I’m a longtime local here in Nelson County, Virginia, and let me tell you—Wintergreen Resort is one of those places that never gets old. I’ve been visiting this mountaintop escape since I was a kid, and I still get excited every time I round the final curve up Route 664 and the trees open up to that big, beautiful view of the Blue Ridge. Whether it’s fresh snow in January or the smell of blooming mountain laurel in May, this place really does have something for everyone.

Wintergreen isn’t just a resort. It’s a full-on four-season mountain community with skiing, hiking, golf, pools, pickleball, great food, and even a spa. I’ve spent summers hiking its trails with my dog, winters teaching my nieces how to snowboard, and more than a few evenings drinking hot toddies by the fire at The Edge.

If you’re thinking about visiting, let me show you around from a local’s point of view.

A Quick History of the Resort

Wintergreen Resort was created in the 1970s, back when a group of developers realized that this stretch of mountain in Nelson County would be perfect for a year-round getaway. Before that, the land was used mostly for timber and was pretty wild. The idea was to build a resort that people could enjoy in every season, not just in winter. And wow, did they succeed.

These days, the resort is owned by EPR Properties and operated by Pacific Group Resorts, which also runs a handful of other ski destinations across the country. But Wintergreen still feels like a small, homegrown place to me—more like a friendly mountain village than a big corporate resort.

Getting to Wintergreen (Don’t Let the GPS Fool You)

Wintergreen is located in Nelson County, Virginia, high up on the Blue Ridge Mountains. It’s about an hour from Charlottesville, a little over two hours from Richmond, and around two and a half to three hours from Washington, DC. If you’re coming in the winter, make sure your car is equipped for snow. There are steep mountain roads, and things can get slick fast. Four-wheel drive is a smart idea.

Here’s a tip: When your GPS says to come up Route 151 and cut across the mountain near Devil’s Backbone Brewery, don’t do it. That road gets tricky, especially in bad weather. Stick with Beech Grove Road (Route 664), which is the main entrance and the easiest way to the top.

What to Do at Wintergreen: A Season-by-Season Breakdown

I’ve been coming to Wintergreen year-round for over a decade, and every season has its own vibe. Here’s what I love most about each time of year.

Winter: Snow Sports and Hot Chocolate

This is Wintergreen’s time to shine. I usually head up in early December to check out the first snow and see if the slopes are open. Most years, skiing starts in mid-December, depending on the weather. The snowmaking system is top-notch. Even when Mother Nature doesn’t cooperate, the resort still manages to get a good base going.

There are 26 slopes, and I’ve probably fallen on every one of them at least once. If you’re new to skiing or snowboarding, the Treehouse is great for kids, and private lessons are available for all ages. My sister’s little boy started skiing here when he was just three, and now he’s racing me down the mountain.

And if skiing isn’t your thing, don’t worry. The tubing park, called The Plunge, is a total blast. It’s fast, fun, and honestly, I laugh just as hard every time I go, no matter how many times I’ve done it.

Spring: Peaceful Trails and Mountain Views

Spring is my personal favorite time to visit. The snow melts, the wildflowers pop, and the trails are quiet. I like to grab a breakfast sandwich from the Terrace Café, then hike out to the overlook on the Shamokin Springs Trail. You’ll see mountain laurel blooming in early May and hear birds chirping all around you. It’s like the whole mountain is waking up.

If you like golf, this is when the courses start to open back up. Devil’s Knob Golf Course is one of the highest elevation courses in Virginia. I’m not much of a golfer myself, but the views from the fairways are reason enough to tag along in the cart.

Summer: Family Fun and Fireworks

Summer at Wintergreen is packed with stuff to do. There’s hiking, swimming, tennis, pickleball, mini golf, and even a little adventure park called Discovery Ridge. My cousin’s kids love the climbing wall and dry summer tubing. You can also sign them up for Camp Wintergreen so you can sneak off for a round of golf or a spa treatment.

The Fourth of July is one of the best weekends of the year here. There’s live music, games, and a big fireworks show that lights up the whole mountain. Bring a picnic blanket and get there early for a good spot—everyone shows up for this one.

Fall: Colorful Leaves and Cozy Vibes

If you’ve never seen the Blue Ridge in fall, make this the year you do. Late October is usually peak color, and the drives along the Blue Ridge Parkway are stunning. I’ve brought friends up here for weekend getaways, and we always end up sitting on the deck with a glass of local cider, just staring at the trees.

This is a quieter time at the resort, which makes it perfect for a peaceful getaway. The spa is easy to book, and the trails are cool and crisp. It’s also a great time to visit nearby wineries and breweries along Route 151.

Where to Eat at Wintergreen

One of the best parts of any mountain getaway is the food—and Wintergreen doesn’t disappoint. Whether you’re fueling up for a day on the slopes, grabbing a quick bite between activities, or dressing up for a romantic dinner with a view, there’s something here for everyone. Over the years, I’ve eaten at all of these places more times than I can count, and each one has its own vibe, specialties, and best time to visit.

The Copper Mine Bistro

This is Wintergreen’s upscale dining option, located in the Mountain Inn area, and it’s perfect for a special night out. The atmosphere is cozy but elegant, with soft lighting, white tablecloths, and a wine list that rivals anything in Charlottesville. I always recommend the Venison Osso Bucco—it’s rich, tender, and perfectly paired with a bold Virginia red. In the fall, they’ll sometimes feature local apple and squash dishes, and in summer, the menu leans lighter with items like seafood risotto or grilled trout. It’s open for both breakfast and dinner, and I’ll be honest—more than once I’ve gone just for the crab cake Benedict in the morning.

Pro tip: Make reservations if you’re visiting on a weekend or during peak ski season.

The Edge

This is your classic, laid-back après-ski hangout. It’s right next to the slopes and perfect for burgers, wings, and local beer. The outdoor deck has one of the best mountain views in the resort, especially at sunset. On weekends they often have live music, which turns a casual dinner into a mini event. The burger menu is legit—try the Blue Ridge Burger with caramelized onions and blue cheese, or the veggie burger if you’re going meatless. My go-to winter order? A bowl of their hearty chili with a side of onion rings and a cold Devil’s Backbone Vienna Lager.

Devils Grill

Tucked away up on Devil’s Knob near the golf course and luxury homes, this is the resort’s members-only restaurant during peak season, but it’s sometimes open to the public in quieter months. When it is, go. The food is creative, seasonal, and beautifully plated. In the summer, you might see local rabbit confit, heirloom tomatoes, or grilled peaches on the menu. In cooler months, it’s all about rich, comforting dishes like duck breast with a red wine glaze or Polyface Farm chicken posole. They also serve a killer Sunday brunch. The mimosas are bottomless and the view from the patio? Unbeatable.

The Terrace Café

A quick and convenient option located inside the Mountain Inn, The Terrace Café is where I stop for morning coffee and a snack before hitting the slopes or heading out on a hike. They serve Starbucks drinks, bagels, muffins, and hot breakfast sandwiches. You can also grab a soup, salad, or wrap at lunch. This is also a good spot to warm up without a full sit-down meal—grab a cup of hot cocoa or chai and sit by the big stone fireplace if there’s space.

Upper Crust Pizza

If you're back at your condo or rental house and just want to chill, Upper Crust delivers right to your door within the resort. It’s a solid, no-fuss pizza joint with a good variety of toppings and classic sides like mozzarella sticks and wings.I’ve ordered their BBQ chicken pizza more times than I can count, and it hits the spot after a long day of skiing or hiking. Delivery is quick, especially midweek, and it's also one of the few late-night food options on the mountain.

The Market at Wintergreen

This isn’t a restaurant, but it deserves a shout-out. Located near the ski area and Mountain Inn, The Market is your go-to for grocery basics, snacks, craft beer, and quick meals like frozen pizzas or sandwiches. If you're staying in a condo or rental and plan to cook some meals yourself, this is your closest source for eggs, bread, produce, and even some local wine. Bonus: they carry firewood, ice, and a surprisingly good selection of cheeses.

Insider Tips from a Local:

• Make reservations for dinner at Copper Mine or Devils Grill during ski season and weekends—tables fill up fast.

• Eat early at The Edge if you want a table outside. It’s the best place for a sunset beer, but the deck fills up quickly on nice days.

• If you’re celebrating something, let the staff at Copper Mine know. They’ve been known to bring out a surprise dessert or glass of bubbly.

• For quick eats on a budget, load up at The Market and use your condo’s kitchen—it’s the best way to feed a family without breaking the bank.

Where to Stay (Both On and Off the Mountain)

If you want to be right in the heart of the action, book a condo or house through Wintergreen’s rental program. There’s something for every group size, from cozy one-bedroom studios to giant mountain homes with hot tubs and fireplaces.

But if you're looking for something a little different, I always recommend Afton Farmhouse and Afton Clubhouse down in the valley. They’re only 25 minutes from the resort and right on the Route 151 wine and brewery trail. The farmhouse sleeps up to 10, which is great for families, and the clubhouse has a hot tub, fire pit, and even shuffleboard inside. I’ve hosted a few weekend getaways there, and everyone always asks when we can come back.

Events at Wintergreen Resort: Year-Round Fun on the Mountain

If you're the kind of person who loves having something to look forward to—live music, fireworks, craft festivals, or cozy holiday traditions—then Wintergreen’s event calendar will make you very happy. One of the reasons I love this place (and why I always recommend it to friends and family) is because no matter the season, there’s always something special going on. And the events aren’t just filler—they’re well-organized, locally inspired, and honestly, a big part of what makes the resort feel like a community.

Here’s a month-by-month look at some of my favorite annual events at Wintergreen:

January – March: Winter Carnival & Ski Season Specials

• Winter Jam: Picture a mountain-wide party with live DJs on the slopes, torchlight parades, and fireworks in the snow. Usually held in late January or early February, this is a high-energy weekend filled with music, contests, and après-ski vibes. I once accidentally entered a snowboard rail jam contest during this event (don’t ask how), and even though I came in dead last, it was a blast.

• President’s Day Weekend: Expect big crowds and big energy. There’s often a torchlight parade and live music. Book your lodging early—this weekend sells out fast.

• Spring Fling (March): Think retro ski outfits, pond skimming, and bluebird skies. When the weather starts to warm up, Wintergreen sends off ski season with a party on the slopes. It’s silly, fun, and great for kids and adults alike.

April – May: Wildflower Walks & Wine Events

• Spring Nature Weekend: Usually in mid-April, this weekend is all about guided hikes, birdwatching, and wildflower spotting. I once joined a hike led by a local naturalist and ended up learning more about the ecosystems of the Blue Ridge than I did in my college biology class.

• Mother’s Day Brunch at Devils Grill: If you're around in May, treat Mom (or yourself) to brunch on the patio overlooking the golf course. The strawberry shortcake pancakes are legendary.

June – August: Summer Music, Fireworks & Family Fun

• Fourth of July Jubilee: This is one of Wintergreen’s biggest events of the year. Think live bands, a big cookout on the mountain, kids' activities, and fireworks you can see from nearly anywhere on the property. I always recommend watching the show from the top of the ski lift area for the best view.

• Summer Music Festival (select weekends in July & August): Hosted by Wintergreen Music, this is a classical music series featuring world-class musicians. The performances range from intimate indoor chamber music to full outdoor orchestras with sweeping views. One evening, I brought a blanket, a bottle of Veritas Viognier, and sat under the stars listening to Beethoven. Doesn’t get much better than that.

• Kids’ Camp Weekly Events: Camp Wintergreen holds weekly events for kids during the summer—field games, talent shows, and even nature scavenger hunts. My niece still talks about the time she got to hold a snake during a wildlife demo.

September – October: Fall Foliage Festivals

• Labor Day Weekend Festival: The unofficial close of summer, this weekend has everything from craft beer tastings and chairlift rides to a mountain market full of handmade art and snacks.

• Fall Foliage Hikes & Blue Ridge Harvest Fest: Peak leaf season is usually early to mid-October, and the resort organizes guided hikes, hayrides, and family-friendly festivities with apple cider and live folk music. There’s also a chili cook-off that I never miss.

November – December: Holiday Magic in the Mountains

• Thanksgiving Weekend: Devils Grill and the Copper Mine both offer full Thanksgiving meals with a local twist—think cornbread stuffing, Virginia ham, and pecan pie. Plus, it’s usually when the resort starts prepping the slopes for ski season (weather permitting).

• Holiday Tree Lighting: Held in early December, the tree lighting at the Mountain Inn feels like a scene from a Hallmark movie. Carolers, hot cocoa, and a visit from Santa make it a magical evening for families.

• New Year’s Eve on the Mountain: Whether you're looking for a fancy prix fixe dinner, a kid-friendly celebration, or a dance party with a midnight champagne toast, Wintergreen has you covered. One year I rang in the New Year by watching fireworks burst over a snowy slope with a hot toddy in hand—highly recommend.

Tips from a Local:

• Check the calendar early: Wintergreen releases their full event lineup seasonally, so take a peek online when you’re planning your trip. Popular weekends (like the 4th of July and Christmas) can sell out months in advance.

• Many events are included with your stay or resort access, but some (like certain concerts or guided hikes) require reservations or tickets.

• Fall and summer festivals are ideal if you want the vibe without the cold—great for folks who love craft markets, food trucks, and open-air music.

• Bundle your lodging and event plans—some special weekends come with discounts or lodging packages, especially if you book through the resort.

If you’re thinking about heading to Wintergreen, go for it. Whether you're in it for adventure, relaxation, or just a weekend away from the city, this mountaintop retreat is one of Virginia’s best-kept secrets. And if you see someone on the trail with a golden retriever and a bag of trail mix, say hi—that just might be me.

Frequently Asked Questions

Where is Wintergreen Resort located?

Wintergreen is nestled in the Blue Ridge Mountains of central Virginia, in Nelson County. It sits at around 3,500 feet in elevation and is part of the George Washington National Forest area. It’s about 40 miles southwest of Charlottesville and easily accessible via Route 29 and Route 151. Even though it feels remote once you're on the mountain, it’s surprisingly convenient to reach from major cities like Richmond, Washington DC, and even parts of North Carolina.

How do I get there?

From Charlottesville, head south on Route 29 until you reach Route 151 (at the traffic light near the Rockfish Valley). Follow 151 south through wine country until you reach Beech Grove Road (Route 664), then head up the mountain. That road takes you directly to the main entrance. Be careful if you’re using GPS—it sometimes tries to reroute you across steep backroads that aren’t ideal, especially in bad weather. Stick with Route 664—it’s well-maintained and the safest way up.

Do I need four-wheel drive?

In the winter months, yes—it’s highly recommended. Even though Wintergreen’s roads are plowed and treated regularly, conditions can change quickly due to elevation and mountain weather. I’ve seen it go from clear to icy in an hour. If you’re visiting in December through March, four-wheel drive or all-wheel drive with good tires is a smart move. Chains aren’t required but can be helpful in heavy snow.

Is Wintergreen Resort open year-round?

Yes! That’s one of the things that makes it special. Each season brings something different. Winter is all about skiing and snowboarding, spring is great for hiking and golf, summer has a full schedule of outdoor activities like swimming, tennis, and family-friendly events, and fall is a gorgeous, peaceful time to visit with fewer crowds and amazing foliage.

When does ski season start and end?

Ski season usually begins in mid-December and runs through mid-March, depending on natural snowfall and temperatures for snowmaking. The resort uses a powerful snowmaking system, so even if it hasn’t snowed much naturally, the slopes are often still in good shape. Weekends and holidays are the busiest, but weekday skiing is usually quieter and still has great conditions.

Are pets allowed?

Some vacation rentals at Wintergreen do allow pets, especially through third-party platforms like Airbnb or VRBO. A few properties within the resort's official rental program are pet-friendly as well. There are also nearby pet-friendly accommodations in the valley like Afton Farmhouse and Afton Clubhouse. Just be sure to check the listing details carefully and expect a pet fee or cleaning charge.

Does Wintergreen offer wedding packages?

Yes, and they’re pretty magical. Wintergreen hosts everything from big mountain-view weddings to small, intimate elopements. There are several ceremony locations, including scenic overlooks, lodge-style indoor spaces, and open-air decks. The resort offers full wedding packages with catering, coordination, and lodging for guests. Fall weddings are especially popular because of the stunning mountain colors. Just book well in advance—it’s a sought-after venue!

Where’s the closest grocery store?

There’s a small market on the mountain called The Market at Wintergreen—it’s convenient for basics like milk, snacks, wine, beer, and frozen meals. But for a full grocery run, head down the mountain to the village of Nellysford. There you’ll find the IGA Rockfish Valley Community Center store (it’s local, charming, and well-stocked), or drive a little farther to Waynesboro or Crozet for a bigger supermarket like Food Lion or Harris Teeter.

Can I go up just for hot chocolate and a view?

Absolutely! You don’t need to be staying overnight or skiing to enjoy Wintergreen. Stop by The Edge for a drink, enjoy a casual meal at the café, or just take in the views from the overlook near the Mountain Inn. The resort is welcoming to day visitors, especially during non-peak times. Some people just drive up for the sunset or fall foliage, and it’s totally worth it.

Is it busy during holidays?

Yes—it’s one of the busiest times of year. Wintergreen sees big crowds during Christmas week, New Year’s, Martin Luther King Jr. weekend, and Presidents’ Day. The slopes, restaurants, and parking areas all fill up quickly. If you’re visiting during those times, plan ahead: make dining reservations early, arrive at the lifts before opening, and expect a lively, energetic crowd. If you prefer a quieter visit, go midweek or in the shoulder seasons.

What are the best places to stay nearby (off the mountain)?

If you want a little more space, privacy, or just a different vibe than the mountain condos, I always recommend staying in the valley at Afton Farmhouse or Afton Clubhouse. They’re about 25 minutes from the resort, right along the Route 151 wine trail. Afton Farmhouse is perfect for families—big kitchen, fire pit, bunk room for kids—and the Clubhouse is super fun for groups of friends, with a hot tub, shuffleboard, and a huge living space with 14 foot ceilings. Plus, you’re closer to the breweries and wineries. Win-win.

What mountain is Wintergreen on?

Wintergreen Resort is located on the eastern slope of the Blue Ridge Mountains, near Reeds Gap. The resort area includes several named peaks, but the highest point is Devil’s Knob, which is where the golf course and many luxury homes are located. It’s one of the highest developed areas in Virginia, sitting at about 3,850 feet above sea level. On a clear day, you can see for miles—even into the Shenandoah Valley.

Is Wintergreen a good place for kids?

Absolutely. It’s one of the most family-friendly resorts in Virginia. In the winter, there are ski and snowboard lessons for all ages (even toddlers!), as well as tubing and indoor play areas. In summer, the Discovery Ridge Adventure Center has a climbing wall, bungee trampoline, mini golf, and other fun activities. Camp Wintergreen is also a great option for school-aged kids who want a little independence. My niece still talks about the time she climbed the rock wall five times in a row.

Is there snow right now?

The best way to check is to visit Wintergreen’s official website or look at their live webcams and snow report, which are updated daily. They show current snow conditions, which trails are open, and any lift closures. You can also check local weather apps, but the snow report is your most accurate bet.

Are there wineries nearby?

Yes, and they’re amazing. Wintergreen is just a short drive from the famous Route 151 wine and craft beverage trail, which includes places like Veritas Vineyard, Afton Mountain Vineyards, Flying Fox, Hill Top Berry Farm, and Pollak Vineyards. Many of them have tasting rooms with gorgeous views and live music on weekends. You can also visit Bold Rock Hard Cider and Devils Backbone Brewery for great food and drinks. I usually plan a low-key afternoon hopping between two or three stops—it’s the perfect pairing to a mountain getaway.