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

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Check prices for these dates

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

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Our top choices for Wintergreen hotels

A spacious living area with a wooden staircase, a dining table, and a sofa.

1. Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (6 reviews)
"Cleanliness and ease of check in"
United States
Patrick
The price is ļæ„27,770
ļæ„66,557 total
includes taxes & fees
Oct 29 - Oct 30
Blackwood Chalet
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

2. Panoramic Peak

Panoramic Peak
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
"The place was absolutely beautiful and spotless. The view was amazing. The only issue we had was when we asked where it was. We were told Nellysford and didnā€™t really understand that it was part of the Wintergreen resort so it was much further away from our actual destination. But the place was really amazing. We would stay there again."
United States
Carrie
The price is ļæ„25,906
ļæ„45,008 total
includes taxes & fees
Nov 16 - Nov 17
Panoramic Peak
A cabin with a steeply pitched roof, wooden exterior, and a deck with stairs leading to a porch.

3. Three Little Bears

Three Little Bears
2.0 star property
Nellysford
The price is ļæ„20,500
ļæ„49,551 total
includes taxes & fees
Nov 16 - Nov 17
Three Little Bears
A two-story cabin with a balcony, surrounded by trees.

4. Blackrock Canopy

Blackrock Canopy
2.0 star property
Nellysford
The price is ļæ„47,239
ļæ„119,584 total
includes taxes & fees
Nov 3 - Nov 4
Blackrock Canopy
Lounge

5. Firefly on The Ridge

Firefly on The Ridge
2.0 star property
Nellysford
The price is ļæ„33,653
ļæ„59,971 total
includes taxes & fees
Nov 3 - Nov 4
Firefly on The Ridge
A modern living room with a gray sectional sofa, a small coffee table, and a flat-screen TV mounted on the wall. Large windows provide a view of the cityscape.

6. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
The price is ļæ„27,770
ļæ„47,102 total
includes taxes & fees
Nov 4 - Nov 5
Mountain View Vista
A hot tub with a wooden deck and a view of a forest.

7. Bear Tracks Cottage

Bear Tracks Cottage
2.0 star property
Nellysford
The price is ļæ„34,214
ļæ„70,359 total
includes taxes & fees
Nov 4 - Nov 5
Bear Tracks Cottage
A two-story stone house with a deck, outdoor seating, and a fireplace.

8. Red White and Wintergreen

Red White and Wintergreen
2.0 star property
Pedlars Edge
Red White and Wintergreen
A wooden deck with outdoor seating and a fire pit.

9. Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
The price is ļæ„55,342
ļæ„97,633 total
includes taxes & fees
Nov 9 - Nov 10
Mountain Mindset
Exterior

10. Art & Soul

Art & Soul
2.0 star property
Nellysford
The price is ļæ„110,243
ļæ„123,803 total
includes taxes & fees
Nov 17 - Nov 18
Art & Soul
A modern cabin with a wooden exterior and a gravel driveway, surrounded by trees.

11. Piedmont Grove

Piedmont Grove
2.0 star property
Roseland
9.6 out of 10, Exceptional, (43 reviews)
"Clean, well-designed and decorated. Easy check-in! Enjoyed being surrounded by nature but also having Devils Backbone Brewpub across the street."
United States
Melissa
The price is ļæ„38,034
ļæ„42,713 total
includes taxes & fees
Oct 29 - Oct 30
Piedmont Grove
A two-story building with a porch and a yellow door.

12. Basecamp151

Basecamp151
2.5 star property
Afton
9.0 out of 10, Wonderful, (33 reviews)
"Room was very clean and nicely appointed"
United States
Matthew
The price is ļæ„18,234
ļæ„20,476 total
includes taxes & fees
Nov 16 - Nov 17
Basecamp151
A two-story house with a deck, large windows, and a garage.

13. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
9.6 out of 10, Exceptional, (28 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
The price is ļæ„20,056
ļæ„32,002 total
includes taxes & fees
Nov 18 - Nov 19
Love Ridge Mountain Lodging
A modern hotel with a flat roof, large windows, and a covered entrance area with stone pillars.

14. Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG
2.5 star property
Waynesboro
9.0 out of 10, Wonderful, (704 reviews)
"I loved coffee was available 24/7 and the hotel was pet friendly."
United States
Stephanie
The price is ļæ„18,741
ļæ„20,859 total
includes taxes & fees
Oct 29 - Oct 30
Holiday Inn Express & Suites Waynesboro East by IHG
A spacious indoor area with a flat ceiling, a television mounted on the wall, and a seating area with chairs and a small table.

15. Spark by Hilton Waynesboro

Spark by Hilton Waynesboro
2.5 star property
Waynesboro
8.8 out of 10, Excellent, (69 reviews)
"Very clean rooms and friendly staff. Breakfast was a continual but was good."
United States
David
The price is ļæ„13,253
ļæ„14,751 total
includes taxes & fees
Nov 4 - Nov 5
Spark by Hilton Waynesboro
A Best Western Plus hotel with a covered entrance, multiple floors, and a landscaped area with trees.

16. Best Western Plus Waynesboro Inn & Suites Conference Center

Best Western Plus Waynesboro Inn & Suites Conference Center
2.5 star property
Waynesboro
8.6 out of 10, Excellent, (1,001 reviews)
"Great place to stay! Clean, comfortable, great staff, easy parking, quiet, great breakfast!"
United States
Jane
The price is ļæ„12,939
ļæ„14,400 total
includes taxes & fees
Nov 5 - Nov 6
Best Western Plus Waynesboro Inn & Suites Conference Center
An outdoor patio with a fire pit, wicker furniture, and a brick building with large windows.

17. Residence Inn Marriott Waynesboro

Residence Inn Marriott Waynesboro
3.0 star property
Waynesboro
9.2 out of 10, Wonderful, (478 reviews)
"Very clean quiet motel. Staff was great. Breakfast was good. Enjoyed my stay. Would definitely stay again"
United States
Cynthia
The price is ļæ„21,104
ļæ„23,489 total
includes taxes & fees
Nov 26 - Nov 27
Residence Inn Marriott Waynesboro
A covered outdoor seating area with benches and a sheltered entrance to a building.

18. Village Inn

Village Inn
2.0 star property
Lovingston
9.2 out of 10, Wonderful, (227 reviews)
"Very friendly staff. Charming place"
United States
David
The price is ļæ„17,322
ļæ„19,453 total
includes taxes & fees
Nov 2 - Nov 3
Village Inn
A wooden porch with two rocking chairs and a white fence.

19. The Farmhouse at Veritas

The Farmhouse at Veritas
4.0 star property
Afton
9.8 out of 10, Exceptional, (38 reviews)
"We are very grateful for the stay and for all the kind treatment and the beautiful place."
United States
Carlos
The price is ļæ„49,137
ļæ„61,482 total
includes taxes & fees
Nov 16 - Nov 17
The Farmhouse at Veritas
Indoor pool

20. Wingate by Wyndham Waynesboro

Wingate by Wyndham Waynesboro
3.0 star property
Waynesboro
8.4 out of 10, Very good, (924 reviews)
"Liked that there were two restaurants within walking distance"
United States
Carla
The price is ļæ„12,527
ļæ„13,942 total
includes taxes & fees
Nov 8 - Nov 9
Wingate by Wyndham Waynesboro
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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Vacation Rentals in Wintergreen

Apartment
A spacious living room with a large sofa, a dining table with chairs, a fireplace, and a ceiling fan.
Wintergreen Ski Resort Condo w/ Golf Access!

Wintergreen Ski Resort Condo w/ Golf Access!

Wintergreen Ski Resort Condo w/ Golf Access!
4.0 star property
Nellysford
10.0 out of 10, Exceptional, (2 reviews)
"Really nice and convenient condo. Great amenities. Would definitely stay again."
Wintergreen Ski Resort Condo w/ Golf Access!
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Stay near popular Wintergreen attractions

A waterfall in a forest with autumn leaves.

Wintergreen Resort

8.8/10 (140 reviews)
Hit the slopes in Wintergreen with a visit to Wintergreen Resort. Discover the mountain views and top-notch restaurants in this vibrant area.
See properties

Learn more about Wintergreen

Nestled in the Blue Ridge Mountains, this four-season resort offers skiing in winter and championship golf courses in summer. Hike to stunning Crabtree Falls nearby or explore the scenic Blue Ridge Parkway with its overlooks and picnic spots.

See all hotels in Wintergreen
A mountainous landscape with lush green hills and a clear blue sky with contrails.

Top Wintergreen Hotel Reviews

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

10/10 Excellent
"Great location, clean, and very responsive host."
Patrick O. 2-night trip
Posted 19 hours ago
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

More cheap stays in Wintergreen

Panoramic Peak

Panoramic Peak

1559 Vistas Nellysford VA
The price is ļæ„25,906 per night from Nov 16 to Nov 17
ļæ„25,906
ļæ„45,008 total
Nov 16 - Nov 17
includes taxes & fees
10/10 Exceptional! (1 review)

Frequently asked questions

Where is the best place for a stay in Wintergreen?
Based on Expedia's traveler preferences, 2br/2ba: Million Dollar View from Luxury Condo on the Ridge. is a top place to stay in Wintergreen. Other good choices for your stay include Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes and New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly. See all available top hotels, or vacation rentals in Wintergreen.
What are some of the best vacation home rentals in Wintergreen?
Wintergreen cabin, hot tub, sauna, walk to trails: Visitors like this Wintergreen vacation home rental. It is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. Some other homes for rent in Wintergreen include Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14 and Remodeled 3BR/2BA Ski Chalet off Tyro Slope. See all vacation rentals in Wintergreen.
If I need to cancel my hotel reservation in Wintergreen, will I receive a refund?
Yes! Most hotel bookings are fully refundable if cancelled before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, you might be able to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Wintergreen.
Where can I learn more about changing or cancelling my trip to Wintergreen?
To find more details about picking new dates or cancelling your trip to Wintergreen, click here.
What's the best pet-friendly place to stay in Wintergreen?
Beautiful Farmhouse On 11 Heavenly Acres is a top country house for people traveling with their pets, and offers laundry facilities and in-room kitchens for its human guests. See more pet-friendly hotel accommodations in Wintergreen.
Where is the best place to stay near Wintergreen Resort?
A Loft For All Seasons Ski-in/Ski-out at the top of Wintergreen Mountain is one of the top choices for your stay based on our traveler data, and this condo offers private decks and free WiFi. It's located just a short 0.3 mi (0.5 km) from Wintergreen Resort.
What's the best place to stay if I'm looking to play golf in Wintergreen?
Cozy Mountain Retreat * Dog Friendly is a top guesthouse that has an adjacent golf course and features free WiFi. You can tee off at Stoney Creek Golf Course during your trip. See more golf hotels in Wintergreen.
What are some accommodations with pools in Wintergreen?
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.: Condo, 9-minute walk from Wintergreen Resort. Features kitchens, a communal pool, and televisions. Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes and New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly are a couple of other choices with an onsite pool. View all hotels with pools in Wintergreen.
What's the best place to stay near Charlottesville-Albemarle Airport (CHO)?
DoubleTree by Hilton Hotel Charlottesville is one of the top choices for your stay and is a popular 3.5-star hotel featuring a restaurant and an indoor pool. It's located 3.1 mi (4.9 km) from Charlottesville-Albemarle Airport. Other options near the airport include Cedar Spring Inn & Spa and Renew@coniferidge ... New Construction in a Beautiful Wooded Setting.
What's it like to stay in Wintergreen?
Visitors to Wintergreen are sure to enjoy the mountain views and ski areas. Tourists can also enjoy the city's wineries, coffeehouses, and breweries. In Wintergreen, there are 671 hotels and other accommodations to choose from. Find out more about Wintergreen.
What should I do while I'm visiting Wintergreen?
Skiing is a great activity, and Wintergreen Resort is one place to visit. A couple of additional sights to add to your agenda are Bold Rock Hard Cider Nellysford Cidery and Raven's Roost Overlook. Check out what more to see and do in Expedia's Wintergreen guide.
What's the seasonal weather like in Wintergreen?
The hottest months are usually July and August with an average temp of 73Ā°F, while the coldest months are January and February with an average of 38Ā°F. Average annual precipitation for Wintergreen is 48 inches.

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