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Find Winery Hotels in Wintergreen, VA

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Our top choices for Wintergreen hotels with winery

Interior
Wintergreen. Sunset Vista Villa - Close to the ski slopes

Wintergreen. Sunset Vista Villa - Close to the ski slopes

Wintergreen. Sunset Vista Villa - Close to the ski slopes
Wintergreen Resort
10.0 out of 10, Exceptional, (92)
"Beautiful property! Had everything we needed and was very clean! Highly recommend!"
United States
Amanda W.
$234 nightly
The price is $263
Dec 14 - Dec 15
Total with taxes and fees
Wintergreen. Sunset Vista Villa - Close to the ski slopes
Exterior
Cozy Mountain Retreat * Dog Friendly

Cozy Mountain Retreat * Dog Friendly

Cozy Mountain Retreat * Dog Friendly
Wintergreen Resort
9.6 out of 10, Exceptional, (4)
"We enjoyed our brief stay at this comfortable property. Liked the decor. Very friendly, responsive host. Would definitely stay again. The mountain scenery in mid-October was spectacular."
United States
Samuel L.
Cozy Mountain Retreat * Dog Friendly
Interior
Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
2.0 star property
Wintergreen Resort
10.0 out of 10, Exceptional, (24)
"The property is extremely clean, well decorated and stocked. We had a fantastic time and absolutely would stay here again. "
United States
Cassie H.
$310 nightly
The price is $348
Dec 14 - Dec 15
Total with taxes and fees
Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
Interior
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Roseland
9.8 out of 10, Exceptional, (21)
"Excellent throughout"
United States
katherine
$219 nightly
The price is $246
Dec 14 - Dec 15
Total with taxes and fees
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (302)
"Great view!!"
United States
Suzanne W.
$195 nightly
The price is $219
Dec 15 - Dec 16
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Pool
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

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (142)
"Great stay in Wintergreen!"
United States
Pete K.
$234 nightly
The price is $263
Dec 14 - Dec 15
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Property grounds
Design-Lover’s Getaway • Game Room • Hot Tub

Design-Lover’s Getaway • Game Room • Hot Tub

Design-Lover’s Getaway • Game Room • Hot Tub
Wintergreen Resort
9.8 out of 10, Exceptional, (6)
"Peaceful family trip. The cabin was beautiful, lots of space, and very clean. The cabin had everything we needed. The game room, board games and puzzles were a hit with our kids. Hot tub was huge, clean had its own separate gated area. "
United States
Victoria R.
$506 nightly
The price is $568
Dec 14 - Dec 15
Total with taxes and fees
Design-Lover’s Getaway • Game Room • Hot Tub
Terrace/patio
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking

Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking

Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking
Chestnut Springs
10.0 out of 10, Exceptional, (15)
"Great stay!"
United States
Cheryl P.
$405 nightly
The price is $454
Dec 14 - Dec 15
Total with taxes and fees
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking
Outdoor dining
Cozy Wintergreen Retreat, Fireplace, Patio, Ski Shuttle, Pet Friendly

Cozy Wintergreen Retreat, Fireplace, Patio, Ski Shuttle, Pet Friendly

Cozy Wintergreen Retreat, Fireplace, Patio, Ski Shuttle, Pet Friendly
Wintergreen Resort
10.0 out of 10, Exceptional, (1)
"Awesome just Awesome place. Definitely recommend this place. Very well taken care of and everything you needed all rolled into one place. Thank you so much again and we will definitely be coming back. "
United States
Lance B.
$349 nightly
The price is $353
Dec 15 - Dec 16
Total with taxes and fees
Cozy Wintergreen Retreat, Fireplace, Patio, Ski Shuttle, Pet Friendly
Property grounds
Endless Mountain Top Views from All The Way Up!

Endless Mountain Top Views from All The Way Up!

Endless Mountain Top Views from All The Way Up!
Wintergreen Resort
10.0 out of 10, Exceptional, (90)
"Perfect location for our weekend stay! Close to trails and breweries and gorgeous views. Responsive hosts, clean and cozy condo. "
United States
Cari B.
$251 nightly
The price is $282
Dec 15 - Dec 16
Total with taxes and fees
Endless Mountain Top Views from All The Way Up!
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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