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Check prices for these dates

Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15
No exact matches found, but these alternatives could be just right

Recommended hotels in Wintergreen

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.
The price is ￥27,859
￥53,012 total
includes taxes & fees
Dec 19 - Dec 20
Wintergreen. Sunset Vista Villa - Close to the ski slopes
Exterior
Laurelwood Hollow: Walk to Ski & Swim

Laurelwood Hollow: Walk to Ski & Swim

Laurelwood Hollow: Walk to Ski & Swim
Wintergreen Resort
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay here! Great location, and the condo was very clean and well stocked. Communication with the host was excellent as well. We look forward to returning back some day!"
United States
Alexander H.
The price is ￥14,703
￥43,204 total
includes taxes & fees
Dec 18 - Dec 19
Laurelwood Hollow: Walk to Ski & Swim
Smart TV, fireplace, books
Stylish-Updated-Central -Walk to Slopes-Dogs OK!

Stylish-Updated-Central -Walk to Slopes-Dogs OK!

Stylish-Updated-Central -Walk to Slopes-Dogs OK!
Wintergreen Resort
9.8 out of 10, Exceptional, (28)
"This was a great place for our short weekend getaway! We needed a place we could unplug, and that's exactly what we did reading by the fire, but there was plenty to do if we wanted to! We look forward to staying here again."
United States
Richard
Stylish-Updated-Central -Walk to Slopes-Dogs OK!
Cabin, Private Bathroom (Blackwood Chalet) | Exterior
Blackwood Chalet

Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (3)
"Love the area"
United States
Toni
The price is ￥49,991
￥87,094 total
includes taxes & fees
Dec 22 - Dec 23
Blackwood Chalet
Property grounds
The Modern Mountain Condo

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (34)
"Fantastic stay at the Modern Mountain Condo! The check-in process was a breeze, the location is exactly as pictured and was very clean. Spacious location for a couples getaway. Host was extremely responsive to any questions and provided us great instructions and details about the space. Will stay again in the future! "
United States
Kelsey N.
The price is ￥20,058
￥43,382 total
includes taxes & fees
Jan 13 - Jan 14, 2026
The Modern Mountain Condo
Terrace/patio
Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (30)
"Had everything we needed, snacks and coffee were great for a cold weekend."
United States
Michael L.
The price is ￥17,644
￥39,802 total
includes taxes & fees
Dec 18 - Dec 19
Wintergreen Condo -Steps to Ski and restaurants
Outdoor dining
Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (123)
"The condo was very nice. Located on top of the mountain resort having spectacular views for the outlook just a short walk away. We will be boocking again for our next trip. "
United States
John
The price is ￥16,576
￥37,386 total
includes taxes & fees
Dec 18 - Dec 19
Escape to the Blue Ridge Mountains at Wine-tergreen!
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.
The price is ￥20,894
￥53,882 total
includes taxes & fees
Dec 18 - Dec 19
Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
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, (303)
"Great view!!"
United States
Suzanne W.
The price is ￥17,799
￥39,803 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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.
The price is ￥18,882
￥41,192 total
includes taxes & fees
Jan 5 - Jan 6, 2026
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Terrace/patio
Pine Cottage: Hot Tub, 2 mins to Bold Rock!

Pine Cottage: Hot Tub, 2 mins to Bold Rock!

Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Nellysford
10.0 out of 10, Exceptional, (23)
"The house was so nice and clean and the host was great also and we had a great stay and would highly recommend it. "
United States
Jody W.
The price is ￥30,180
￥71,435 total
includes taxes & fees
Dec 18 - Dec 19
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
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, (22)
"Great communication from the startReturn texts the same day on any questionsGreat location for our tripVery cleanViews around property are greatNice restaurant A plus for what we neededDog friendly Thanks againHope to be back"
United States
Phil P.
The price is ￥18,572
￥37,716 total
includes taxes & fees
Dec 18 - Dec 19
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Outdoor spa tub
Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!

Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!

Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!
Wintergreen Resort
10.0 out of 10, Exceptional, (24)
"Amazing place, clean and quiet even though there are houses nearby. Hosts were excellent with communication!"
United States
Courtney S.
The price is ￥26,786
￥64,027 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!
Smart TV
Serenity Cabin-Woodland Retreat

Serenity Cabin-Woodland Retreat

Serenity Cabin-Woodland Retreat
Wintergreen Resort
10.0 out of 10, Exceptional, (3)
"Great house and great host!"
United States
Joe B.
The price is ￥23,216
￥62,746 total
includes taxes & fees
Dec 18 - Dec 19
Serenity Cabin-Woodland Retreat
Outdoor spa tub
Bear Tracks Cottage: New Hot Tub + Fire Pit

Bear Tracks Cottage: New Hot Tub + Fire Pit

Bear Tracks Cottage: New Hot Tub + Fire Pit
Nellysford
10.0 out of 10, Exceptional, (30)
"Great location, beautiful home and so much to do nearby."
United States
Jordan D.
The price is ￥28,323
￥67,611 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Bear Tracks Cottage: New Hot Tub + Fire Pit
Interior
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
2.0 star property
Wintergreen Resort
10.0 out of 10, Exceptional, (1)
"Fantastic little studio located right at the slopes. Very clean and many thoughtful touches. Great stay. "
United States
Lloyd F.
The price is ￥11,858
￥32,467 total
includes taxes & fees
Dec 18 - Dec 19
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Dining
"Glass & Pine" Home close to Bold Rock & Vineyards

"Glass & Pine" Home close to Bold Rock & Vineyards

"Glass & Pine" Home close to Bold Rock & Vineyards
Nellysford
10.0 out of 10, Exceptional, (2)
"We only stayed one night but wished we could have stayed longer! The place was super clean and the views were beautiful once the rain finally stopped! Close to our favorite brewery and cidery. There were issues with TV reception (buffering) which may just be the area. Not much time for TV watching anyway with all the beautiful things to explore. We enjoyed our stay. "
United States
Robert H.
The price is ￥28,632
￥64,970 total
includes taxes & fees
Dec 18 - Dec 19
"Glass & Pine" Home close to Bold Rock & Vineyards
Property grounds
4 BR cabin mins to trails & breweries pets welcome

4 BR cabin mins to trails & breweries pets welcome

4 BR cabin mins to trails & breweries pets welcome
Chestnut Springs
9.6 out of 10, Exceptional, (28)
"Nice place and very clean "
United States
Melad K.
The price is ￥38,306
￥101,418 total
includes taxes & fees
Dec 18 - Dec 19
4 BR cabin mins to trails & breweries pets welcome
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.
The price is ￥30,968
￥79,445 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking
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

Wintergreen. Sunset Vista Villa - Sea of Mountains

Wintergreen. Sunset Vista Villa - Sea of Mountains

10/10 Excellent
"We love staying at Sunset Vista, especially in December. The condo is clean and has everything we need to enjoy a weekend away. Rebecca and Matt are so helpful, quickly responding to all our questions and needs. Can't wait to go back. This year was extra beautiful with snow! "
Brian B. 3-night trip
Posted 8 days ago
Wintergreen. Sunset Vista Villa - Sea of Mountains

Find out more about Wintergreen

Wintergreen Hostels information

Number of reviews
896
Accommodation
0 Hostels
Lowest Price
￥37,386
Highest Price
￥101,418

Frequently asked questions

What are the best hostels in Wintergreen?
If you're hoping to find a budget-friendly accommodation in Wintergreen, you may like this popular choice: Best views on Mountain! Breathtaking 5 Star condo!. Available New Years Eve!! - Located within a 5-minute walk of Wintergreen Resort. Guests can enjoy laundry facilities at this condo.
When is the best time of year to stay in a hostel in Wintergreen?
Good weather's always better when you want to venture out and explore, so here are some stats about the local climate: The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Wintergreen is 48 inches.
What is there to see and do in Wintergreen?
Depending on how you want to spend your time, you might appreciate the area around Wintergreen. Get out into nature with places like George Washington National Forest, Sherando Lake Recreation Area, and Crabtree Falls. Cultural attractions include Walton's Mountain Museum, Shenandoah Valley Art Center, and Wayne Theatre. Additional attractions include Bold Rock Hard Cider Nellysford Cidery, Stoney Creek Golf Course, and Wintergreen Resort.
What's the best way to get to and around Wintergreen while staying at a hostel?
Keep this information about transit options in and around Wintergreen in your back pocket to make the most of your stay: You can search for flights to the closest airport, which is Weyers Cave, VA (SHD-Shenandoah Valley Regional), located 26.2 mi (42.1 km) from the city center. An alternative is Charlottesville-Albemarle Airport (CHO), which is 30.3 mi (48.8 km) away.

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