Bid farewell to summer and pack in as much summertime fun as you can. Hosted down at scenic Checkerberry Cabin, admire the views from the chair lift ride down to the cabin and enjoy all the festivities including great food, beer, kettle corn, live music, and more!
Lift Rides down to Checkerberry will start at 12:00pm. Ages 13+ $10; 6-12 years old $5; Resort Guests $5; 5 & under free; cash or card accepted. Complimentary for Wintergreen members, $5 for 2022-23 season pass holders when valid passes are presented or proof of purchase.
Saturday, September 2nd 7:00am – 8:00pm Indoor/Outdoor Pool, Aquatics & Fitness Center (8562) 9:00am – 5:00pm Devil’s Knob Tennis, DK Racquet Sports (8235) 9:00am – 1:00pm TNFW Plant Sale, Beech Grove Greenhouse 10:00am – 5:00pm Discovery Ridge Adventure Center, DRAC (8180) 10:00am Living With Nature Hike, The Nature Foundation (8169) 10:00am Vinyasa Yoga, Blue Ridge Overlook (Spa 8562) 11:00am – 6:00pm Lake Monocan, Lake Monocan (8382) 11:30am – 8:00pm Chairlift Rides Blue Ridge Express 11:45am – 12:00pm iSeeMagic Show Checkerberry Cabin
12:00pm – 4:00pm Mossy Creek Fly Fishing Truck Top of Blue Ridge Express 12:00pm – 4:00pm VIP Member Tent Top of Blue Ridge Express 12:00pm – 4:00pm Wintergreen Real Estate Tent Top of Blue Ridge Express 12:00pm – 7:00pm Cabin Jam-Beer Fest, Live Music & Food, Checkerberry Cabin 12:00pm – 7:00 pm Arts & Crafts Showcase, Checkerberry Cabin 12:00pm – 1:00pm Cookie Decorating Checkerberry Cabin
12:00pm – 2:00pm Live Music Dave Sherman and the Tanks Checkerberry Cabin 12:00pm – 3:00pm Face Painting Checkerberry Cabin 12:00pm – 6:00pm Inflatable Slide & Bounce House Checkerberry Cabin 12:00pm – 7:00 pm Yard Games Checkerberry Cabin 1:00pm – 3:00pm Temporary Tattoos, Checkerberry Cabin 1:00pm – 3:00pm Bubble Workshop, Checkerberry Cabin 1:00pm – 7:00pm Axe – Throwing, Checkerberry Cabin
1:30pm – 5:00pm Tie Dye T-Shirts Checkerberry Cabin
2:15pm – 2:30pm iSeeMagic Show Checkerberry Cabin 2:30pm – 4:30pm Live Music Gypsy Town Checkerberry Cabin
4:30pm – 4:45pm iSeeMagic Show Checkerberry Cabin 5:00pm – 7:00pm Live Music Love Dawg Checkerberry Cabin
7:15pm – 7:30pm iSeeMagic Show Checkerberry Cabin
8:00pm – 11:00pm Live Music Lama and the Hound The Edge (8080)
Delectable Dining Options
What’s a celebration without delicious food and festive drinks!?
Checkerberry Cabin
The Checkerberry Cabin grill will be fired up on Saturday, September 2nd from Noon to 7pm with classic cook-out cuisine – burgers, dogs, cold beer, and more!
Upper Crust
Follow the smell of fresh baked pizza to Upper Crust, located in the heart of the Resort, just off the Blue Ridge Terrace. You can swing by to grab a whole pie or pizza by the slice. Plus, you’ll find locally crafted beers, ciders and other fun drinks.
The Market
Stop by Wintergreen’s mountain store, open daily, for your basic food staples, hot breakfast sandwiches, the best selection of over-stuffed hot and cold sandwiches and healthy salads, fresh baked goods and fresh hot pizza (by the pie or by the slice).
The Edge
The Edge will be open Friday through Monday. Come for the food and stay for the live music, and spectacular views! Offering indoor dining and takeout. Call 434.325.8080 to place your order or order online through the Wintergreen App.
Devils Grill
The dining experience at Devils Grill is as elevated as its location on top of the mountain. Limited indoor and outdoor seating exclusively for Wintergreen Club Members and Resort Lodging Guests along with takeout. Reservations recommended, call 434.325.8100
