Find hotels in Wintergreen, VA from $64

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Our top choices for Wintergreen hotels

1. English Inn of Charlottesville

English Inn of Charlottesville
3.0 star property
The Meadows
9.2 out of 10, Wonderful, (3,211 reviews)
"The heated pool looked really nice. I liked the comfortable foyer."
United States
Angela
4 days ago
$80 nightly
The price is $92
Dec 6 - Dec 7
Total with taxes and fees
English Inn of Charlottesville

2. Piedmont Grove

Piedmont Grove
2.0 star property
Roseland
9.6 out of 10, Exceptional, (43 reviews)
"Enjoyed being surrounded by nature."
United States
Melissa
September 27th, 2026
$242 nightly
The price is $271
Nov 10 - Nov 11
Total with taxes and fees
Piedmont Grove

3. Omni Charlottesville Hotel

Omni Charlottesville Hotel
4.0 star property
North Downtown
9.6 out of 10, Exceptional, (1,155 reviews)
"Wonderful rooms. Excellent amenities. Great location. Helpful staff. We only stay here."
United States
John
7 days ago
$152 nightly
The price is $174
Nov 22 - Nov 23
Total with taxes and fees
Omni Charlottesville Hotel

4. Charming Farmhouse across from Devils Backbone Brewery.

Charming Farmhouse across from Devils Backbone Brewery.
Roseland
9.8 out of 10, Exceptional, (9 reviews)
"Comfortable stay in a beautiful area. Very conveniently located to a family event."
United States
barbara
Charming Farmhouse across from Devils Backbone Brewery.

5. Hotel 24 South

Hotel 24 South
3.0 star property
Staunton
9.4 out of 10, Exceptional, (1,267 reviews)
"This is a historic hotel. We had a wonderful stay for our 20th anniversary."
United States
Anne
4 days ago
$110 nightly
The price is $124
Dec 7 - Dec 8
Total with taxes and fees
Hotel 24 South

6. Charming 4-bedroom farmhouse in brilliant Roseland / The Hen House

Charming 4-bedroom farmhouse in brilliant Roseland / The Hen House
Roseland
9.4 out of 10, Exceptional, (11 reviews)
"The Hen House was charming and the location was perfect for exploring Wintergreen and the Nelson 151. The host was excellent- very accommodating! "
United States
Beth H.
$442 nightly
The price is $497
Nov 11 - Nov 12
Total with taxes and fees
Charming 4-bedroom farmhouse in brilliant Roseland / The Hen House

7. The Farmhouse at Veritas

The Farmhouse at Veritas
4.0 star property
Afton
9.8 out of 10, Exceptional, (39 reviews)
"We are very grateful for the stay. The beautiful place."
United States
Carlos
July 31st, 2026
$365 nightly
The price is $405
Nov 16 - Nov 17
Total with taxes and fees
The Farmhouse at Veritas

8. Avid Hotel Staunton

Avid Hotel Staunton
2.5 star property
Staunton
9.0 out of 10, Wonderful, (1,004 reviews)
"Staff very friendly. The room was clean."
United States
Stephen
3 days ago
$93 nightly
The price is $104
Nov 22 - Nov 23
Total with taxes and fees
Avid Hotel Staunton

9. DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville
4.0 star property
Rio
8.4 out of 10, Very good, (1,003 reviews)
"The area seemed very quiet safe. The room seemed a little dusty."
United States
randy
14 days ago
$102 nightly
The price is $116
Nov 22 - Nov 23
Total with taxes and fees
DoubleTree by Hilton Hotel Charlottesville

10. Boar's Head Resort

Boar's Head Resort
4.0 star property
Ednam
9.0 out of 10, Wonderful, (1,004 reviews)
"Weekend Brunch buffets were great. Wife loved the massage she received."
United States
Malik
7 days ago
$244 nightly
The price is $279
Dec 6 - Dec 7
Total with taxes and fees
Boar's Head Resort

11. The Blackburn Inn and Conference Center

The Blackburn Inn and Conference Center
3.5 star property
Staunton
9.2 out of 10, Wonderful, (1,004 reviews)
"Beautiful unique hotel in a cute village. We will def stay here again."
United States
Dawn
9 days ago
$106 nightly
The price is $119
Dec 1 - Dec 2
Total with taxes and fees
The Blackburn Inn and Conference Center

12. Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Country Inn & Suites by Radisson, Charlottesville-UVA, VA
3.0 star property
The Meadows
9.2 out of 10, Wonderful, (1,234 reviews)
"Great, clean, friendly stay! Would recommend and stay again."
United States
LeiMeredith
2 days ago
$114 nightly
The price is $130
Dec 3 - Dec 4
Total with taxes and fees
Country Inn & Suites by Radisson, Charlottesville-UVA, VA

13. Basecamp151

Basecamp151
2.5 star property
Afton
9.2 out of 10, Wonderful, (38 reviews)
"Loved the modern minimalist decor esp the lamps matching the decorative pillows."
United States
Susanna
12 days ago
$137 nightly
The price is $154
Nov 11 - Nov 12
Total with taxes and fees
Basecamp151

14. Virginia Guesthouse Hotel

Virginia Guesthouse Hotel
3.0 star property
Lewis Mountain
9.8 out of 10, Exceptional, (173 reviews)
"Gorgeous common areas. We loved this new property."
United States
Sarah
15 days ago
$128 nightly
The price is $146
Dec 2 - Dec 3
Total with taxes and fees
Virginia Guesthouse Hotel

15. 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, (721 reviews)
"Hotel is wonderful as we have stayed there in the past."
United States
Katharine
13 days ago
$95 nightly
The price is $106
Dec 8 - Dec 9
Total with taxes and fees
Holiday Inn Express & Suites Waynesboro East by IHG

16. Blue's Barn

Blue's Barn
2.0 star property
Nellysford
6.0 out of 10, (1 review)
"The cabin is cute, but the property beside it looks down on the cabin so not much privacy or a view. There's no dishwasher, oven, or even a hair dryer here. When it rains the water turns rusty, thus is not drinkable and they don't leave bottled water for you or offer to help with that so that limits showers, toilets turned rusty, couldn't make coffee etc. The property was a little overgrown when we arrived as well. But a person came while we were there and cut the grass."
United States
Aimee
$273 nightly
The price is $307
Nov 10 - Nov 11
Total with taxes and fees
Blue's Barn

17. The Doyle Hotel

The Doyle Hotel
3.5 star property
Starr Hill
8.2 out of 10, Very good, (1,004 reviews)
"The Doyle was a classy and wonderful nights stay. Otherwise, the hotel is wonderful!"
United States
Amy
6 days ago
$92 nightly
The price is $105
Nov 26 - Nov 27
Total with taxes and fees
The Doyle Hotel

18. Sleep Inn Staunton

Sleep Inn Staunton
2.5 star property
Staunton
9.2 out of 10, Wonderful, (1,376 reviews)
"The room was nicely updated. The breakfast area was clean."
United States
Heather
6 days ago
$76 nightly
The price is $84
Dec 6 - Dec 7
Total with taxes and fees
Sleep Inn Staunton

19. Village Inn

Village Inn
2.0 star property
Lovingston
9.2 out of 10, Wonderful, (227 reviews)
"Like everything it was nice and quiet."
United States
Micah
July 26th, 2026
$110 nightly
The price is $124
Nov 10 - Nov 11
Total with taxes and fees
Village Inn

20. Iris Inn and Cabins

Iris Inn and Cabins
4.5 star property
Waynesboro
9.8 out of 10, Exceptional, (18 reviews)
"We had a fantastic stay at Iris Inn. We loved the breakfast."
United States
Rachel
7 days ago
$368 nightly
The price is $410
Nov 11 - Nov 12
Total with taxes and fees
Iris Inn and Cabins
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.

Compare top hotels in Wintergreen

3.0 star property
The Meadows
2.0 star property
Roseland
4.0 star property
North Downtown
3.0 star property
Staunton
Roseland
9.2
Wonderful
3,211 reviews
9.6
Exceptional
43 reviews
9.6
Exceptional
1,155 reviews
9.4
Exceptional
1,267 reviews
9.4
Exceptional
11 reviews
$80 nightly
The price is $92
Dec 6 - Dec 7
Total with taxes and fees
$242 nightly
The price is $271
Nov 10 - Nov 11
Total with taxes and fees
$152 nightly
The price is $174
Nov 22 - Nov 23
Total with taxes and fees
$110 nightly
The price is $124
Dec 7 - Dec 8
Total with taxes and fees
$442 nightly
The price is $497
Nov 11 - Nov 12
Total with taxes and fees
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • No Pet friendly
  • No WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet friendly
  • No WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet friendly
  • No WiFi included
  • Yes, Parking

Vacation Rentals in Wintergreen

Stay near popular Wintergreen attractions

Whether you're an adventure seeker or a culture enthusiast, Wintergreen, Virginia, offers an array of exciting experiences. With attractions like the Wintergreen Ski Resort and nearby museums, Wintergreen resort guests can enjoy both thrilling outdoor activities and enriching local history. Your perfect getaway awaits!

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.

A mountainous landscape with lush green hills and a clear blue sky with contrails.

Top Wintergreen Hotel Reviews

Find out more about Wintergreen

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.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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 MonthTemperaturePrecipitationCloudinessOccupancyPricing
January33.4°F (0.8°C)Light RainMostly SunnyModerately HighSlightly Low
February37.2°F (2.9°C)Light RainMostly SunnyModerately HighSlightly Low
March44.6°F (7.0°C)Light RainMostly SunnyAverageAverage
April54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
May64.0°F (17.8°C)Light RainMostly SunnyModerately LowSlightly High
June72.1°F (22.3°C)Light RainMostly SunnyModerately LowAverage
July76.6°F (24.8°C)Light RainMostly SunnyAverageAverage
August74.3°F (23.5°C)Light RainMostly SunnyModerately LowAverage
September68.0°F (20.0°C)Light RainMostly SunnyAverageAverage
October56.8°F (13.8°C)Light RainMostly SunnyAverageSlightly High
November44.8°F (7.1°C)Light RainMostly SunnyAverageAverage
December38.5°F (3.6°C)Light RainMostly SunnyModerately HighSlightly 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.

Frequently Asked Questions

What is the best area to stay in Wintergreen?

The best area to stay in Wintergreen is at the Wintergreen Resort, particularly in the areas near the main lodge and the ski slopes for convenience, or in the more secluded Stoney Creek community for a different experience.

For those seeking direct access to activities and amenities, staying near the main lodge and the ski slopes is ideal. This area provides immediate access to the ski lifts, golf course, and resort dining. Many accommodations here offer mountain views and are a short walk from the central village area, which includes various shops and dining options. This is a great fit for families who want to maximize their time on the slopes or enjoying resort activities without extensive travel.

Couples looking for a more relaxed and quiet setting might prefer the Stoney Creek community at the base of the mountain. This area offers a different resort experience, featuring its own golf course, tennis courts, and walking trails. While it's a short drive from the main mountain amenities, it provides a peaceful retreat with larger accommodations, often with private outdoor spaces.

When is the best time to go to Wintergreen?

The best time to visit Wintergreen depends entirely on whether you're seeking winter sports or warm-weather activities.

For those interested in skiing, snowboarding, or tubing, the prime season is generally from mid-December through early March. During these months, the resort typically has consistent snow coverage, and all winter activities are in full operation. This is also when the resort is most active, offering a lively option for families and groups.

If you prefer hiking, mountain biking, golfing, or enjoying the scenic mountain views without snow, the best time to visit is from late May through early October. The weather during these months is generally mild and pleasant, ideal for outdoor adventures in the Blue Ridge Mountains.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Wintergreen.

How much is the nightly rate at a Wintergreen hotel?

Prices for hotels in Wintergreen often vary, but you can find a great deal from $64 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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