Things to Do Near Wintergreen Resort

Wintergreen ski weekend guide

Wintergreen Resort is one of the best places to ski in Virginia, with slopes for every level, night skiing, snow tubing, and a terrain park. Because The Retreat at Three Ridges is a short walk to the lifts, you can be first in line in the morning and warm up by the fireplace between runs — no driving or shuttles required.

• Beginner-friendly runs plus steeper terrain for experts
• Night skiing and snow tubing for evening fun
• Rentals, lessons, and gear at the resort base
• Après-ski dining and drinks in the village

Ski season typically runs from December into March, weather permitting. Weekends and holidays are busiest, so booking your stay early means better availability and pricing.

Best wineries and breweries near Wintergreen

Just down the mountain, the Nelson 151 corridor is one of Virginia’s favorite beverage trails. It’s an easy day trip for tastings, mountain views, and live music.

• Devils Backbone Brewing Company — a beloved brewery with a big outdoor campus and mountain backdrop
• Bold Rock Hard Cider — Virginia apples turned into crisp cider in a scenic tasting barn
• Blue Mountain Brewery — craft beer and wood-fired food with sweeping views (a host favorite)
• Wild Wolf Brewing and Veritas Vineyards — more great stops along the trail

Explore every stop, plus hiking trails and EV charging, on our interactive Wintergreen area map.

Family-friendly activities near Wintergreen

Traveling with kids? The area is packed with options beyond the slopes, and the condo itself is stocked with children’s books, toys, and board games for downtime.

• Snow tubing and the ski school in winter
• The Aquatics & Fitness Center indoor pool
• Summer hiking, mountain biking, and the outdoor pool
• Easy scenic drives on the Blue Ridge Parkway

Hiking and scenic views in the Blue Ridge

When the weather warms up, Wintergreen is a hiker’s basecamp. Trails range from quick waterfall walks to longer ridge climbs, and the overlooks are stunning in every season.

• Upper and Lower Shamokin Falls trails
• The Plunge and Cedar Cliffs for big views
• Blue Ridge Parkway overlooks minutes away
• The historic Claudius Crozet Blue Ridge Tunnel

What to pack for a Wintergreen mountain getaway

Mountain weather can shift quickly, so layers are your friend year-round. Here’s a quick checklist:

• Warm layers, hats, and gloves in winter; waterproof boots
• Ski or snowboard gear (or plan to rent at the resort)
• Hiking shoes, a daypack, and a reusable water bottle
• Groceries or a plan to shop — the condo has a full kitchen
• Swimsuits for the pools and a lightweight rain jacket

Why stay walking distance to the slopes

The biggest advantage of The Retreat at Three Ridges is location. Being able to walk to the lifts and village means no icy morning drives, no parking hassles, and more time enjoying the mountain. Head back midday for lunch, a nap, or a fireside break, then walk right back out for another run or a sunset dinner.