Find Ski Hotels in Wintergreen, VA

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Nov 8 - Nov 9
Tomorrow
Nov 9 - Nov 10
Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22

Our top choices for Wintergreen ski hotels

A balcony with a table and chairs, offering a view of a mountainous landscape.

1. 2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (339 reviews)
  • cleanliness
    Savor mountain magic from this slope-side condo with a water park, hot tub, and million-dollar views of Wintergreen Resort.
The price is ￥14,834
￥38,371 total
includes taxes & fees
Nov 9 - Nov 10
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
A spacious living area with a wooden staircase, a dining table, and a sofa.

2. Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (6 reviews)
The price is ￥27,945
￥66,975 total
includes taxes & fees
Nov 9 - Nov 10
Blackwood Chalet
A room with two armchairs, a small table with a lamp, and a view of a balcony with a railing.

3. Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
10.0 out of 10, Exceptional, (61 reviews)
  • cleanliness
    Experience the ultimate ski retreat at Wintergreen Resort with cozy fireplaces and breathtaking mountain sunsets.
The price is ￥15,943
￥57,593 total
includes taxes & fees
Nov 9 - Nov 10
Spacious + Serene Mtn Top Escape, 4 En Suites
A living room with a fireplace, a sofa, a TV, and a dining area with a table and chairs.

4. Updated! Cozy and clean two bedroom condo.

Updated! Cozy and clean two bedroom condo.
Wintergreen Resort
9.2 out of 10, Wonderful, (38 reviews)
The price is ￥15,690
￥38,265 total
includes taxes & fees
Nov 12 - Nov 13
Updated! Cozy and clean two bedroom condo.
Private kitchen

5. "Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining

"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
Wintergreen Resort
10.0 out of 10, Exceptional, (44 reviews)
  • cleanliness
    Ski paradise awaits at Wintergreen condo, just 2 minutes from slopes with nearby dining and mountain adventures at your doorstep.
The price is ￥19,398
￥51,558 total
includes taxes & fees
Nov 9 - Nov 10
"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
A wooden deck with a sofa and a wicker chair, overlooking a lush green landscape with mountains.

6. Luxury Condo in the Sky! Finest in Wintergreen!

Luxury Condo in the Sky! Finest in Wintergreen!
Wintergreen Resort
10.0 out of 10, Exceptional, (48 reviews)
  • cleanliness
    Ski paradise awaits at this luxury mountain condo with breathtaking valley views and fireside comfort after exhilarating snow adventures.
The price is ￥22,545
￥48,455 total
includes taxes & fees
Nov 9 - Nov 10
Luxury Condo in the Sky! Finest in Wintergreen!
A two-story house with a stone foundation, a large front porch, and a chimney.

7. Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace

Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (128 reviews)
The price is ￥21,537
￥43,406 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
A garden with a variety of flowers and trees at dusk.

8. New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (163 reviews)
  • cleanliness
    Embrace winter adventures at Wintergreen mountain condo with ski, hike, and tennis just steps away from this pet-friendly retreat.
The price is ￥17,433
￥39,156 total
includes taxes & fees
Nov 12 - Nov 13
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
A swimming pool surrounded by lush greenery and a wooden cabin.

9. 2BR 2BA + Bonus Kids Room. Walk to Slopes & Village. Dog-Friendly. Fireplace.

2BR 2BA + Bonus Kids Room. Walk to Slopes & Village. Dog-Friendly. Fireplace.
Wintergreen Resort
10.0 out of 10, Exceptional, (4 reviews)
The price is ￥18,542
￥51,255 total
includes taxes & fees
Nov 9 - Nov 10
2BR 2BA + Bonus Kids Room. Walk to Slopes & Village. Dog-Friendly. Fireplace.
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

10. Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
9.6 out of 10, Exceptional, (49 reviews)
  • cleanliness
    Discover the magic of winter at this mountain condo, where scenic slopes meet panoramic views and tranquil moments await.
The price is ￥26,068
￥46,894 total
includes taxes & fees
Nov 16 - Nov 17
Panoramic Peak: Wintergreen Condo with Views
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.
View all properties

Choose what matters most at ski hotels in Wintergreen

Resort
4 stars

Top Wintergreen Hotel Reviews

A spacious living area with a wooden staircase, a dining table, and a sofa.
Blackwood Chalet

Blackwood Chalet

Blackwood Chalet
Nellysford

10/10 Excellent

Cleanliness and ease of check in
United States
Patrick
Reviewed September 13, 2026
Blackwood Chalet