Wintergreen Holidays
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Your Wintergreen Holiday
Lock in a Wintergreen holiday package and get set to experience everything this city has to offer. Think about staying in the neighbourhood of Laurel Ridge, which is great for skiing, adventure sports and mountain biking. Ready to explore your new surroundings? Bold Rock Hard Cider Nellysford Cidery, Stoney Creek Golf Course and Hill Top Berry Farm & Winery are some of the top-rated places to visit during a trip to Wintergreen. A couple of clicks is all it takes to build a tailor-made Wintergreen holiday on Expedia.
Our guide on 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 Holiday
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 |
Our pick of the best Wintergreen Hotel Deals
The Modern Mountain Condo
The Modern Mountain Condo was a great place to gather with friends, play games, watch movies and just relax. There was plenty of room and everything needed for a fun girls' night out.
Reviewed on 15 Apr 2026
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
As advertised, the view was amazing and the sunrise was so beautiful over the mountains. We really enjoyed having a fire on a rainy Monday and being able to go out to lunch without leaving the resort. Really close to the Blue Ridge Parkway and some lovely walks right in the resort. Thanks for a great ...
Reviewed on 18 Mar 2026
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
We enjoyed our stay at this condo immensely. It was comfortable, clean, well organized, and very welcoming for pets. Small details like comfortable beds, soft linens, a well stocked kitchen and bathroom items really made a difference. Thank you for creating such a welcoming space for our family and ...
Reviewed on 18 Apr 2026
What to do in Wintergreen
Shenandoah National Park Self-Guided Driving Audio Tour
Blue Ridge Parkway Self-Guided Audio Tour Bundle
