Let Virginia's Blue Ridge Mountains set the scene for your Wintergreen Resort escape, from winter turns at Wintergreen Ski Area to mountain views along Blackrock Trail in the warmer months. Make the mountain your home base, then follow your curiosity beyond the resort with a half-day outing to nearby Humpback Rocks or the historic Blue Ridge Tunnel.
Yes, 7 of our Wintergreen Resort homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).
Browse dog-friendly homes >Yes. 38 of our Wintergreen Resort vacation rentals have internet access, so you can stay connected throughout your trip.
Browse homes with internet access >Absolutely. Our local Wintergreen Resort team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.
Learn more about Vacasa Premium Clean >Start with the season and the activities your group wants to share. Wintergreen Resort vacation rentals can serve as a home base for a ski-focused trip, a hiking getaway, or time together between mountain outings and meals in the nearby Rockfish Valley. Compare each home's mapped location with your planned activities rather than assuming every mountain address offers the same access.
Choose a property type and layout that suit your group, then review the listing before booking. Each home is unique, and amenities, parking, pet policies, and access to shared facilities vary by home; a vacation rental reservation does not automatically include every resort facility.
Build your mountain itinerary around skiing in winter and a named hiking route when conditions allow. The terrain matters as much as the distance, so choose experiences that fit your group's ability and leave regional excursions for a separate outing.
Wintergreen's ski terrain includes beginner, intermediate, and expert runs, giving winter travelers a way to plan around different abilities. Ski and snowboard equipment rentals are available through the resort, with advance registration and a scheduled pickup window part of the rental process.
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Blackrock Trail is a steep, rocky route in Wintergreen with mountain views and native vegetation along a south-facing slope. It suits hikers comfortable with a climb, rather than travelers looking for a level stroll.
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Keep mountaintop dining in mind for days spent at the resort, and plan a separate drive into the nearby valley when you want more variety. Nellysford adds a longtime barbecue stop, while nearby Roseland offers a brewpub meal; neither is on the resort's mountaintop. Resort restaurant hours vary by season.
The Blue Ridge Pig has served smoked meats and homemade sides in Nellysford since 1988. Work it into a valley outing when you want a meal away from the mountain.
Devils Backbone's Basecamp combines a full-service brewpub with oak wood-fired smoked dishes and beer offerings. It works for a sit-down meal during a valley outing, with children welcome under adult supervision.
You don't need a distant city to add variety to a mountain stay. These nearby excursions call for a separate drive from Wintergreen and suit a half-day plan, leaving time to return to your home base.
Head north along the Blue Ridge Parkway for a half-day outing outside the resort. The Humpback Rocks climb is strenuous, while the Mountain Farm Trail offers a shorter walk past historic farm buildings; the visitor center and staffed farm experience operate seasonally.
Drive off the mountain toward Afton for a half-day history-and-walking outing through a restored nineteenth-century railroad tunnel. Bring a powerful flashlight or headlamp for the unlit interior and wear sturdy shoes for wet, uneven ground; the east approach has gentler grades than the west approach.
