With four spectacularly different seasons at Wintergreen, we often ask our guests – what’s your favorite season? One of the best answers we’ve ever received was, “the one we’re currently experiencing.” Each of the seasons in the Blue Ridge Mountains is wonderful and special in their own right. With the changing of the seasons comes all the excitement and anticipation of everything new. It Starts Up Here.
While the fall equinox isn’t until September 22, there’s something about the days after Labor Day and the start of school that signals the season’s arrival. The winds shift, the temps cool, leaves begin to pop with color, and the scent of evening fires drifts through the air. The heat of summer has subsided, but the energy on the mountain is still buzzing—with plenty of reasons to plan your autumn getaway.
Fall at Wintergreen is as active as it is beautiful. The cool, crisp air makes it the perfect season to explore all the activities the resort has to offer:
Fall Spa Specials – Relax, refresh, and indulge in seasonal treatments designed to melt away stress and capture the essence of autumn.
Golf – Crisp mornings and stunning foliage views make Devils Knob and Stoney Creek Golf Courses some of the best fall golf experiences in the Blue Ridge.
Discovery Ridge Adventure Center – Discovery Ridge Adventure Center is packed with family fun; from climbing towers and bungee trampolines to mini golf, disc golf, gem mining, and even an indoor ninja course. Open weekends through October!
Hiking – Miles of trails wind through vibrant fall colors. Whether you’re chasing waterfalls or sweeping vistas, hiking at Wintergreen is unbeatable this time of year.
Racquet Sports – Cooler temps create ideal playing conditions. Grab your racket and hit the courts surrounded by dazzling mountain views.
Activities →
The fun doesn’t stop with the activities—our fall event lineup is packed with mountain memories waiting to be made:
Chairlift Sunset Sessions | September 20
Close out summer with live music from Sisters & Brothers, a scenic sunset chairlift ride, bonfires, s’mores, and mountain vibes at our final Sunset Sessions of the season.
Blue Ridge Bigfoot Fest | September 27
Celebrate the mystery of the mountains! Live music, artisan markets, specialty food, family fun, and a free speaker series with Bigfoot experts all make this one unforgettable festival.
Oktoberfest | October 18
Raise a glass and celebrate fall with authentic German food, craft beer, live music, and festive games. Surrounded by peak foliage, this event is pure Blue Ridge magic. Enhance the fun with our Oktoberfest Lodging Package, complete with breakfast, commemorative glassware, pretzels, and unlimited chairlift rides.
Colors of Fall Scenic Chairlift Rides | October 11, 12 & 19
Take in autumn’s vibrant display from above with our new scenic chairlift rides. Glide over a sea of fiery reds, golden yellows, and brilliant oranges—it’s the best view in the Blue Ridge.
Spooktacular Haunted Chairlift Rides | October 30-31; November 1-2
A brand-new Halloween tradition! Descend the Blue Ridge Express over spooky scenes below, then gather at Checkerberry Cabin for fireside treats, drinks, and Halloween fun.
Full Event Calendar →
After a day of adventure or festivities, settle into cozy accommodations and savor seasonal flavors across the resort.
Lodging Packages:
Taste of the Season – A 2-night stay, a 3-course dinner at Devils Grill or Copper Mine, plus shopping discounts.
Oktoberfest – 2-night stay, daily breakfast, a commemorative Oktoberfest glass, pretzel, and unlimited scenic chairlift rides.
Unlimited Golf – A golfer’s dream with two days of unlimited play and carts at Devils Knob and Stoney Creek.
Lodging Packages →
Fall Food & Beverage Specials:
Devils Grill – Elevated dining with Surf + Turf Sundays, Wine Down Thursdays (50% off select bottles), and Happy Hour Wednesday–Sunday.
The Copper Mine – Cozy Italian-inspired dishes and chef’s evening roasts (Prime Rib Friday, Stuffed Pork Loin Saturday, Herb Chicken Sunday).
The Edge – A casual hub with BOGO Burger Mondays, Ribs + Shrimp Thursdays, live music, and daily wine specials.
Upper Crust Pizza – Fresh pies, wings, and loaded fries delivered anywhere on the mountain—perfect for fireside nights in.
With crisp air, crunchy leaves, and crackling fires, fall at Wintergreen is more than a season—it’s a full mountain experience. Whether you’re here for adventure, relaxation, or a little of both, Autumn in the Blue Ridge is calling.