Wintergreen Chalets

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Our top choices for Wintergreen chalets

Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16

Deer Springs

cecelia t.

includes taxes & fees

7 Jun - 8 Jun

Wintergreen Ridge Retreat

Chestnut Springs

Teresa H.

Dragon's Back, 9BR 10BA in Wintergreen

Wintergreen Resort

Brooke S.

includes taxes & fees

15 Jun - 16 Jun

Elk Mountain Overlook: Breathtaking Views

Afton

Margaret

includes taxes & fees

10 Jun - 11 Jun

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Top Wintergreen Hotel Reviews

Where the Trail Ends

10/10 Excellent

"Very nice condo. Great location. Clean. Comfortable."

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

10/10 Excellent

"We had another great stay at this property with our son and dog. Everything is well-stocked and organized. It is very clean and user-friendly for a property that allows dogs, even supplying a large dog crate. The location is perfectly situated near the lodge and hiking trails. We will be back!"

One of the Best Views in Wintergreen!

10/10 Excellent

"This was an amazing place to stay. We had a wonderful time driving around and seeing the different wineries and our wedding we attended was wonderful. Our host was wonderful to work with. The views were incredible! We couldn’t ask for a better place to stay.."

Best views on Mountain! Breathtaking 5 Star condo! Book Summer and Fall now!

10/10 Excellent

"Absolutely breathtaking stay in the Blue Ridge Mountains. The views were stunning and made every morning feel peaceful and refreshing. The condo was immaculate, beautifully maintained, and thoughtfully prepared. The host went above and beyond to make it feel like home, even providing a variety of beverage choices for guests. Her attention to detail and hospitality truly made the experience exceptional. Highly recommend for anyone looking for a relaxing mountain getaway."

Endless Mountain Top Views from All The Way Up!

10/10 Excellent

"We loved our Mother’s Day weekend getaway at endless mountain top views! The views are breathtaking! The condo accommodated our wild 3 year old and pup. We loved the little touches to make our stay more enjoyable, the legos for our son, the heating fan in bathroom after shower/bath, the fully stocked kitchen, the comfy beds and ease of access to hiking. Our host was very responsive and ensured we had a great stay. We tried a new cidery per the hosts recommendation and it was perfect. We have stayed in Wintergreen the past four years and this is our new favorite! We are already talking about our next visit! Thanks for a wonderful stay! "

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