Wintergreen Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Where to stay in Wintergreen
Find the best Wintergreen areas and neighborhoods for the activities you enjoy most. Learn more about Wintergreen
Chestnut Springs
Though Chestnut Springs might not have many top sights, you can venture to the surrounding area to see attractions like Wintergreen Resort and Raven's Roost Overlook.
Find the Best Wintergreen Vacation Packages
Wintergreen Hotel Deals
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland VA
The price is ￥16,155 per night from Jun 4 to Jun 5
￥16,155
￥39,906 total
Jun 4 - Jun 5
includes taxes & fees
9/10 Wonderful! (323 reviews)
"Awesome views and very clean condo! We had a very relaxing weekend!"
Reviewed on May 4, 2026
New Build! Log Cabin with Hot Tub in Wintergreen
Wintergreen Resort VA
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.
What to do in Wintergreen
Shenandoah National Park Self-Guided Driving Audio Tour
￥2,666
per traveler
100% of travellers recommend
Blue Ridge Parkway Self-Guided Audio Tour Bundle
￥3,764
per traveler
Blue Ridge Parkway Virginia Self-Guided Audio Tour
￥2,038
per traveler
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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.
