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
Aug 25 - Aug 26
Tomorrow
Aug 26 - Aug 27
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Wintergreen ski hotels

A garden with a variety of flowers and trees at dusk.
A living room with a fireplace, a television mounted above it, a bookshelf, and a chair with a patterned cushion.
A golf course with a sand bunker and a mountain backdrop.
A swimming pool with lounge chairs and umbrellas, surrounded by trees.

1. 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.
￥17,485
￥39,628 total
includes taxes & fees
Sep 23 - Sep 24
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 fireplace with two glasses of red wine, a stone wall, and wooden paneling.
A living room with a fireplace, a television, and a sliding glass door leading to a balcony.
A living room with a sofa, a coffee table, a TV, and a fireplace.

2. Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek

Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Wintergreen Resort
￥27,204
￥53,417 total
includes taxes & fees
Aug 30 - Aug 31
Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
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 living room with a sofa, a dining table with chairs, and a kitchen area with a sink and countertop.
A bedroom with a large bed, a ceiling fan, a nightstand, a dresser, and a window with a view of the sky and landscape.
A modern living room with a grey sofa set, a coffee table, and a fireplace.

3. Mountain View Vista

Mountain View Vista
Nellysford
￥22,114
￥40,914 total
includes taxes & fees
Aug 30 - Aug 31
Mountain View Vista
A modern living room with a fireplace, a dining table, and a sofa.
A wicker chair with cushions on a wooden deck with a railing, surrounded by trees.
A modern kitchen with white cabinets, stainless steel appliances, a central island with stools, and a sliding glass door to a patio.

4. Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!

Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
Wintergreen Resort
  • Ski paradise awaits at Wintergreen condo, just 2 minutes from slopes with nearby dining and mountain adventures at your doorstep.
￥16,466
￥49,759 total
includes taxes & fees
Aug 26 - Aug 27
Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
A room with two armchairs, a small table with a lamp, and a view of a balcony with a railing.
A modern kitchen with white cabinetry, a granite countertop, and a built-in dishwasher.
A spacious living room with a fireplace, two sofas, a coffee table, and large windows offering a view.
A modern kitchen with white cabinets, a central island with bar stools, and a dining area with a wooden table and chairs.

5. 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.
￥15,309
￥60,607 total
includes taxes & fees
Aug 26 - Aug 27
Spacious + Serene Mtn Top Escape, 4 En Suites
A mountainous landscape with dense green forests and a clear sky.
A balcony with a table and chairs, offering a view of a mountainous landscape.
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.

6. 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.
￥17,500
￥41,986 total
includes taxes & fees
Sep 14 - Sep 15
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
A swimming pool surrounded by lush greenery and a wooden cabin.
A wooden deck with a view of a forested area and a mountain in the background.
A kitchen with a microwave, oven, refrigerator, and sink.
A cabin with a wooden deck, a stack of firewood, and a sign indicating it's reserved for Laurelwood property owners and guests only.

7. 2BR/2BA + Bonus Kids Room. Walk to Slopes, Village & Market. Pool. Dog-Friendly.

2BR/2BA + Bonus Kids Room. Walk to Slopes, Village & Market. Pool. Dog-Friendly.
Wintergreen Resort
￥17,898
￥53,688 total
includes taxes & fees
Aug 26 - Aug 27
2BR/2BA + Bonus Kids Room. Walk to Slopes, Village & Market. Pool. Dog-Friendly.
A modern kitchen with white cabinetry, a black stove, and a dining area with a chandelier.
A modern living room with a grey sofa, a coffee table, and a dining area with chairs.
A golf course surrounded by dense forest with distant mountains.
A dining room with a round table, four chairs, a chandelier, a floor lamp, and a painting on the wall.

8. Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf

Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
Wintergreen Resort
￥18,454
￥47,345 total
includes taxes & fees
Aug 26 - Aug 27
Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
A modern kitchen with white cabinetry, stainless steel appliances, a dining area with a wooden table and chairs, and a view through large windows.
A row of modern multi-story buildings with balconies, a ski lift, and a snow-covered landscape.
A covered porch with two metal chairs and a table, overlooking a snowy landscape.
A cozy living room with a fireplace, a pool table, and large windows offering a view of the outdoors.

9. Diamond Adventure at Wintergreen Resort *FULLY UPDATED*

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Wintergreen Resort
￥25,892
￥67,492 total
includes taxes & fees
Aug 27 - Aug 28
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
A wooden deck with a sofa and a wicker chair, overlooking a lush green landscape with mountains.
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.
A modern dining area with a white table, wooden chairs, and a central light fixture.
A modern bedroom with a wooden accent wall, a large bed with patterned pillows, a pink throw blanket, and a geometric rug.

10. 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.
￥24,054
￥53,452 total
includes taxes & fees
Sep 9 - Sep 10
Luxury Condo in the Sky! Finest in Wintergreen!
View all properties

Choose what matters most at ski hotels in Wintergreen

Resort
4 stars
5 stars
Spa
Family-friendly

Top Wintergreen Hotel Reviews

Explore a world of travel with Expedia