Find hotels in Wintergreen, VA from $61

These Wintergreen insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: August 28, 2026.

Top reasons to visit Wintergreen

• Thrilling Ski Resorts: Wintergreen boasts renowned ski slopes for winter sports enthusiasts, offering an exhilarating experience.
• Scenic Hiking Trails: Explore breathtaking trails that wind through the stunning Wintergreen Mountain landscape, perfect for all skill levels.
• Family-Friendly Recreation: Enjoy a variety of activities suitable for families, making it a great destination for all ages.
• Charming Neighborhoods: Experience the relaxing atmosphere of quaint neighborhoods that add to the vacation vibe.
• Diverse Accommodations: Choose from cozy bed & breakfasts to luxurious resorts tailored to every traveler's needs.

Find great hotels near Wintergreen

Wintergreen, Virginia, offers a diverse selection of accommodations perfect for every type of traveler. From cozy bed & breakfasts to unique agritourism properties, you'll find options that cater to adventure-seekers, families, and pet-friendly vacations. Whether you're looking for a luxurious resort room or a charming retreat, Wintergreen has the ideal lodging to enhance your getaway experience amidst its stunning natural beauty.

• Days Inn by Wyndham Waynesboro: Days Inn by Wyndham Waynesboro is a budget-friendly motel located 12 miles from Wintergreen, perfect for adventurous travelers and pet owners alike. This property caters to those seeking a mix of outdoor excitement and comfort, offering a range of nearby adventure sports such as snowboarding, hiking, fishing, and cross-country skiing. With a pet-friendly policy that includes allowances for dogs and cats, this accommodation ensures that your furry friends can join the fun. Guests appreciate the recreational activities available on-site or in the surrounding area, making it an ideal choice for thrill-seekers and nature lovers.
• Best Western Plus Waynesboro Inn & Suites Conference Center: Located 13 miles from Wintergreen, the Best Western Plus Waynesboro Inn & Suites boasts a guest rating of 8.6 out of 10, highlighting its reputation as a reliable choice for both leisure and adventure travelers. The hotel provides easy access to ski shuttles and lifts, making it a great base for winter sports enthusiasts. Guests can enjoy outdoor activities nearby, including hiking, kayaking, and mountain climbing. With thoughtful amenities and a comfortable environment, this hotel is a perfect fit for those looking to enjoy an adventure-filled vacation.
• Super 8 by Wyndham Waynesboro: Super 8 by Wyndham Waynesboro, situated 13 miles from Wintergreen, is a budget-friendly hotel tailored for families and business travelers. This property offers essential amenities and services for children, such as free cribs and first aid kits, ensuring a welcoming atmosphere for families on the go. The hotel’s convenient location allows guests to explore the beauty of the surrounding area while providing a comfortable and practical base for both work and leisure.

Where to stay in Wintergreen

Wintergreen, Virginia, is a perfect destination for a winter getaway, offering skiing, hiking, and golfing amidst stunning mountain scenery. Explore the breathtaking Wintergreen Mountain, traverse scenic hiking trails, and enjoy family-friendly recreation. Nearby, experience the charm of quaint neighborhoods that provide a relaxing urban atmosphere, making it an ideal spot for both adventure seekers and those looking to unwind. Whether you're hitting the slopes or the greens, Wintergreen promises an unforgettable vacation experience.

• Nellysford: Nestled in the heart of the Blue Ridge Mountains, Nellysford serves as the gateway to Wintergreen Resort, offering visitors a blend of outdoor adventures and charming local attractions. With a steady influx of tourists, particularly in April, July, and September, the area thrives on its reputation as a prime destination for skiing, hiking, and sports enthusiasts. Nearby, you'll find the stunning national and state parks, perfect for exploring nature, as well as serene lakes ideal for relaxation and recreational activities. Nellysford’s welcoming atmosphere and accessibility to ski fields make it a must-visit for outdoor lovers.
• Treeloft: Located in close proximity to Wintergreen, Treeloft is a delightful neighborhood that attracts adventure seekers year-round, especially during the summer months of July and August, and into the vibrant fall of October. Known for its ski resorts and adventure sports, Treeloft offers a variety of activities to keep visitors engaged. Surrounded by picturesque landscapes, including beautiful lakes and expansive national parks, this area invites you to enjoy outdoor fun while soaking in breathtaking views. Treeloft's charming environment and recreational opportunities ensure a memorable experience for all visitors.
• Pedlars Edge: Another enchanting neighborhood near Wintergreen, Pedlars Edge is perfect for those looking to immerse themselves in the natural beauty of the region. With a steady flow of tourists, particularly during the peak summer and fall months, this area is known for its skiing and outdoor sports. Visitors can easily access nearby ski resorts and fields, as well as stunning national and state parks, providing endless exploration opportunities. The tranquil lakes in the vicinity offer a relaxing backdrop for a peaceful retreat, making Pedlars Edge an excellent choice for adventure and relaxation alike.

Things to do in Wintergreen

Wintergreen, Virginia, is an ideal destination for adventure seekers and sports enthusiasts, offering a variety of activities such as skiing at its renowned ski resorts and slopes. Visitors can explore scenic trails, enjoy wellness retreats, and find excellent climbing spots. Whether you're hitting the slopes or relaxing in nature, Wintergreen provides a perfect blend of outdoor excitement and relaxation for your vacation.

Shopping

For unique gifts and souvenirs, explore the local shops at Wintergreen Resort, where you'll find mountain-themed items and artisan crafts. If you're up for a drive, check out the nearby Waynesboro Shopping Mall for a wider selection of stores and dining options.

Recreation

At Wintergreen, the Wintergreen Spa offers rejuvenating treatments with mountain views, perfect for relaxation. Enjoy yoga classes surrounded by nature, and explore scenic hiking trails that promote wellness and tranquility. For adventure, try skiing or snowboarding in the winter, ensuring a fun and active getaway.

Adventure

Explore the scenic hiking trails at Wintergreen Resort, offering stunning mountain views and diverse wildlife. For thrill-seekers, try zip-lining through the treetops or challenge yourself on the mountain biking trails that cater to various skill levels.

Nightlife

Wintergreen, Virginia, offers a cozy nightlife with venues like The Edge Restaurant & Lounge, featuring live music and a vibrant atmosphere. The Wintergreen Resort hosts seasonal events, while nearby breweries provide craft beer tastings, ensuring a delightful evening in this scenic mountain setting.

Booking tips and Expedia advantages for Wintergreen

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Wintergreen are December to February, where the prices are slightly lower. This is in comparison to April to May and October, where prices are slightly higher.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Wintergreen is Tuesday. The most expensive day to stay in Wintergreen is Saturday.
• Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your travel preferences, such as budget, desired location, and hotel type. For instance, selecting the Eco-certified option will show you available sustainable and eco-friendly hotel options. To find the best prices and deals, simply sort the price filter from low to high.
• Consider bundling your trip: You can save money by combining your Wintergreen hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Wintergreen

Wintergreen, Virginia, is an ideal destination for ski enthusiasts and adventure seekers. Visitors can explore a variety of attractions, including historic houses, museums, and national parks, all of which offer rich cultural experiences and outdoor activities. Whether you're looking to hit the slopes or immerse yourself in the local history, Wintergreen has something for everyone seeking adventure and exploration.

• Walton's Mountain Museum: Located 13 miles from Wintergreen, this charming museum celebrates the legacy of the beloved TV show The Waltons. Visitors can explore memorabilia, photographs, and exhibits that showcase the culture and history of the area, offering a nostalgic experience for fans and newcomers alike.
• Rockfish Gap Entrance Shenandoah: Situated 11 miles away, this stunning entrance to Shenandoah National Park invites outdoor enthusiasts to embark on scenic hikes and breathtaking views. The area is perfect for adventure seekers, with opportunities for wildlife spotting and enjoying the vibrant natural beauty.
• Crabtree Falls: Just 10 miles from Wintergreen, Crabtree Falls is one of the tallest waterfalls in Virginia. The picturesque trails lead you through lush woods to cascading waters, creating a romantic and adventurous atmosphere perfect for nature lovers.

Best time to go to Wintergreen

The best time to visit Wintergreen is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	33.4°F (0.8°C)	Light Rain	Mostly Sunny	Moderately High	Slightly Low
February	37.2°F (2.9°C)	Light Rain	Mostly Sunny	Moderately High	Slightly Low
March	44.6°F (7.0°C)	Light Rain	Mostly Sunny	Average	Average
April	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Average	Slightly High
May	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly High
June	72.1°F (22.3°C)	Light Rain	Mostly Sunny	Moderately Low	Average
July	76.6°F (24.8°C)	Light Rain	Mostly Sunny	Average	Average
August	74.3°F (23.5°C)	Light Rain	Mostly Sunny	Moderately Low	Average
September	68.0°F (20.0°C)	Light Rain	Mostly Sunny	Average	Average
October	56.8°F (13.8°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	44.8°F (7.1°C)	Light Rain	Mostly Sunny	Average	Average
December	38.5°F (3.6°C)	Light Rain	Mostly Sunny	Moderately High	Slightly Low

The nearest major airports for your trip to Wintergreen

If you're planning a visit to Wintergreen, Virginia, there are three major airports to consider. RIChmond International Airport (RIC) is 89 miles away, with nearby hotels like The Jefferson Hotel and Omni Richmond Hotel, both within 7 miles. ROAnoke Regional Airport (ROA) is 70 miles from Wintergreen, featuring hotels such as Hotel Roanoke & Conference Center, located 4 miles away. For a closer option, Charlottesville-Albemarle Airport (CHO) is just 30 miles away, with excellent accommodations like the 5-star Keswick Hall and the 4-star DoubleTree by Hilton Hotel, both within 9 miles. Each airport offers convenient access to transportation services to Wintergreen.