Wintergreen Holidays
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Your Wintergreen Holiday
When a break in the city is calling, answer it with a Wintergreen holiday package. The neighbourhood of Laurel Ridge, which is good for skiing, adventure sports and mountain biking, makes a fantastic base for your adventures. Fill your days with visits to Bold Rock Hard Cider Nellysford Cidery, Stoney Creek Golf Course and Hill Top Berry Farm & Winery, some of the things you simply have to see during a trip to Wintergreen. Don't delay exploring this city any longer. Your dream Wintergreen holiday is only a few clicks away with Expedia.
Where to stay in Wintergreen
Chestnut Springs
While Chestnut Springs may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Wintergreen Resort and Raven's Roost Overlook.
Wintergreen Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Charlottesville-Albemarle Airport (CHO) |
Population | 170 |
Max Temp Winter | 7ºC |
Max Temp Summer | 29ºC |
Top Sights | Bold Rock Hard Cider Nellysford Cidery, Hill Top Berry Farm & Winery and Stoney Creek Golf Course |
Top hotels in Wintergreen
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Very clean, incredible view, jacuzzi tub is absolutely awesome. Remember to bring your own shampoo. Lots of hiking trails of varying difficulty close by. I hope to stay there again
Reviewed on 23 Apr 2026
New Build! Log Cabin with Hot Tub in Wintergreen
Beautiful house! Gorgeous location. Easy access to hiking trails. The host is super helpful and responsive. Highly recommend!!
Reviewed on 9 Apr 2026
Cozy Cabin with private HOT TUB!
We loved being able to bring our dog with us on our long weekend mountain trip. This is an older, but cozy, comfortable and unique cabin high up on a Wintergreen mountaintop, with great views of the sunset from the big bay window and especially from the wonderful hot tub. We also enjoyed making fires ...
Reviewed on 6 Apr 2026
Popular places to visit
Wintergreen Resort
Hit the slopes in Wintergreen with a visit to Wintergreen Resort. Discover the mountain views and top-notch restaurants in this vibrant area.
Bold Rock Hard Cider Nellysford Cidery
You can take time to visit Bold Rock Hard Cider Nellysford Cidery during your travels to Wintergreen. Discover the mountain views in this family-friendly area or seek out the ski slopes.
What to do in Wintergreen
Blue Ridge Parkway Self-Guided Audio Tour Bundle
Blue Ridge Parkway Virginia Self-Guided Audio Tour
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
