Wintergreen Travel Guide

Tourist Guide

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

Where to stay in Wintergreen

Default Image

Treeloft

Though Treeloft may not have many top sights, you can venture to the surrounding area to see attractions like Wintergreen Resort and Raven's Roost Overlook.

Treeloft
Default Image

Pedlars Edge

While Pedlars Edge isn't home to many top sights, Wintergreen Resort and Raven's Roost Overlook are some notable places to visit nearby.

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 27 Jul. 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
The price is AU$679 per night from 21 Aug to 22 Aug
AU$679
21 Aug - 22 Aug
includes taxes & 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 10 Mar. 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 15 Aug. 2025

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
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 10 Mar. 2025

Pine Cottage: Hot Tub, 2 mins to Bold Rock!
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 27 Jul. 2025

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
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 15 Aug. 2025

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

Activities