Photo by Melissa Smestad

Search Best Resorts in Wintergreen

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Wintergreen resorts

Family Cottage
Iris Inn and Cabins

Iris Inn and Cabins

Iris Inn and Cabins
4.0 star property
Waynesboro
9.6 out of 10, Exceptional, (7)
"Incredible Mountain View at Sunset. Extremely comfortable bed. Delicious breakfast."
United States
Dale
The price is AU$555
includes taxes & fees
11 Dec - 12 Dec
Iris Inn and Cabins
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wintergreen Hotel Reviews

Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!

Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!

10/10 Excellent
"Perfect. The condo was exactly like the photos with added holiday touches. Our host, Maureen, was very responsive. The kitchen was well stocked and the view was amazing. "
Linda M. 3-night trip
Posted 2 days ago
Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!

Find out more about Wintergreen

Wintergreen Resort information

Number of reviews
7
Accommodation
0 Resort
Lowest Price
AU$555
Highest Price
AU$555

Frequently asked questions

What can I expect from a resort holiday in Wintergreen?
Longing for a relaxing escape? You deserve all the comforts of a resort, where you can find everything you want for your trip—from convenient food and drink options to activities and shopping. Browse the resorts in the area and discover the best one for you, whether you envision yourself sipping drinks by a sprawling pool or hitting the golf course for an afternoon game.
What's a top resort in Wintergreen?
Here's our top-rated resort near Wintergreen: Iris Inn and Cabins - 11 mi (17.7 km) from Wintergreen. Features a snack bar/deli, a terrace and a car charging station.
What can I do in Wintergreen?
Travellers like the mountain scenery in Wintergreen, and enjoy its skiing and other winter sports. Grab your golf clubs for a round at Stoney Creek Golf Course, or head for the ski slopes at Wintergreen Resort. Additional attractions in the area include Bold Rock Hard Cider Nellysford Cidery and Raven's Roost Overlook.
What's the weather like in Wintergreen?
The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Wintergreen is 1228 mm.
What's the best way to get to and around Wintergreen?
Fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is located 26.2 mi (42.1 km) from the city centre. Otherwise, you can search for flights to Charlottesville, VA (CHO-Charlottesville-Albemarle), which is 30.3 mi (48.8 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia