Wintergreen Holidays
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Our guide on where to stay in Wintergreen
Find the best Wintergreen areas and neighborhoods for the activities you enjoy most. Learn more about 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
Our pick of the best Wintergreen Hotel Deals
The Modern Mountain Condo
Wintergreen Resort VA
The price is NZ$400 per night from 20 Apr to 21 Apr
NZ$400
20 Apr - 21 Apr
includes taxes & fees
10/10 Exceptional! (48 reviews)
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.
Roseland VA
The price is NZ$431 per night from 22 Apr to 23 Apr
NZ$431
22 Apr - 23 Apr
includes taxes & fees
9/10 Wonderful! (317 reviews)
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
Roseland VA
10/10 Exceptional! (352 reviews)
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
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Wintergreen
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
NZ$41
per traveller
Blue Ridge Parkway Virginia Self-Guided Audio Tour
NZ$22
per traveller
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