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

Search Guest Houses in Wintergreen

  • 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

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

Our top choices for Wintergreen guest houses

A backyard with a swimming pool, lounge chairs, and umbrellas.

1. Afton Mountain Inn

Afton Mountain Inn
3.0 star property
Afton
9.6 out of 10, Exceptional, (94 reviews)
"It was a beautiful and pleasant place. Will stay here again."
United States
Lucy
The price is CA $234
CA $343 total
includes taxes & fees
Nov 9 - Nov 10
Afton Mountain Inn
A spacious living room with a stone fireplace, wooden ceiling beams, and a dining area with brown chairs.

2. Batten Green Venue & Lodging

Batten Green Venue & Lodging
4.0 star property
Staunton
9.8 out of 10, Exceptional, (220 reviews)
"What a beautiful and relaxing spot. We couldn’t have enjoyed it more. Quiet and bucolic-yet close to town. "
United States
Julie
The price is CA $177
CA $224 total
includes taxes & fees
Oct 27 - Oct 28
Batten Green Venue & Lodging
A living room with a brown leather sofa, a round coffee table, and a grey armchair. There are two framed pictures on the wall, a chandelier, and a window with curtains.

3. Barristers Row

Barristers Row
2.0 star property
Staunton
9.2 out of 10, Wonderful, (21 reviews)
"Wonderful stay"
United States
Sharon L
The price is CA $142
CA $255 total
includes taxes & fees
Nov 9 - Nov 10
Barristers Row
A large, multi-story house with a stone facade, multiple chimneys, and a well-lit interior.

4. The Historic Inn at Oakdene

The Historic Inn at Oakdene
2.0 star property
Staunton
9.8 out of 10, Exceptional, (33 reviews)
"There is no staff so it’s hard to review that. However communication was clear and quick. Great room. Remodel very well done. Broken walkway was a safety hazard going up the front lawn. But If still give it an A. We stayed 5 different places in West Virginia and Virginia including the Jefferson in Richmond and this is the place I will revisit."
United States
Gay
The price is CA $220
CA $342 total
includes taxes & fees
Nov 9 - Nov 10
The Historic Inn at Oakdene
A large two-story house with a wrap-around porch, multiple windows, and a chimney.

5. The Historic Berkeley Place

The Historic Berkeley Place
4.0 star property
Staunton
9.2 out of 10, Wonderful, (164 reviews)
"very beautiful and well maintained mansion，at center of historic districk，close to anywhere，staff is very helpful，street parking is OK."
United States
Jian
The price is CA $217
CA $323 total
includes taxes & fees
Nov 9 - Nov 10
The Historic Berkeley Place
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wintergreen Hotel Reviews

Find out more about Wintergreen

Wintergreen Guest Houses information

Number of reviews
Accommodation
 Guest Houses
Lowest Price
Highest Price

Explore a world of travel with Expedia