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Cottages in Wintergreen

October 2026
November 2026

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Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Cottages in Wintergreen

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Wintergreen on Hotels.com. These Wintergreen Cottages consistently deliver on quality, location and traveler experience. Last updated on September 30, 2026.
A wooden deck with wicker furniture, a brick wall, and a view of greenery.
A cozy living room with a fireplace, a ceiling fan, and a large painting on the wall.
A modern bathroom with a glass-enclosed shower, wooden paneling, a sink with a window, and a heater under the sink.
A hallway with a wooden bench, a dark wooden dresser, and framed artwork on the walls.

1. Bluebird Cottage

Bluebird Cottage
Roseland
CNY772
CNY1,809 total
includes taxes & fees
Sep 30 - Oct 1
Bluebird Cottage
A covered porch with two wooden chairs and a table, large windows, and a string of lights.
Two wooden chairs facing a river with a rocky island in the middle, surrounded by trees and a grassy area.
A modern kitchen with a large island, built-in cabinets, and a window overlooking a forest.
A dining area with a wooden table set for four, surrounded by wooden chairs.

2. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
Nellysford
CNY1,832
CNY4,363 total
includes taxes & fees
Oct 6 - Oct 7
Modern Nellysford Getaway on 40 Private Acres!
A house surrounded by trees with a clear sky.
A spacious dining area with a large wooden table, multiple chairs, a chandelier, and a view of a living room with a sofa and chairs.
A spacious living area with a dining table, chairs, a sofa, and a television.
A fire pit with chairs, a small house with stairs, and trees in a yard.

3. Artisan's Cottage

Artisan's Cottage
Afton
CNY846
CNY1,892 total
includes taxes & fees
Sep 30 - Oct 1
Artisan's Cottage
A two-story house with a wooden deck and a stone border.
A bedroom with a bed, a ceiling fan, a window with curtains, a bedside table with a lamp, and a view of a cityscape.
A modern kitchen with a large island, dark cabinetry, and a view to the dining area.
A rustic outdoor seating area with a fire pit, surrounded by gravel, near a building with a window.

4. Little Haven Cottage

Little Haven Cottage
Afton
CNY1,134
CNY2,781 total
includes taxes & fees
Sep 30 - Oct 1
Little Haven Cottage
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Top landmarks in Wintergreen

A waterfall in a forest with autumn leaves.

Wintergreen Resort

8.8/10 (140 reviews)
Skiers and snowboarders might want to test out the slopes at Wintergreen Resort, a skiing spot located 3.2 mi (5.1 km) from central Wintergreen. Wintergreen has other activities you might want to enjoy such as Shenandoah National Park.
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A lone tree on rocky terrain with a mountainous landscape in the background.
Photo by Brittany Davidson

Raven's Roost Overlook

You might want to get your camera out and head to Raven's Roost Overlook— just one of the landmarks located 4.4 mi (7.1 km) from central Wintergreen.
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Bold Rock Hard Cider Nellysford Cidery

9.4/10 (21 reviews)
Bold Rock Hard Cider Nellysford Cidery is 0.4 mi (0.6 km) from central Wintergreen, why not stop by during your stay. Wintergreen has other activities you might want to enjoy such as Shenandoah National Park.
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Stoney Creek Golf Course

10.0/10 (3 reviews)
You might want to practice your swing at Stoney Creek Golf Course, a golf course located 1.3 mi (2.1 km) from central Wintergreen. Wintergreen has other activities you might want to enjoy such as Shenandoah National Park.
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Learn more about Wintergreen

Wintergreen, well-known for its mountains and skiing, features attractions such as Bold Rock Hard Cider Nellysford Cidery and Wintergreen Resort. This family-friendly city has something for everyone including sights like Raven's Roost Overlook and George Washington National Forest within a scenic setting.

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A snow-covered landscape with bare trees and a winding road in the distance.
Photo by Melissa Smestad

About the destination

Wintergreen is a family-friendly place surrounded by mountain views. If you're visiting during colder months, enjoy activities such as skiing during your stay. Why not take time to see places like Bold Rock Hard Cider Nellysford Cidery and Wintergreen Resort? You might find that sights like Raven's Roost Overlook and George Washington National Forest are worth a visit.

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