Enjoy everything you need atop Virginia's Wintergreen Resort. This newly renovated condominium is located just steps from the Diamond Hill ski slope and the Blue Ridge Express lift. The Mountain Village is a 7 minute walk where you can shop, get coffee, pizza, and dine. No need to hop on the shuttle.
Our condominium is ready for visitors. You'll find everything you need to start your adventure in central Virginia where trails are nearby and ready for you to explore. Ski, snowboard, hike, fish, mountain bike, explore; all of this is at your disposal when you vacation at Wintergreen Resort.
The master bedroom has a comfortable king-size bed and TV. Upstairs has its own, full bathroom and two, single beds. When the weather is nice you can sit on the deck and enjoy the rustling trees. The family room has a functional, wood fireplace and TV for relaxing after a long day of activities. In the kitchen you'll find everything you need (minus the food) to make meals for everyone.
Wintergreen has something for every season. The primary season is in the winter when the mountain opens up for skiing and snowboarding. You’ll find great snow-making capabilities to stretch the season. The hill’s variety of terrain will challenge a wide variety of skill levels.
Spring being a time of rejuvenation it’s the perfect season to hit the hiking trails. There are great trails within the Resort property as well as off-site, thanks to the proximity of the Appalachian Trail and the Blue Ridge Mountains. Just outside the condo front door is a trailhead for Highlands Leisure Trail. An enjoyable half-mile hike, one way.
Summer is a great time to stay at Wintergreen and enjoy the cooler weather at the top of the mountain. If you’re tired of the stifling humidity near the urban areas, Wintergreen may be the perfect remedy. There are plenty of creeks, streams, and waterfalls to explore and enjoy during the heat of summer.
Wintergreen and the surrounding area come alive in the fall as the cooler weather makes it more enjoyable to sit outside and enjoy entertainment. Leaf peepers will love the view from the top of Wintergreen as the mountains change colors.
If you haven’t been to Wintergreen in the off-season, prepare yourself for an amazing experience. If you’re a Wintergreen veteran and looking to hit the slopes, you’ll find All Downhill From Here to be a fantastic place to stay at the top of the lift.
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Amenities
Kitchen
Washing machine
Dryer
Air conditioning
Fireplace
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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 indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Wintergreen
Wintergreen is home to this apartment. Swannanoa Palace and Plumb House Museum are local landmarks, and some of the area's attractions include Wildlife Center of Virginia and War Fields.
Bold Rock Hard Cider Nellysford Cidery - 11 min drive - 15.0 km
University of Virginia - 37 min drive - 61.5 km
Downtown Mall - 41 min drive - 67.0 km
Monticello - 44 min drive - 69.8 km
Getting around
Staunton Station - 39 min drive
Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 72 min drive
Restaurants
Belties - 16 min drive
Hill Top Berry Farm & Winery - 20 min drive
Iron & Ale At Wintergreen Resort - 19 min drive
Devils Backbone Brewing Company - 12 min drive
The Market - 9 min walk
Frequently asked questions
Is All Downhill From Here pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at All Downhill From Here?
As of 1 Apr, 2026, prices found for a 1-night stay for 2 adults at All Downhill From Here on 2 Jun, 2026 start from S$292, 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.
What time is check-in at All Downhill From Here?
Check-in begins at 4:00 PM.
What time is check-out at All Downhill From Here?
Checkout is at 11:00 AM.
Where is All Downhill From Here located?
Situated in Wintergreen, this apartment building is steps away from Wintergreen Resort and George Washington National Forest. Reids Gap Trailhead and Raven's Roost Overlook are also within 9 miles (15 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Great location with the slopes just across the parking lot. Very clean and cozy. John was quick to respond to our needs. We will definitely be booking again for the next ski trip.
Nice apartment—perfect for a family of four. Clean, comfortable, and well-equipped with everything needed for a few days away. Easy access to the slopes via a short downhill walk through the parking lot, with direct access to the top of Blue Ridge Express. Great communication from John, the host.
Daniela B.
Stayed 2 nights in Jan 2026
Response from VrboOwner on 11 Feb, 2026
Daniela was a conscientious renter. The weather forecast threw us some curve balls but everyone maintained a flexible and positive attitude. We appreciate you choosing All Downhill From Here.
Just returned from the trip and had an excellent experience. We’ve been to Wintergreen Ski Resort several times, and this unit was by far the best. It was spotless and well-appointed with thoughtful amenities throughout. The owner, John, was extremely responsive and easy to communicate with. We would absolutely love to stay in this unit again on our next visit.
Liguo Z.
Stayed 3 nights in Dec 2025
About the host
Your host
My wife and I spent the first three years of our marriage living in Charlottesville where we became familiar with Wintergreen Resort. In 1997 we moved to the Outer Banks where we've been ever since. Returning to central Virginia to spend time in the mountains has been great.
Why they chose this property
Wintergreen is a great place to visit during the warm months. The top of the mountain is much cooler than back home and it's a peaceful time of year here. We also love the fact that so many things are within walking distance.
What makes this property unique
This newly renovated condo feels like you're staying in a nice hotel. It provides everything you need for a clean, comfortable stay. In addition, it's within walking distance to trails, dining, shopping, and events.