Wintergreen Resort Tours

A road with vehicles, surrounded by lush green trees and hills. Direction signs for Wintergreen Mountain Village and Blue Ridge Parkway are visible.
A gravel road curving through a grassy field with a wooden fence, leading towards a forested mountain.
A wooden fence in a grassy field with a mountain in the background.
A snow-covered landscape with bare trees and a winding road in the distance.
A waterfall in a forest with autumn leaves.

Plan a trip to see Wintergreen Resort

Price found within the past 48 hours. Click for updated prices.
Virginia Guesthouse Hotel

Virginia Guesthouse Hotel

3 out of 5
Lewis Mountain
Price was $1,006, price is now $768 per person
$768
per person
Oct 30 - Nov 2
found 10 hours ago
Roundtrip flight included
Chicago (CHI) to Charlottesville (CHO)
9.8/10 Exceptional! (82 reviews)
Super nice , European styling, parking in lot was $15, has app and Netflix on tv unlike some hotels in NYC :) nice smelling toiletries..close to UVA, literally in it .. would definitely recommend!!

Reviewed on Aug 27, 2026

The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Starr Hill
Save 100% on your flight
Price was $2,178, price is now $1,559 per person
$1,559
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Charlottesville (CHO)
8.4/10 Very Good! (1,003 reviews)

Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $1,026, price is now $809 per person
$809
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
9.2/10 Wonderful! (368 reviews)

Stay near popular Wintergreen Resort attractions

Wintergreen Resort

8.8/10 (140 reviews)
Hit the slopes in Wintergreen with a visit to Wintergreen Resort. Discover the mountain views and top-notch restaurants in this vibrant area.
See properties

Best Lodging Options Near Wintergreen Resort

All-Season Fun! Wintergreen Resort Condo w/ Views

All-Season Fun! Wintergreen Resort Condo w/ Views

Wintergreen Resort VA
All-Season Fun! Wintergreen Resort Condo w/ Views
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Roseland VA
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Wintergreen Mountain Views - Diamond in the Slopes - Close to Breweries & Hiking

Wintergreen Mountain Views - Diamond in the Slopes - Close to Breweries & Hiking

Wintergreen Resort VA
Wintergreen Mountain Views - Diamond in the Slopes - Close to Breweries & Hiking
New Build! Log Cabin with Hot Tub in Wintergreen

New Build! Log Cabin with Hot Tub in Wintergreen

Wintergreen Resort VA
New Build! Log Cabin with Hot Tub in Wintergreen
Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

Wintergreen VA
Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK
Endless Mountain Top Views from All The Way Up!

Endless Mountain Top Views from All The Way Up!

Wintergreen Resort VA
Endless Mountain Top Views from All The Way Up!
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!

Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!

Wintergreen Resort VA
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
Priced to rent! Amazing views. Overlooking Black Diamond Slope

Priced to rent! Amazing views. Overlooking Black Diamond Slope

Wintergreen VA
Priced to rent! Amazing views. Overlooking Black Diamond Slope
Timbers Studio 14 with Wintergreen Advantage

Timbers Studio 14 with Wintergreen Advantage

Wintergreen VA
Timbers Studio 14 with Wintergreen Advantage
See all 1,096 properties in Wintergreen Resort
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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