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 from CA $220

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Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

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, (97 reviews)
"Cool old farmhouse in a rustic setting. It was clean and easy to book and stay. No staff on-site, but it was no problem. Everything is done online. Would recommend it to friends and family"
United States
Gibson
The price is CA $230
CA $337 total
includes taxes & fees
Nov 16 - Nov 17
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, (222 reviews)
"We had a great stay and will definitely be back! "
United States
Eifa
The price is CA $174
CA $220 total
includes taxes & fees
Nov 4 - Nov 5
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, (22 reviews)
"Wonderful stay"
United States
Sharon L
The price is CA $140
CA $251 total
includes taxes & fees
Nov 3 - Nov 4
Barristers Row
A large two-story house with a wrap-around porch, multiple windows, and a chimney.

4. The Historic Berkeley Place

The Historic Berkeley Place
4.0 star property
Staunton
9.4 out of 10, Exceptional, (166 reviews)
"Beautifully updated inn with spacious room and comfortable bed."
United States
marianne
The price is CA $213
CA $317 total
includes taxes & fees
Nov 3 - Nov 4
The Historic Berkeley Place
A large, multi-story house with a stone facade, multiple chimneys, and a well-lit interior.

5. The Historic Inn at Oakdene

The Historic Inn at Oakdene
2.0 star property
Staunton
9.8 out of 10, Exceptional, (36 reviews)
"Beautiful space. Love the amenities. Staff was kind & gracious. Enjoyed the billiards room & walking downtown for dinner."
United States
Julie
The price is CA $213
CA $333 total
includes taxes & fees
Nov 18 - Nov 19
The Historic Inn at Oakdene
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.
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Top Wintergreen Hotel Reviews

Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.

Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.

10/10 Excellent
"Brilliantly decorated and had the feel of a European apartment. From the moment we walked in, we were blown away by the attention to detail, thoughtful design, and cozy, historic charm. The decor effortlessly blended classic elegance with modern comfort, making it feel like a curated retreat rather than just a rental. Well done, Amy!"
matthew r. 2-night trip
Posted 2 days ago
Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.

Find out more about Wintergreen

Wintergreen Guest Houses information

Number of reviews
285
Accommodation
0 Guest Houses
Lowest Price
CA $220
Highest Price
CA $337

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