreen Mountain. This is the perfect spot for those seeking both adventure and relaxation in a stunning natural setting.
A Rich History of Wintergreen Mountain
Wintergreen Mountain has a rich history that adds to the charm of your stay. The resort was established in the early 1970s, quickly becoming a premier destination for skiing and other outdoor activities. With a dedication to preserving the natural beauty of the area, Wintergreen has maintained its reputation as a top-notch resort while offering modern amenities and facilities. The mountain itself rises to an impressive elevation of 3,515 feet, providing a range of trails that cater to both beginners and seasoned skiers. The area's commitment to excellence is reflected in its state-of-the-art snowmaking capabilities, ensuring perfect conditions throughout the season.
Wintergreen's Impressive Skiing Stats
When it comes to skiing, Wintergreen Mountain boasts some impressive statistics. With a vertical drop of 1,003 feet, skiers and snowboarders can enjoy a thrilling ride from top to bottom. The resort features 25 slopes and trails, serviced by 5 chairlifts, including a high-speed, six-passenger lift that minimizes wait times and maximizes your time on the slopes. The diverse terrain offers something for everyone, from gentle beginner slopes to challenging black diamond runs. The resort also offers night skiing, allowing you to extend your adventure well into the evening.
Explore the Best of Wintergreen and Beyond
While the skiing is exceptional, Wintergreen Resort and its surrounding areas offer a wealth of activities and attractions for visitors of all interests. Just a short drive away, you'll find the charming town of Charlottesville, home to the historic University of Virginia and the beautifully preserved estate of Thomas Jefferson, Monticello. The Shenandoah National Park, with its scenic Skyline Drive, is also nearby, offering breathtaking views and a variety of outdoor activities. Additionally, the resort itself features a world-class spa, two championship golf courses, and a variety of dining options to satisfy any palate.
Savor the Local Wineries
The region around Wintergreen Resort is known for its burgeoning wine industry, with numerous wineries offering tastings and tours. The Monticello Wine Trail, located in the heart of Virginia's wine country, features over 30 wineries, each with its unique charm and selection of wines. Whether you're a connoisseur or a casual taster, you'll find something to delight your senses. Many of these wineries are set against the stunning backdrop of the Blue Ridge Mountains, making for a picturesque and relaxing experience.
Discover Scenic Hiking Trails and Overlooks
For those who prefer hiking, the Blue Ridge Mountains provide an abundance of trails and scenic overlooks to explore. The Appalachian Trail, one of the most famous hiking trails in the world, runs close to Wintergreen Resort, offering access to some of the most beautiful vistas in the region. Additionally, the nearby Crabtree Falls features the highest vertical-drop cascading waterfall east of the Mississippi River. Humpback Rocks and Spy Rock are also popular hiking destinations, providing panoramic views that are well worth the effort.
Come and experience the best of Wintergreen Resort and the Blue Ridge Mountains. Our Diamond Hill Condo offers the perfect blend of comfort, convenience, and adventure, ensuring a memorable getaway for you and your loved ones. Book your stay today and start creating lasting memories in this breathtaking mountain retreat.
Our prices include all fees. No hidden fees.
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Wintergreen Mountain Views - Diamond in the Slopes - Close to Breweries & Hiking
Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes - Close to Breweries & Hiking
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
About the area
Wintergreen
Located in Nellysford, this condo is in the mountains. Zeus Digital Theater and Shenandoah Valley Art Center are cultural highlights, and some of the area's landmarks include Swannanoa Palace and Plumb House Museum. Wildlife Center of Virginia and War Fields are also worth visiting. Take in the nearby slopes with snowboarding and skiing, or try out other outdoor activities such as sledging.
Wintergreen Resort, VA
Getting around
Staunton Station - 39 min drive
Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 61 min drive
Restaurants
Belties - 16 min drive
Devils Backbone Brewing Company - 12 min drive
Iron & Ale At Wintergreen Resort - 20 min drive
Margarita's The Flavor of Mexican - 16 min drive
Paulie's Pig Out - 22 min drive
Frequently asked questions
Does Slopeside Wintergreen - Modern Luxury Ski-In / Ski-Out Condo - Sleeps 8 have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at Slopeside Wintergreen - Modern Luxury Ski-In / Ski-Out Condo - Sleeps 8?
As of 15 Sept 2026, prices found for a 1-night stay for 2 adults at Slopeside Wintergreen - Modern Luxury Ski-In / Ski-Out Condo - Sleeps 8 on 22 Sept 2026 start from £663, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Slopeside Wintergreen - Modern Luxury Ski-In / Ski-Out Condo - Sleeps 8 pet-friendly?
No, only service animals are welcome at the property.
What time is check-in at Slopeside Wintergreen - Modern Luxury Ski-In / Ski-Out Condo - Sleeps 8?
Check-in begins at 2:00 PM.
What time is check-out at Slopeside Wintergreen - Modern Luxury Ski-In / Ski-Out Condo - Sleeps 8?
Checkout is at 10:00 AM.
Where is Slopeside Wintergreen - Modern Luxury Ski-In / Ski-Out Condo - Sleeps 8 located?
Offering ski-in/ski-out access, this condo building in Nellysford is situated in the mountains, within a 5-minute walk of Wintergreen Resort and George Washington National Forest, and is convenient for winter activities, such as sledging. Reids Gap Trailhead and Sherando Lake Recreation Area are also within 9 miles (15 km).
About the host
Hosted by Kimberly Sillas
Languages:
English
Premier Host
They consistently provide great experiences for their guests