Photo by Melissa Smestad

Hotels in Wintergreen

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Where to stay in Wintergreen?

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)
$302 nightly
The price is $340
Apr 20 - Apr 21
Total with taxes and fees
Wintergreen Ski Resort Condo w/ Golf Access!
Blackwood Chalet
Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (3 reviews)
$361 nightly
The price is $381
Apr 15 - Apr 16
Total with taxes and fees
Blackwood Chalet
Woodville Bed and Breakfast
Woodville Bed and Breakfast
4.0 star property
Esmont
10.0 out of 10, Exceptional, (55 reviews)
$249 nightly
The price is $285
Apr 15 - Apr 16
Total with taxes and fees
Woodville Bed and Breakfast
The Crossroads Inn
The Crossroads Inn
5.0 star property
North Garden
10.0 out of 10, Exceptional, (45 reviews)
Luxurious retreat at this North Garden B&B featuring an on-site winery, serene terrace, and complimentary gourmet breakfast. Just minutes from Pippin Hill Farm and Albemarle CiderWorks, with easy access to Charlottesville's attractions.
$205 nightly
The price is $235
May 4 - May 5
Total with taxes and fees
The Crossroads Inn
Modern Nellysford Getaway on 40 Private Acres!
Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
Tucked into Virginia's picturesque Nellysford area, this cozy cottage offers mountain charm with essential comforts. Kitchen, balcony, and coffeemaker make mornings memorable. Explore nearby Wintergreen Resort or Hill Top Berry Farm, with free parking for easy adventures.
$542 nightly
The price is $608
Apr 21 - Apr 22
Total with taxes and fees
Modern Nellysford Getaway on 40 Private Acres!
Basecamp151
Basecamp151
2.5 star property
Afton
9.2 out of 10, Wonderful, (9 reviews)
Located just 15 minutes from Shenandoah National Park, this motel offers free WiFi and parking. Explore nearby Wintergreen Resort and Flying Fox Vineyard, then relax with an in-room coffee as mountain adventures await.
$118 nightly
The price is $132
Apr 16 - Apr 17
Total with taxes and fees
Basecamp151
Afton Mountain Inn
Afton Mountain Inn
3.0 star property
Afton
9.6 out of 10, Exceptional, (78 reviews)
Escape to this charming Afton retreat with refreshing pool and garden oasis. Just minutes from Shenandoah National Park and local wineries, the guesthouse offers easy access to hiking trails, kayaking, and skiing adventures with free parking for explorers.
$189 nightly
The price is $212
Apr 15 - Apr 16
Total with taxes and fees
Afton Mountain Inn
The Farmhouse at Veritas
The Farmhouse at Veritas
4.0 star property
Afton
9.8 out of 10, Exceptional, (34 reviews)
Wake to mountain views at this charming Afton retreat steps from Veritas Vineyard. The on-site restaurant serves local cuisine while free breakfast, WiFi, and parking enhance your stay. Explore nearby Shenandoah National Park and regional wineries.
$349 nightly
The price is $387
Apr 22 - Apr 23
Total with taxes and fees
The Farmhouse at Veritas
Village Inn
Village Inn
2.0 star property
Lovingston
9.2 out of 10, Wonderful, (210 reviews)
Escape to this welcoming Lovingston motel where free WiFi and parking enhance your wine country adventure. Located near Mountain Cove Vineyards and Lovingston Winery, you'll appreciate the 24-hour front desk and consistently praised helpful staff.
$100 nightly
The price is $112
Apr 15 - Apr 16
Total with taxes and fees
Village Inn
Stoney Creek Cottage Wintergreen w EV Charger
Stoney Creek Cottage Wintergreen w EV Charger
2.0 star property
Nellysford
Surrounded by natural beauty, this Nellysford apartment offers a tranquil garden setting with free parking. Just minutes from Wintergreen Resort and Stoney Creek Golf Course for convenient outdoor adventures.
$450 nightly
The price is $505
Apr 15 - Apr 16
Total with taxes and fees
Stoney Creek Cottage Wintergreen w EV Charger
Afton Mountain Vineyards
Afton Mountain Vineyards
2.5 star property
Afton
10.0 out of 10, Exceptional, (2 reviews)
$381 nightly
The price is $428
Apr 26 - Apr 27
Total with taxes and fees
Afton Mountain Vineyards
Grey Pine Lodge
Grey Pine Lodge
2.0 star property
Waynesboro
9.4 out of 10, Exceptional, (120 reviews)
Surrounded by natural beauty, this cozy motel offers hiking trails right outside your door. Just 5 minutes from Shenandoah National Park and near Rockfish Gap Entrance, you'll enjoy free WiFi and parking after a day of outdoor adventure.
$160 nightly
The price is $178
Apr 20 - Apr 21
Total with taxes and fees
Grey Pine Lodge
Quality Inn Waynesboro - Skyline Drive
Quality Inn Waynesboro - Skyline Drive
2.5 star property
Waynesboro
7.0 out of 10, Good, (844 reviews)
Steps from scenic mountain adventures, this Waynesboro hotel offers a seasonal pool and complimentary full breakfast. Near Wayne Theatre and local heritage spots, guests praise the helpful staff and convenient free parking.
Quality Inn Waynesboro - Skyline Drive
Econo Lodge Waynesboro - Skyline Drive
Econo Lodge Waynesboro - Skyline Drive
2.0 star property
Waynesboro
6.8 out of 10, (140 reviews)
Minutes from Shenandoah National Park, this Waynesboro motel offers a refreshing seasonal outdoor pool and complimentary perks including WiFi, parking, and daily continental breakfast. Nearby attractions include Plumb House Museum and Wayne Theatre.
$61 nightly
The price is $68
Apr 26 - Apr 27
Total with taxes and fees
Econo Lodge Waynesboro - Skyline Drive
Iris Inn and Cabins
Iris Inn and Cabins
4.5 star property
Waynesboro
9.6 out of 10, Exceptional, (10 reviews)
Immerse yourself in nature at this Waynesboro resort, just minutes from Shenandoah National Park. Unwind with spa treatments or dinner at the Great Room before retreating to your cabin with modern conveniences. Free breakfast, WiFi, and parking enhance your mountain getaway.
$331 nightly
The price is $369
Apr 29 - Apr 30
Total with taxes and fees
Iris Inn and Cabins
Royal Inn Motel
Royal Inn Motel
2.0 star property
Waynesboro
6.2 out of 10, (76 reviews)
This roadside motel offers a convenient base for exploring Shenandoah National Park, just 15 minutes away. Visit the nearby Plumb House Museum or catch a show at Zeus Digital Theater. Room service and free wifi enhance your stay.
$72 nightly
The price is $80
Apr 19 - Apr 20
Total with taxes and fees
Royal Inn Motel
Piedmont Grove
Piedmont Grove
2.0 star property
Roseland
9.4 out of 10, Exceptional, (33 reviews)
$252 nightly
The price is $283
Apr 15 - Apr 16
Total with taxes and fees
Piedmont Grove
Stable Craft Brewing & Cidery
Stable Craft Brewing & Cidery
2.0 star property
Waynesboro
$205 nightly
The price is $228
Apr 15 - Apr 16
Total with taxes and fees
Stable Craft Brewing & Cidery
Residence Inn Marriott Waynesboro
Residence Inn Marriott Waynesboro
3.0 star property
Waynesboro
9.2 out of 10, Wonderful, (450 reviews)
Unwind at this friendly Waynesboro hotel, just minutes from Shenandoah National Park. Jump-start your day with free breakfast before exploring nearby attractions like Fastrax and P. Buckley Moss Gallery. Return for a refreshing dip in the indoor pool.
$154 nightly
The price is $171
May 10 - May 11
Total with taxes and fees
Residence Inn Marriott Waynesboro
Holiday Inn Express & Suites Waynesboro East by IHG
Holiday Inn Express & Suites Waynesboro East by IHG
2.5 star property
Waynesboro
9.2 out of 10, Wonderful, (525 reviews)
Nestled just a 10-minute drive from Shenandoah National Park, this Waynesboro hotel offers a refreshing indoor pool and complimentary breakfast. Visit nearby Fastrax and P. Buckley Moss Gallery after energizing in the fitness center.
$118 nightly
The price is $131
May 10 - May 11
Total with taxes and fees
Holiday Inn Express & Suites Waynesboro East by IHG
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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Top landmarks in Wintergreen

Learn more about Wintergreen

Wintergreen, well-known for its mountains and skiing, features attractions such as Bold Rock Hard Cider Nellysford Cidery and Stoney Creek Golf Course. This family-friendly city has something for everyone including sights like Wintergreen Resort and George Washington National Forest within a scenic setting.

Photo by Melissa Smestad
Open Photo by Melissa Smestad

Check out reviews of Wintergreen hotels guests love

Frequently asked questions

How much does a hotel room cost in Wintergreen?
You can find top hotels in Wintergreen from $68 with options to suit your budget and needs. To find an affordable hotel in Wintergreen that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".
How can I find deals and earn rewards at Wintergreen hotels?
Discover great deals on Wintergreen hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. And make sure to check out our last-minute deals on Wintergreen hotels.
Can I book Wintergreen hotels with free cancellation?
In order to book a refundable Wintergreen hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some popular hotels in central Wintergreen?
For hotels in central Wintergreen, check out Fenton Inn and The Mark Addy Bed & Breakfast. Travelers love Fenton Inn for its location, as well as the hot tub, spa services and free buffet breakfast this bed & breakfast offers. The Mark Addy Bed & Breakfast is another popular central bed & breakfast with a restaurant, spa services and a free full breakfast. Chestnut Springs and Pedlars Edge are some of the most central neighborhoods for your Wintergreen vacation.
Can I book refundable hotels in Wintergreen?
If you're looking for the flexibility to change your plans to Wintergreen, most accommodations offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Wintergreen if I want a vacation rental instead of a traditional hotel?
If you're looking for a good alternative to a hotel, review our selection of 224 vacation homes. In addition, there are 40 apartments and 312 condos.
What will the weather in Wintergreen be like during my trip?
July and August are typically the warmest months in Wintergreen when the average temp is 73°F. January and February are the coldest months when the average temperature is 38°F. May and September are the months with the most rain.
Why should I book my Wintergreen accommodation with Hotels.com?
There are lots of reasons to book your Wintergreen trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Wintergreen

Wintergreen: Where Majestic Mountains Meet Unforgettable Adventure

Escape to Wintergreen, Virginia, a breathtaking mountain getaway that beckons outdoor enthusiasts year-round. Nestled in the Blue Ridge Mountains, this enchanting destination offers thrilling skiing and snowboarding at Wintergreen Resort during winter, while summer invites hikers to explore scenic trails and stunning vistas. Experience the vibrant local culture with cozy lodges, charming restaurants, and breathtaking views that transform with the seasons. Whether you're seeking adrenaline-fueled adventures or serene moments in nature, Wintergreen's lush landscapes and inviting atmosphere make it a perfect retreat for couples, families, and solo travelers alike. Discover the magic of the mountains.

Discover great hotels in Wintergreen

Wintergreen, Virginia offers a range of accommodations from cozy lodges to well-equipped hotels, catering to various budgets. Enjoy comfortable guest rooms with scenic views, pet-friendly options, and resort facilities like pools and dining. Expect a pleasant stay with easy access to nearby attractions and outdoor activities. Here are some of the best hotels in Wintergreen that our travelers love:

  1. The Mark Addy Bed & BreakfastOpens in a new window: The Mark Addy Bed & Breakfast is a delightful 3.5-star Bed and Breakfast that caters to leisure travelers seeking a ski-themed experience. With convenient access to ski shuttles and lifts, it offers the perfect base for winter sports enthusiasts. The property boasts inviting family-friendly amenities, including babysitting and childcare services, ensuring a comfortable stay. Positive reviews highlight the hotel's charming ambiance and excellent recreational opportunities, making it a top choice for those looking to unwind in a scenic, alpine setting.
  2. Fenton InnOpens in a new window: Fenton Inn offers a dynamic 3.5-star Bed and Breakfast experience tailored for adventure seekers. With an impressive array of adventure sports and recreation activities available onsite or nearby, this hotel stands out for its vibrant atmosphere. Guests appreciate the well-equipped meeting rooms, making it ideal for combining work and play. The positive sentiments surrounding this hotel emphasize its engaging environment and accessibility to thrilling outdoor pursuits, ensuring a memorable stay filled with excitement.
  3. Basecamp151Opens in a new window: Basecamp151 is a charming 3.0-star motel designed for adventure travelers looking to explore the great outdoors. This property is surrounded by stunning landscapes and provides easy access to a variety of adventure sports, including rafting, fishing, and hiking. The welcoming vibe and convenient location contribute to a fulfilling experience, with positive reviews celebrating the opportunity for exciting excursions right at your doorstep. It’s an excellent choice for those eager to immerse themselves in nature's beauty while enjoying a comfortable stay.

Top locations to stay in Wintergreen

Staying in Afton, Nellysford, and Roseland offers unique experiences near Wintergreen, Virginia. Afton is perfect for mountain views and scenic hikes, while Nellysford is family-friendly with outdoor activities and local breweries. Roseland provides a charming retreat with rustic vibes and access to ski resorts. For first-time visitors, Nellysford is the best choice for its welcoming atmosphere.

  1. AftonOpens in a new window: Afton is a fantastic place to stay for those who love the mountains and scenic views. Nestled in the heart of the Blue Ridge, this area offers breathtaking landscapes and outdoor activities year-round. You can explore the nearby hiking trails, enjoy wine tasting at local vineyards, or simply relax while soaking in the stunning vistas. Afton is also home to the renowned Wintergreen Resort, where skiing and snowboarding are popular winter activities, making it a perfect getaway for both adventure seekers and those looking to unwind in nature.
  2. NellysfordOpens in a new window: Nellysford is a charming destination ideal for family-friendly adventures and a laid-back atmosphere. This quaint community offers a variety of outdoor activities, including hiking and biking trails that are perfect for exploring the natural beauty of the area. You can also visit local shops, where you’ll find unique gifts and crafts. Additionally, Nellysford is close to several wineries, making it a great spot for a relaxing day of tasting local wines while enjoying the picturesque countryside.
  3. RoselandOpens in a new window: Roseland is a hidden gem for those seeking a tranquil escape in a mountain setting. This cozy area is perfect for enjoying nature, with plenty of opportunities for hiking, fishing, and simply taking in the beautiful surroundings. Roseland is also home to Wintergreen Resort, which offers a variety of seasonal activities, including skiing in the winter and golfing in the warmer months. The relaxed vibe and stunning mountain views make Roseland an excellent choice for travelers looking to disconnect and recharge.

Things to do in Wintergreen

Wintergreen offers a stunning mountain landscape perfect for outdoor enthusiasts. Enjoy thrilling ski slopes in winter and scenic hiking trails in warmer months. With its beautiful forests and tranquil lakes, there’s ample opportunity for relaxation and fun under the sun or stars, making it a year-round getaway.

  • Raven's Roost OverlookOpens in a new window – Head to Raven's Roost Overlook for breathtaking views that will leave you in awe. This lookout point provides an incredible vantage of the surrounding mountains, making it a perfect spot for photography and appreciating nature's beauty. Bring a picnic and enjoy the serene atmosphere!
  • Crabtree FallsOpens in a new window – Experience the stunning Crabtree Falls, a majestic waterfall cascading down the mountainside. Hike along the well-marked trails that lead you to various viewpoints, where you can capture the falls from different angles. The sound of rushing water and the lush greenery surrounding the area make this hike a refreshing escape.
  • Rockfish Gap Entrance ShenandoahOpens in a new window – Discover the natural wonders of the Rockfish Gap Entrance to Shenandoah National Park. This entry point offers access to a variety of trails for hiking and breathtaking vistas. Enjoy the diverse wildlife and picturesque landscapes that define this iconic park, perfect for outdoor enthusiasts.
  • Swannanoa PalaceOpens in a new window – Step back in time at Swannanoa Palace, a historic estate that showcases stunning architecture and beautiful gardens. Wander through the grounds and imagine the lives of those who once inhabited this grand residence. The exquisite details and rich history make it a captivating visit.
  • Walton's Mountain MuseumOpens in a new window – Visit Walton's Mountain Museum to explore the legacy of the beloved television show The Waltons. This charming museum features memorabilia, photographs, and exhibits that celebrate the show's impact on American culture. It's a delightful stop for fans and families alike.

5 tips for savvy savings when booking a hotel in Wintergreen

  1. Book for the cheapest times: The best time to visit Wintergreen on a budget is in December, January, and February, when hotel prices are lower. For an affordable getaway, a stay of at least 2 to 3 days is recommended to fully enjoy the area's key landmarks and cultural attractions. During your visit, you can explore the beautiful mountains, take part in skiing excursions, and visit local wineries. Wintergreen also offers family-friendly activities, scenic hiking trails, and opportunities to enjoy coffee and craft beer, making it a great value for money destination. Keep an eye out, as prices may drop during these months, making your stay even more budget-friendly.
  2. Look for last-minute deals on Hotels.com: To discover great last-minute deals for hotels in Wintergreen, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted rates as your travel date approaches. Consider enabling email alerts or push notifications to stay informed about flash sales and special promotions, helping you catch potential savings. Additionally, utilize Smart ShoppingOpens in a new window through the app, a comparison tool that allows you to evaluate hotel prices and amenities easily. With these resources, you could be among the first to know if prices drop or rooms become available for your last-minute getaway.
  3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year. Being flexible with your travel dates may help you find better rates for your stay at a Wintergreen hotel. For those seeking something a little different, boutique hotels often provide a more personalized experience and potentially greater value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If it turns out to be on the higher side, we’ll recommend alternative dates that could offer you better savings.
  4. Consider your location: Staying near major attractions or city centers is convenient but usually tends to be more expensive. For better rates, consider hotels in neighborhoods that are less central, striking a balance between cost and accessibility to the sites you want to visit. You might also look into independent hotels located a bit farther out, which can offer a more authentic and budget-friendly experience.
  5. Become a Member: Join our membership for free and start planning your next getaway in Wintergreen! Enjoy exclusive member prices and save on over 100,000 hotels globally. As a member, you'll have the opportunity to advance through tiers and unlock fantastic perks, including complimentary room upgrades (subject to availability) and discounts on food and beverages at select VIP Access properties. Don't miss out on these amazing benefits—sign up today!

Best time to go to Wintergreen

Wintergreen experiences its lowest average temperature in January, at 33.4°F (0.8°C), while July is the hottest month, with an average temperature of 76.6°F (24.8°C). May tends to be the wettest month. The peak travel months to visit Wintergreen are January, February, and December, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, May, June, and August are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny conditions.

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