Wintergreen, VA

Travel Guide

Photo by Rebecca Brent
Photo by Rebecca Brent
Photo by Melissa Smestad

Where to stay in Wintergreen

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Treeloft

When in Treeloft, you can plan a visit to Wintergreen Resort and Raven's Roost Overlook, some noteworthy sights in the nearby area.

Treeloft
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Pedlars Edge

If you're looking for some top things to see and do in Pedlars Edge and surrounding area, you can visit Wintergreen Resort and Raven's Roost Overlook.

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

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

Roseland
Stay at this condo in Wintergreen. Enjoy free WiFi, laundry facilities, and patios. Our guests praise the helpful staff in our reviews. Popular attractions Wintergreen ...
10/10 Exceptional! (320 reviews)
"Very comfortable with considerate hosts. Easy walking distance to resort. Highly recommend!"

Reviewed on Jul 27, 2025

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Pine Cottage: Hot Tub, 2 mins to Bold Rock!

Pine Cottage: Hot Tub, 2 mins to Bold Rock!

Nellysford
$377 nightly
The price is $423 total per night from Sep 2 to Sep 3
$423 total
Sep 2 - Sep 3
Total includes taxes and fees
Stay at this cottage in Wintergreen. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Wintergreen Resort and Bold Rock Hard ...
9.8/10 Exceptional! (19 reviews)
Perfect location
"We had such a great girls weekend!! The Cottage was so cute, fun, clean and beds were super comfy. The house was in the perfect location for everything. Can’t wait to go back."

Reviewed on Mar 10, 2025

Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street, Staunton, VA
$115 nightly
The price is $129 total per night from Sep 7 to Sep 8
$129 total
Sep 7 - Sep 8
Total includes taxes and fees
Stay at this 3-star historic hotel in Staunton. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the convenient ...
9.4/10 Exceptional! (1,000 reviews)
"We were greated by a warm staff which is always nice. However, there was a boil notice in place which did affect our stay. Not the hotel's fault but offering guests a single bottle of water was not a sufficient response. Barring the water issue it was a pleasant stay."

Reviewed on Aug 17, 2025

Hotel 24 South
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.
Pine Cottage: Hot Tub, 2 mins to Bold Rock!

Pine Cottage: Hot Tub, 2 mins to Bold Rock!

Nellysford
Stay at this cottage in Wintergreen. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Wintergreen Resort and Bold Rock Hard ...
9.8/10 Exceptional! (19 reviews)
Perfect location
"We had such a great girls weekend!! The Cottage was so cute, fun, clean and beds were super comfy. The house was in the perfect location for everything. Can’t wait to go back."

Reviewed on Mar 10, 2025

Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

Wintergreen Resort
Book a stay at this ski vacation home in Wintergreen. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Wintergreen Resort and Raven's ...
10/10 Exceptional! (60 reviews)
"My wife and stayed stayed here for a long weekend and had a great time! The property is as described and had everything we needed. Danessa was responsive and communicative. Would definitely recommend and hope to stay here again in the future!"

Reviewed on Aug 15, 2025

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

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

Roseland
Stay at this condo in Wintergreen. Enjoy free WiFi, laundry facilities, and patios. Our guests praise the helpful staff in our reviews. Popular attractions Wintergreen ...
10/10 Exceptional! (320 reviews)
"Very comfortable with considerate hosts. Easy walking distance to resort. Highly recommend!"

Reviewed on Jul 27, 2025

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

Popular places to visit

Things to do

Cities near Wintergreen