Wintergreen Travel Guide

Tourist Guide

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

Where to stay in Wintergreen

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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
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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
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Roseland
Book a stay at this family-friendly vacation home in Wintergreen. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Wintergreen Resort ...
9.6/10 Exceptional! (245 reviews)
Perfect ski weekend rental
"Perfect ski weekend rental. Great communication with Scott. Kitchen is nicely equipped. Hot tub is hot and was perfect for soaking and relaxing after a great day of skiing."

Reviewed on 22 Feb. 2025

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Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Best views on Mountain! Breathtaking 5 Star. Available Midweek Ski! BOOK NOW!
Best views on Mountain! Breathtaking 5 Star. Available Midweek Ski! BOOK NOW!
Wintergreen
Stay at this condo in Wintergreen. Enjoy free WiFi, private pools, and a sauna. Our guests praise the helpful staff in our reviews. Popular attractions Wintergreen ...
9.8/10 Exceptional! (214 reviews)
Beautiful view!
"Absolutely loved my second stay at the gorgeous property! The sunrise and sunset views can’t be beat."

Reviewed on 3 Feb. 2025

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Best views on Mountain! Breathtaking 5 Star. Available Midweek Ski! BOOK NOW!
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, patios, and an in-room coffeemaker. Our guests praise the helpful staff in our reviews. Popular attractions ...
10/10 Exceptional! (306 reviews)
Great condo
"Clean, cozy,and convenient!"

Reviewed on 10 Feb. 2025

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Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
See all 1,183 properties in Wintergreen
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.
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Roseland
Book a stay at this family-friendly vacation home in Wintergreen. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Wintergreen Resort ...
9.6/10 Exceptional! (245 reviews)
Perfect ski weekend rental
"Perfect ski weekend rental. Great communication with Scott. Kitchen is nicely equipped. Hot tub is hot and was perfect for soaking and relaxing after a great day of skiing."

Reviewed on 22 Feb. 2025

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
Stay at this condo in Wintergreen. Enjoy free WiFi, in-room fireplaces, and air conditioning. Popular attractions Wintergreen Resort and Raven's Roost Overlook ...
9.8/10 Exceptional! (9 reviews)
Wonderful weekend
"Perfect location. Easy to walk to the resort. Clean, cozy, and quiet. Thanks for a great stay!"

Reviewed on 23 Feb. 2025

Wintergreen Condo -Steps to Ski and restaurants
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, patios, and an in-room coffeemaker. Our guests praise the helpful staff in our reviews. Popular attractions ...
10/10 Exceptional! (306 reviews)
Great condo
"Clean, cozy,and convenient!"

Reviewed on 10 Feb. 2025

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
See all properties in Wintergreen
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

Wintergreen Resort

Wintergreen Resort

Hit the slopes in Nellysford with a visit to Wintergreen Resort. Discover the mountain views and top-notch restaurants in this vibrant area.

Wintergreen Resort
Bold Rock Hard Cider Nellysford Cidery

Bold Rock Hard Cider Nellysford Cidery

You can take time to visit Bold Rock Hard Cider Nellysford Cidery during your travels to Nellysford. Discover the mountain views in this family-friendly area.

Bold Rock Hard Cider Nellysford Cidery

Stoney Creek Golf Course

Enjoy a round of golf in Nellysford at Stoney Creek Golf Course. Discover the mountain views and top-notch restaurants in this vibrant area.

Stoney Creek Golf Course