A dense forest with a variety of coniferous trees and a small clearing with grass and a few scattered trees.

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 availability on Wintergreen Ski Hotels

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Wintergreen ski hotels

A mountainous landscape with dense green forests and a clear sky.
A modern kitchen with white cabinets, stainless steel appliances, and a black countertop.
A spacious living room with a large window offering a mountain view. There is a sofa, a chair, and a small table with a lamp.
A bedroom with a metal bed frame, two bedside tables with lamps, a painting on the wall, and a door with a window.

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

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
  • Savor mountain magic from this slope-side condo with a water park, hot tub, and million-dollar views of Wintergreen Resort.
￥16,590
￥40,633 total
includes taxes & fees
Nov 3 - Nov 4
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.
Room
A cozy living room with a leather sofa, two side tables with lamps, a small Christmas tree, and a bear-themed artwork on the wall.
An outdoor deck with a hot tub, two Adirondack chairs, and a fire feature.

2. Blackwood Chalet

Blackwood Chalet
Nellysford
￥28,264
￥67,205 total
includes taxes & fees
Nov 2 - Nov 3
Blackwood Chalet
A living room with a fireplace, a sofa, a TV, and a dining area with a table and chairs.
A spacious living room with a sofa, coffee table, and a dining area with a kitchen in the background.
A compact kitchen with a refrigerator, microwave, stove, and sink. There is a window with a view of the outside, and wooden cabinets.
A bedroom with a bed, bedside tables, a wardrobe, and a window with blinds.

3. Updated! Cozy and clean two bedroom condo.

Updated! Cozy and clean two bedroom condo.
Wintergreen Resort
￥15,642
￥40,100 total
includes taxes & fees
Oct 12 - Oct 13
Updated! Cozy and clean two bedroom condo.
Private kitchen
A wicker chair with cushions on a wooden deck with a railing, surrounded by trees.
A modern kitchen with a flat-screen TV, bar stools, and a microwave.
A modern kitchen with white cabinets, stainless steel appliances, a central island with stools, and a sliding glass door to a patio.

4. "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
  • Ski paradise awaits at Wintergreen condo, just 2 minutes from slopes with nearby dining and mountain adventures at your doorstep.
￥16,353
￥49,062 total
includes taxes & fees
Oct 12 - Oct 13
"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
A scenic overlook with a metal railing, lush greenery, and distant mountains under a partly cloudy sky.
A compact kitchen with wooden cabinets and a built-in washing machine.
A modern kitchen with wooden cabinets, a glass dining table, and teal chairs.
A residential building with a wooden deck and a mailbox.

5. Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
  • Discover the magic of winter at this mountain condo, where scenic slopes meet panoramic views and tranquil moments await.
￥21,962
￥46,311 total
includes taxes & fees
Nov 2 - Nov 3
Panoramic Peak: Wintergreen Condo with Views
A garden with a variety of flowers and trees at dusk.
A golf course with a sand bunker and a mountain backdrop.
A living room with a fireplace, a television mounted above it, a bookshelf, and a chair with a patterned cushion.
A swimming pool with lounge chairs and umbrellas, surrounded by trees.

6. 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
  • Embrace winter adventures at Wintergreen mountain condo with ski, hike, and tennis just steps away from this pet-friendly retreat.
￥17,369
￥39,012 total
includes taxes & fees
Nov 3 - Nov 4
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
A two-story house with a stone foundation, a large front porch, and a chimney.
A living room with a fireplace, a television, and a sliding glass door leading to a balcony.
A living room with a fireplace, a television mounted on the wall, and a sofa.
A modern living room with a grey sofa, a coffee table, and a dining area with a chandelier.

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

Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
Wintergreen Resort
￥26,307
￥51,724 total
includes taxes & fees
Oct 12 - Oct 13
Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
A wooden deck with a sofa and a wicker chair, overlooking a lush green landscape with mountains.
A modern bedroom with a wooden accent wall, a large bed with patterned pillows, a pink throw blanket, and a geometric rug.
A modern kitchen with a built-in dishwasher, a large island with a sink, wooden cabinets, and a view to the living area.
A modern living room with a grey sofa, a patterned ottoman, and a coffee table. There are several cushions on the sofa, and a large window offers a view of the outdoors.

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

Luxury Condo in the Sky! Finest in Wintergreen!
Wintergreen Resort
  • Ski paradise awaits at this luxury mountain condo with breathtaking valley views and fireside comfort after exhilarating snow adventures.
￥21,487
￥49,664 total
includes taxes & fees
Oct 12 - Oct 13
Luxury Condo in the Sky! Finest in Wintergreen!
A room with two armchairs, a small table with a lamp, and a view of a balcony with a railing.
A wooden deck with white railings and a wooden staircase leading to a house with a gabled roof.
A modern kitchen with white cabinets, a central island with bar stools, and a dining area with a wooden table and chairs.
A modern kitchen with white cabinetry, a granite countertop, and a built-in dishwasher.

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

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
  • Experience the ultimate ski retreat at Wintergreen Resort with cozy fireplaces and breathtaking mountain sunsets.
Spacious + Serene Mtn Top Escape, 4 En Suites
A modern living room with a grey sofa set, a coffee table, and a fireplace.
Living Room / Lounge
A modern living room with a gray sectional sofa, a small coffee table, and a flat-screen TV mounted on the wall. Large windows provide a view of the cityscape.
A modern kitchen with white cabinetry, a central island, and a dining area with wooden chairs.

10. Mountain View Vista: Resort Condo w/ Views

Mountain View Vista: Resort Condo w/ Views
Wintergreen Resort
  • Embrace wintertime adventures at Wintergreen Resort with ski trails, mountain vistas, and a cozy condo featuring a crackling fireplace.
￥21,962
￥45,956 total
includes taxes & fees
Nov 3 - Nov 4
Mountain View Vista: Resort Condo w/ Views
View all properties

Choose what matters most at ski hotels in Wintergreen

Resort
4 stars
5 stars
Spa
Family-friendly

Top Wintergreen Hotel Reviews

Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

10/10 Excellent
"Great condo within walking distance to all the restaurants and lifts. Highly recommend!"
Debra L. 2-night trip
Posted 1 month ago
Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

Explore a world of travel with Expedia