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Condo Wintergreen Resort
$128 per night
Condo ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (285 ratings)
Wintergreen Resort, Rockfish, Virginia, United States
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Condo Wintergreen Resort
$206 per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (135 ratings)
Wintergreen Resort, Rockfish, Virginia, United States
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Condo Wintergreen Resort
$239 per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (229 ratings)
Wintergreen Resort, Rockfish, Virginia, United States
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Condo Wintergreen Resort
$197 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.9
"Excellent" (142 ratings)
Wintergreen Resort, Rockfish, Virginia, United States
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Condo Wintergreen Resort
$127 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.4
"Very good" (242 ratings)
Wintergreen Resort, Rockfish, Virginia, United States
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Condo Wintergreen Resort
$184 per night
Condo ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (36 ratings)
Wintergreen Resort, Rockfish, Virginia, United States
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Condo Wintergreen Resort
$171 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.9
"Excellent" (201 ratings)
Wintergreen Resort, Rockfish, Virginia, United States
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Chalet Wintergreen Resort
$324 per night
Chalet ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (125 ratings)
Wintergreen Resort, Rockfish, Virginia, United States
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Chalet Wintergreen Resort
$280 per night
Chalet ∙ 9 guests ∙ 3 bedrooms
Wintergreen Resort, Rockfish, Virginia, United States
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Best vacation rentals with a balcony

House Balcony Wintergreen Resort
$158 per night
House ∙ 11 guests ∙ 4 bedrooms
4.7
"Outstanding" (246 ratings)
Wintergreen Resort, Rockfish, Virginia, United States
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Condo Balcony Wintergreen Resort
$117 per night
Condo ∙ 5 guests ∙ 2 bedrooms
4.9
"Excellent" (116 ratings)
Wintergreen Resort, Rockfish, Virginia, United States
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House Balcony Wintergreen Resort
$136 per night
House ∙ 10 guests ∙ 3 bedrooms
4.8
"Excellent" (60 ratings)
Wintergreen Resort, Rockfish, Virginia, United States
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Vacation rentals and apartments with air conditioning

Condo Air conditioning Wintergreen Resort
$209 per night
Condo ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (76 ratings)
Wintergreen Resort, Rockfish, Virginia, United States
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Condo Air conditioning Wintergreen Resort
$138 per night
Condo ∙ 4 guests ∙ 1 bedroom
4.9
"Excellent" (177 ratings)
Wintergreen Resort, Rockfish, Virginia, United States
Air conditioning
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Condo Air conditioning Wintergreen Resort
$137 per night
Condo ∙ 8 guests ∙ 3 bedrooms
4.9
"Excellent" (115 ratings)
Wintergreen Resort, Rockfish, Virginia, United States
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Vacation rentals with Wi-Fi

House Internet Wintergreen Resort
$262 per night
House ∙ 8 guests ∙ 4 bedrooms
4.6
"Outstanding" (31 ratings)
Wintergreen Resort, Rockfish, Virginia, United States
Internet
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House Internet Wintergreen Resort
$342 per night
House ∙ 10 guests ∙ 5 bedrooms
5.0
"Excellent" (152 ratings)
Wintergreen Resort, Rockfish, Virginia, United States
Internet
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House Internet Wintergreen Resort
$659 per night
House ∙ 12 guests ∙ 5 bedrooms
4.9
"Excellent" (114 ratings)
Wintergreen Resort, Rockfish, Virginia, United States
Internet
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Frequently Asked Questions

Can I find cheap vacation rentals in Wintergreen Resort?

You can book a vacation rental in Wintergreen Resort for as little as $110 per night.

Can I see all vacation rentals that are available in Wintergreen Resort?

On tripping.com, you will find 573 available vacation rental offers in Wintergreen Resort.

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Wintergreen Information

About Wintergreen

With 30 miles of biking and hiking trails, Wintergreen is a small town in Virginia that is mostly made up of Wintergreen Resort—a four-season mountain retreat located in the Blue Ridge Mountains’ eastern slopes, which has been named “Best Ski Resort” by multiple media outlets. There is also an abundance of outdoor activities that visitors come to enjoy, among them skiing, golfing, biking, hiking and mountain climbing. Wintergreen is a great place to come and enjoy the outdoors while escaping the hustle and bustle of everyday life.

Things to Do in Wintergreen

The River Bluff House, which is said to be the oldest standing structure in the area, was built in 1805 and stands along the south fork of the Rockfish River. Since 1980, it has been listed on the National Register of Historic Places and serves as a great example of Palladian-style architecture. Skiing is the most popular activity at Wintergreen Resort, although people also come to go hiking, horseback riding, snowboarding, hunting and fishing. The resort is also home to world-class golf and tennis facilities for those who want to participate. Recommended golf courses include Devils Knob on the mountain, and Stoney Creek in the valley—private and group lessons are available. Despite its smaller size, Wintergreen has a variety of restaurants, offering visitors multiple dining options when they visit—ranging from French cuisine to classic American. Bold Rock features a cidery and tap room and is a great place to get a drink, and some of the other restaurants even offer live music on weekends. The resort also has a world-class spa, which offers indoor and outdoor pools, exercise equipment and relaxing treatments to nurture the body. The resort’s Discovery Ridge Adventure Center also offers fun for the whole family, including miniature golf, rock climbing, and even a skate park.

Day Trips Near Wintergreen

The city of Charlottesville is just 40 minutes away from Wintergreen and is home to Shenandoah National Park, as well as Monticello—Thomas Jefferson’s famed plantation home. Richmond, the capital of Virginia, is one of the oldest cities in America and is just over an hour and a half way from Wintergreen. Other great day trips near Wintergreen include Roanoke (less than two hours), Lynchburg (under an hour), and Virginia Beach (three hours).

Wintergreen Accommodation

A majority of the homes for sale in Wintergreen are single-family style, although there are some condos located within the resort as well. Apartments and attached homes are of the rare variety in this particular region. Most of the homes in the area offer stunning views of the woods and golf courses, and provide access to nature trails. Properties tend to be quite spacious with large decks, yards and garages for multiple vehicles.

Transportation in Wintergreen

Transportation is limited in Wintergreen; there is no nearby bus or rail system, which is why renting a car is the primary way to get around town. There is a ski shuttle available at the resort. Taxis are not readily available either, but the town is pedestrian-friendly and has lots of great trails for cyclists and hikers.

Popular Day Trips Near Wintergreen Resort

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