Wintergreen Resort Tours and Activities

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.
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
The Meadows
Price was CA $661, price is now CA $598 per person
CA $598
per person
Oct 15 - Oct 17
just found
Roundtrip flight included
Toronto (YYZ) to Charlottesville (CHO)
9.2/10 Wonderful! (3,072 reviews)

Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was CA $932, price is now CA $662 per person
CA $662
per person
Oct 15 - Oct 17
just found
Roundtrip flight included
Toronto (YYZ) to Charlottesville (CHO)
9.2/10 Wonderful! (378 reviews)

Shenandoah Wilderness Traveler

Shenandoah Wilderness Traveler

2 out of 5
Price was CA $821, price is now CA $635 per person
CA $635
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottesville (CHO)
8.8/10 Excellent! (117 reviews)
Amazing place. Great to go with family or friends. Many activities during the day. Amazing views and the cabins were excellent.

Reviewed on Sep 12, 2026

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

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
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
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 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
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
Ski-In/Ski-Out Comfy Condo

Ski-In/Ski-Out Comfy Condo

Wintergreen VA
Ski-In/Ski-Out Comfy Condo
Timbers Studio 14 with Wintergreen Advantage

Timbers Studio 14 with Wintergreen Advantage

Wintergreen VA
Timbers Studio 14 with Wintergreen Advantage
Insane Mountain Views - New Listing

Insane Mountain Views - New Listing

Wintergreen Resort VA
Insane Mountain Views - New Listing
See all 1,094 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.