A dense forest with a variety of coniferous trees and a small clearing with grass and a few scattered trees.

Best Resorts in Wintergreen

Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Wintergreen resorts

A spacious living room with a stone fireplace, large windows, and a high ceiling.

1. Iris Inn and Cabins

Iris Inn and Cabins
4.5 star property
Waynesboro
9.8 out of 10, Exceptional, (17 reviews)
"The view and the grounds were absolutely beautiful. The room was clean and comfortable as well, and the staff was helpful and friendly."
United States
Judy
$379 nightly
The price is $422
Nov 23 - Nov 24
Total with taxes and fees
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.
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Top Wintergreen Hotel Reviews

Cozy Wintergreen Retreat - Hot Tub, Walk to resort, Hiking trail in backyard

Cozy Wintergreen Retreat - Hot Tub, Walk to resort, Hiking trail in backyard

10/10 Excellent
"We had a lovely experience staying at this property. We stayed two nights with our 3 kids (ages 5, 7, 9) and we all thoroughly enjoyed the hot tub, Pac Mac console and enjoyed making a fire and roasting s'mores. The house was very clean, beds were comfortable and communication was prompt. We did the Shamokin Falls and Plunge hikes which were very convenient for our young kids. The space was perfect for our needs (we were close to the resort but still felt like we got away and had privacy) - thank you!"
Meredith L B. 2-night trip
Posted 4 days ago
Cozy Wintergreen Retreat - Hot Tub, Walk to resort, Hiking trail in backyard

Find out more about Wintergreen

Wintergreen Resorts information

Number of reviews
17
Accommodation
0 Resorts
Lowest Price
$422
Highest Price
$422

Frequently asked questions

What can I expect from a resort vacation in Wintergreen?
Longing for a relaxing escape? Indulge in the luxuries and comforts of a resort, where you can find everything you want for your stay from convenient food and drink options to entertainment and shopping. Browse the resorts in the area and discover the one that's best for you, whether you see yourself sipping drinks by a sprawling pool or heading to the spa for a deep-tissue massage.
What's a favorite resort in Wintergreen?
Our highest-rated resort near Wintergreen: Iris Inn and Cabins - Luxury resort. 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?
Travelers like the mountain scenery in Wintergreen, and enjoy its skiing and other winter sports. Grab your golf clubs for a game 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 seasonal weather like in Wintergreen?
The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Wintergreen is 48 inches.
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) away from the city center. Otherwise, look for flights into Charlottesville-Albemarle Airport (CHO), 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.

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