The Best Ski Hotels in Wintergreen, VA from ￥38,103 in 2026 | Expedia

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

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Our top choices for Wintergreen ski hotels

A garden with a variety of flowers and trees at dusk.

A swimming pool with lounge chairs and umbrellas, surrounded by trees.

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.

1. 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.

￥19,671

￥41,884 total

includes taxes & fees

Oct 6 - Oct 7

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 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.

2. 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.

￥14,730

￥38,103 total

includes taxes & fees

Oct 6 - Oct 7

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 bedroom with a bed, bedside tables, a wardrobe, and a window with blinds.

A bathroom with a wooden vanity, a mirror, and a sink.

3. Updated! Cozy and clean two bedroom condo.

Wintergreen Resort

￥15,580

￥39,765 total

includes taxes & fees

Oct 1 - Oct 2

A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

Shared kitchen

A modern kitchen with wooden cabinets, a glass dining table, and teal chairs.

A neatly made bed with a folded towel, a bedside lamp, and a view of mountains through large windows.

4. Panoramic Peak

Nellysford

￥22,667

￥41,364 total

includes taxes & fees

Oct 12 - Oct 13

A two-story house with a stone foundation, a large front porch, and a chimney.

A modern living room with a grey sofa, a coffee table, and a dining area with a chandelier.

A fireplace with two glasses of red wine, a stone wall, and wooden paneling.

A living room with a fireplace, a television mounted on the wall, and a sofa.

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

Wintergreen Resort

￥22,352

￥46,315 total

includes taxes & fees

Oct 5 - Oct 6

Private kitchen

A modern kitchen with white cabinets, stainless steel appliances, a central island with stools, and a sliding glass door to a patio.

A modern living room with a fireplace, a dining table, and a sofa.

A modern kitchen with a flat-screen TV, bar stools, and a microwave.

6. "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.

￥16,571

￥49,007 total

includes taxes & fees

Oct 5 - Oct 6

A swimming pool surrounded by lush greenery and a wooden cabin.

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.

A wooden deck with a view of a forested area and a mountain in the background.

7. 2BR 2BA + Bonus Kids Room. Walk to Slopes & Village. Dog-Friendly. Fireplace.

Wintergreen Resort

A dining area with a wooden table, chairs, and a view of the kitchen.

A blue door with a sign above it, a set of beige stairs, and a doormat at the entrance.

A modern kitchen with white cabinetry, stainless steel appliances, and a view to a dining area.

A hotel room with a bed, a lamp, a framed picture, and a window with blinds.

8. Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails

Wintergreen Resort

￥20,033

￥50,686 total

includes taxes & fees

Oct 1 - Oct 2

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Choose what matters most at ski hotels in Wintergreen

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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!"

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