Search all holiday resorts in Wintergreen, VA

78 available resort offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Wintergreen, VA resorts
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Wintergreen, VA Resorts: no available offers. Here are other great options for your stay!

Luxury 1-br Suite Near Nelson 151 | Pet-friendly! - Wintergreen, VA
No reviews

Luxury 1-br Suite Near Nelson 151 | Pet-friendly!

aparthotel, Nellysford
This Afton apartment, near Nelson 151 and a short drive (approximately 8km) from Blue Mountain Brewery and Bold Rock Cidery, offers easy access to the Blue Ridge Mountains and Nellysford's attractions.
The 54-square-metre self-catering suite sleeps four, featuring a king bed, queen sofa bed, full kitchen, private office with external access, and access to shared amenities including fire pits, a games room, and a 24/7 coffee bar.
Pet-friendly King Suite W/ Desk & Smart Entry - Wintergreen, VA
9.0 2 reviews

Pet-friendly King Suite W/ Desk & Smart Entry

aparthotel, Nellysford
This pet-friendly apartment is situated in Afton, Nelson County, Virginia, conveniently located near Afton Mountain Vineyards and Blue Mountain Brewery, approximately 8km from Nellysford.
The 30 square metre self-catering suite offers a king-size bed, queen-size sofa bed, kitchenette, and smart TVs, accommodating up to four guests, with shared fire pits and a 24/7 coffee bar available.
Five Minute Walk To Everything! - Wintergreen, VA
9.9 361 reviews

Five Minute Walk To Everything!

apartment, Wintergreen
This loft-style apartment is situated in the Mountain Inn area of Wintergreen Resort, just a 5-minute walk from ski check-in, restaurants, the Mountaintop Provisions Market, and the Mountain Inn and conference center. The apartment has excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The apartment has two bedrooms and two bathrooms, accommodating up to five guests. It features a fully equipped kitchen, a wood-burning fireplace, a balcony, three smart TVs, a desk, and access to a swimming pool, tennis courts, and a garden.
Mtn & Lake Views: Serene Wintergreen Resort Escape - Wintergreen, VA
10 1 review

Mtn & Lake Views: Serene Wintergreen Resort Escape

house, Nellysford
This four-bedroom house is located in Nellysford, just a short distance from the Wintergreen Resort, making it an ideal base for exploring the surrounding area. The house has stunning lake views and offers a peaceful and picturesque setting.
The property spans 260 square metres and comfortably accommodates up to eight guests. You can enjoy a range of amenities, including a private balcony, a spa bath, a fully equipped kitchen, a washing machine and dryer, free Wi-Fi, a flat-screen TV, and a swimming pool.

Frequently asked questions about resorts in Wintergreen, VA

  • What are the top attractions in and around Wintergreen, VA?

    Wintergreen Resort is the main attraction, offering skiing, snowboarding, and mountain biking in season. The Devil's Backbone Brewing Company is a popular spot for craft beer lovers, and the Blue Ridge Parkway offers scenic drives and hiking trails.
  • What are the best resorts with a swimming pool in Wintergreen, VA?

  • How easy is it to get to Wintergreen, VA?

    Wintergreen is about a 2-hour drive from Charlottesville, which has a regional airport. You can also drive from Richmond or Roanoke, both about a 2-hour drive away. The resort offers shuttle services from the airports.
  • What are the best resorts with jacuzzi in Wintergreen, VA?

  • What time of year is best to stay in a resort in Wintergreen, VA?

    It depends on what you're looking for! Summer is ideal for hiking, biking, and golfing, while autumn brings beautiful foliage and cooler temperatures. Winter is perfect for skiing and snowboarding, and spring offers a mix of activities with milder weather.
  • What are the best family friendly resorts in Wintergreen, VA?

  • What are the best daytrips from Wintergreen, VA?

    Charlottesville is a great day trip for history buffs, with Monticello, Thomas Jefferson's home, and the University of Virginia. For nature lovers, Shenandoah National Park is about an hour away, offering stunning mountain views and hiking trails.
  • What are the best pet friendly resorts in Wintergreen, VA?

  • What are the most romantic activities in and around Wintergreen, VA?

    A scenic drive along the Blue Ridge Parkway is always romantic, especially during sunset. You can also enjoy a couples massage at the resort spa or have a romantic dinner at the St. Andrews Restaurant with stunning views.
  • What are the nearest cities to explore when you are in Wintergreen, VA?

    Charlottesville, about a 2-hour drive away, offers a vibrant downtown with restaurants, shops, and historical sites. Roanoke, also about a 2-hour drive, has a charming downtown and is known for its outdoor activities.
  • What are the most requested amenities in resorts in Wintergreen, VA?

    Most resorts offer amenities like swimming pools, hot tubs, fitness centres, and restaurants. Some also have golf courses, tennis courts, and ski slopes, depending on the season.

Popular destinations

©2026 cozycozy.com