Wintergreen Holidays
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Photo by Rebecca Brent
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- Better togetherSave up to NZ$616 when you book a flight and hotel together*
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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
Treeloft
Though Treeloft may not have many top sights, you can venture to the surrounding area to see attractions like Wintergreen Resort and Raven's Roost Overlook.
Wintergreen Holiday
Our pick of the best Wintergreen Hotel Deals
Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!
Wintergreen VA
9.8/10 Exceptional! (231 reviews)
Beautiful location.
Reviewed on 18 Nov 2025
Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall
Wintergreen Resort VA
9.6/10 Exceptional! (52 reviews)
Very cozy home. Clean and comfortable. Wonderful area for a Fall getaway.
Reviewed on 14 Nov 2025
Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK
Wintergreen VA
The price is NZ$1,111 per night from 4 Jan to 5 Jan
NZ$1,111
4 Jan - 5 Jan 2026
includes taxes & fees
9.6/10 Exceptional! (151 reviews)
Easy to access, responsive host, clean
Reviewed on 22 Oct 2025
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$43
per traveller
Shenandoah National Park Self-Guided Audio Tour
NZ$28
per traveller
Blue Ridge Parkway Virginia Self-Guided Audio Tour
NZ$23
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
