Wintergreen Travel Guide

Tourist Guide

A mountainous landscape with lush green hills and a clear blue sky with contrails.
A mountainous landscape with dense forests and a valley.
A snow-covered mountain landscape with a ski resort and a clear blue sky.
A stone tunnel with moss-covered walls and a rocky hillside.
A dense forest with a variety of trees displaying autumn colors.
2br/2ba:  Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Roseland VA
The price is £184 per night from 11 Nov to 12 Nov
£184
11 Nov - 12 Nov
includes taxes & fees
Stay at this condo in Wintergreen. Enjoy laundry facilities, tennis courts and patios. Popular attractions Wintergreen Resort and Raven's Roost Overlook are ...
9/10 Wonderful! (339 reviews)
"My wife Teresa and I have been renting this condo for 12 yrs in a row. For the money, its the best rental in Wintergreen! Already booked and paid for for next year's visit. Accessibility is another plus with this condo that no one ever mentions. we are both 60 yrs old so this is important and if ..."

Reviewed on 24 Oct 2026

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Cozy Cabin with private HOT TUB!

Cozy Cabin with private HOT TUB!

Nellysford VA
Stay at this cabin in Wintergreen. Enjoy private hot tubs, laundry facilities and tennis courts. Popular attractions Wintergreen Resort and Raven's Roost Overlook ...
10/10 Exceptional! (54 reviews)
"Beautiful location. Private. Hosts were great!!"

Reviewed on 27 Oct 2026

Cozy Cabin with private HOT TUB!
Cozy Wintergreen Retreat - Hot Tub, Walk to resort, Hiking trail in backyard

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

Wintergreen Resort VA
Stay at this holiday home in Wintergreen. Enjoy free Wi-Fi, 2 outdoor pickleball courts and a fitness centre. Popular attractions Wintergreen Resort and Raven's ...
9.8/10 Exceptional! (9 reviews)
"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 ..."

Reviewed on 20 Oct 2026

Cozy Wintergreen Retreat - Hot Tub, Walk to resort, Hiking trail in backyard
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.
2br/2ba:  Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Roseland VA
Stay at this condo in Wintergreen. Enjoy laundry facilities, tennis courts and patios. Popular attractions Wintergreen Resort and Raven's Roost Overlook are ...
9/10 Wonderful! (339 reviews)
"My wife Teresa and I have been renting this condo for 12 yrs in a row. For the money, its the best rental in Wintergreen! Already booked and paid for for next year's visit. Accessibility is another plus with this condo that no one ever mentions. we are both 60 yrs old so this is important and if ..."

Reviewed on 24 Oct 2026

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Cozy Cabin with private HOT TUB!

Cozy Cabin with private HOT TUB!

Nellysford VA
Stay at this cabin in Wintergreen. Enjoy private hot tubs, laundry facilities and tennis courts. Popular attractions Wintergreen Resort and Raven's Roost Overlook ...
10/10 Exceptional! (54 reviews)
"Beautiful location. Private. Hosts were great!!"

Reviewed on 27 Oct 2026

Cozy Cabin with private HOT TUB!
Cozy Wintergreen Retreat - Hot Tub, Walk to resort, Hiking trail in backyard

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

Wintergreen Resort VA
Stay at this holiday home in Wintergreen. Enjoy free Wi-Fi, 2 outdoor pickleball courts and a fitness centre. Popular attractions Wintergreen Resort and Raven's ...
9.8/10 Exceptional! (9 reviews)
"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 ..."

Reviewed on 20 Oct 2026

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

Stay near popular Wintergreen attractions

Things to do

Cities near Wintergreen