
Wintergreen Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Rebecca Brent
- Plan, book, travel with confidence
Better together
Save up to AU$703 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
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.
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

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Roseland
10/10 Exceptional! (324 reviews)
"Wonderful location. Clean place and updated. Owner was excellent at communication!"
Reviewed on 15 Sept 2025

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Wintergreen Resort
The price is AU$1,091 per night from 27 Oct to 28 Oct
AU$1,091
27 Oct - 28 Oct
includes taxes & fees
10/10 Exceptional! (62 reviews)
"Beautiful rental “in the tree tops” with many thoughtful and modern accommodations! The host takes extra efforts to provide a detailed list online of how to use the rental and what activities there are nearby. We absolutely loved our stay here."
Reviewed on 26 Sept 2025

The Modern Mountain Condo
Wintergreen Resort
The price is AU$373 per night from 13 Oct to 14 Oct
AU$373
13 Oct - 14 Oct
includes taxes & fees
9.8/10 Exceptional! (28 reviews)
"Great little condo for a quick getaway for a wedding. Spent very little time in the unit, but convenient, affordable and very clean!"
Reviewed on 1 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.
What to do in Wintergreen

Shenandoah National Park Self-Guided Driving Audio Tour
AU$25
per traveller
100% of travellers recommend

Blue Ridge Parkway Self-Guided Audio Tour Bundle
AU$36
per traveller

Shenandoah National Park Self-Guided Audio Tour
AU$24
per traveller
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.