Search all holiday resorts in Wintergreen, VA

78 available resort offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
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!

Cozy Modern Cabin Near Wintergreen And Bold Rock - Wintergreen, VA
10 28 reviews

Cozy Modern Cabin Near Wintergreen And Bold Rock

cabin, Nellysford
This charming cabin is located in Faber, just 2.4 kilometres from both Bold Rock Hard Cider Nellysford Cidery and the entrance to George Washington National Forest, providing easy access to both attractions and the surrounding natural beauty. It has consistently received excellent reviews from previous guests.
The cabin has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It comes equipped with a fully fitted kitchen, a fireplace, a games room, Wi-Fi, air conditioning and a private garden, offering a relaxing and enjoyable stay for families and groups.
Buena Vista - Your Panoramic Retreat - Million Dollar View - Wintergreen, VA
10 7 reviews

Buena Vista - Your Panoramic Retreat - Million Dollar View

apartment, Wintergreen
This Chestnut Springs condo, in Nellysford, Virginia, offers easy access to Wintergreen Resort and its amenities, being a short drive from the resort and numerous wineries along the 151 corridor.
The 106-square-metre (1140 sq ft) apartment features two bedrooms, two bathrooms, sleeps five guests, and boasts a wood-burning fireplace, private vestibule, expansive deck with Blue Ridge Mountain views, and access to a seasonal outdoor pool and parking.
Wintergreen Resort Home W/ 2 Decks + Ski Access! - Wintergreen, VA
9.0 75 reviews

Wintergreen Resort Home W/ 2 Decks + Ski Access!

house, Wintergreen
This Wintergreen Resort home is located in Roseland, just 67 kilometres from Shenandoah Valley Regional Airport and a short distance from the slopes. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The three-bedroom property spans 174 square metres and comfortably accommodates up to nine guests. The house offers a range of amenities and features, including a fully equipped kitchen, a swimming pool, a garden, direct ski access, two decks, a bar, and free Wi-Fi.
You Deserve It All! Awesome Views, Comfy Condo & Elevator! - Wintergreen, VA
9.8 205 reviews

You Deserve It All! Awesome Views, Comfy Condo & Elevator!

apartment, Wintergreen
This family-friendly apartment is situated in Nellysford, just a 1.6km walk from Wintergreen Resort and George Washington National Forest, with Raven's Roost Overlook and Reids Gap Trailhead within a 2.4km drive. It has received excellent user ratings, making it a popular choice for travellers.
The apartment is spacious at 114 square metres, with two bedrooms, two bathrooms and a capacity for four guests. It offers a range of amenities, including a fully equipped kitchen, a terrace, a swimming pool, a tennis court, and a garden, perfect for enjoying the beautiful mountain scenery.

Frequently asked questions about resorts in Wintergreen, VA

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

    Wintergreen Resort is a popular attraction, offering skiing, snowboarding, and hiking in the winter, and golf, tennis, and swimming in the summer. You can also enjoy scenic views from the top of the mountain on the chairlift. If you’re looking for something a bit different, the Blue Ridge Music Center, a short drive away, hosts live bluegrass music concerts throughout the year.
  • What are the best resorts with a swimming pool in Wintergreen, VA?

    Mountain Home At Wintergreen Resort...in The Heart Of Virginia's Wine Country is among the best resorts with a swimming pool in Wintergreen, VA.

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

    Getting to Wintergreen is pretty straightforward. The nearest airport is Charlottesville Albemarle Airport (CHO), which is about a 45-minute drive. You can also get there by car from other major cities like Richmond (about 2 hours) or Roanoke (about 1 hour and 15 minutes).
  • 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 really depends on what you're looking for! If you love winter sports, then December to March is ideal. If you prefer warmer weather and outdoor activities, then May to October is great. Spring and autumn are beautiful, but the weather can be unpredictable.
  • What are the best family friendly resorts in Wintergreen, VA?

  • What are the best daytrips from Wintergreen, VA?

    There are lots of great day trip options from Wintergreen. You can visit the historic city of Charlottesville, which is home to the University of Virginia and Monticello, Thomas Jefferson's home. Or, you can explore the charming town of Lexington, which has a lovely historic district and the Virginia Military Institute.
  • What are the best pet friendly resorts in Wintergreen, VA?

    The best pet friendly resorts in Wintergreen, VA are Celebrate Spring Breakfast Served and High View Haven Near Wintergreen Resort.

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

    Wintergreen is a great place for a romantic getaway. You can take a scenic drive along the Blue Ridge Parkway, enjoy a romantic dinner at one of the resort restaurants, or even take a hot air balloon ride over the mountains. There are also plenty of hiking trails with stunning views.
  • What are the nearest cities to explore when you are in Wintergreen, VA?

    The closest city to Wintergreen is Charlottesville, which is about a 45-minute drive. It's a vibrant city with a lot to offer, including museums, restaurants, and shops. Another option is Lynchburg, which is about an hour and 15 minutes away and has a historic downtown area and the Lynchburg Museum.
  • What are the most requested amenities in resorts in Wintergreen, VA?

    Most visitors to Wintergreen are looking for a comfortable place to stay with access to outdoor activities. So, resorts that offer amenities like swimming pools, hot tubs, fitness centres, and restaurants are popular choices. If you're going in the winter, you'll also want to look for resorts with ski-in/ski-out access.

Popular destinations

©2026 cozycozy.com