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 11:30am. Ages 13+ $10; 6-12 years old $5; Resort Guests $5; 5 & under free; cash or card accepted. Complimentary for Wintergreen members and 2024-25 season pass holders when valid passes are presented or proof of purchase.
Handicap transportation is available upon request.
Friday, August 30 7:00am – 8:00pm Indoor/Outdoor Pool, Aquatics & Fitness Center (8562) 9:00am – 5:00pm Devil’s Knob Tennis, DK Racquet Sports (8235) 8:00am – 11:00am Free Kids Pancakes, The Copper Mine (8090) 10:00am – 5:00pm Discovery Ridge Adventure Center, DRAC (8180) 11:00am – 6:00pm Lake Monocan, Lake Monocan (8382) 5:00pm – 9:00pm Prime Rib Night, The Copper Mine (8090) 6:00pm – 8:00pm Wintergreen Club Annual Pig Roast “W” Event, Blue Ridge Terrace (Club Members only, RSVP with Membership Office)
6:30pm-7:30pm Aquatics & Fitness Center, Complimentary Restorative Yoga with Crystal Singing Bowls. 8:00pm – 11:00pm Live Music, The Edge (8080)
Saturday, August 31 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 (RSVP with the Aquatics + Fitness Center 8562) 11:00am – 6:00pm Lake Monocan, Lake Monocan (8382) 11:30am – 7:00pm Chairlift Rides Blue Ridge Express 11:45am – 12:00pm iSeeMagic Show Checkerberry Cabin 12:00pm – 4:00pm VIP Member Tent Checkerberry Cabin 12:00pm – 4:00pm Wintergreen Real Estate Tent Blue Ridge Terrace 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 – 2:00pm Live Music Tara Mills Band, Checkerberry Cabin 12:00pm – 6:00pm Inflatable Slide & Bounce House, Checkerberry Cabin 12:00pm – 7:00 pm Yard Games, Checkerberry Cabin 12:00pm – 3:00pm Bubble Blast, Checkerberry Cabin 1:00pm – 7:00pm Axe – Throwing, Checkerberry Cabin 1:30pm – 4:00pm Kids Choice Craft Station, Checkerberry Cabin; Kiddos have the choice of rock painting, birdhouse decorating, or animal painting to create their very own, personalized, Cabin Jam souvenir. (Cash only, $10 per child, per craft; Wintergreen Club Members receive one complimentary craft with purchase) 2:15pm – 2:30pm iSeeMagic Show, Checkerberry Cabin 2:30pm – 4:30pm Live Music Bill & Pam Gurley, Checkerberry Cabin
4:30pm – 4:45pm iSeeMagic Show, Checkerberry Cabin 5:00pm – 6:00pm Live Music Bro & JoAnn Pinkterton, Checkerberry Cabin
6:15pm – 6:30pm iSeeMagic Show Checkerberry Cabin
8:00pm – 11:00pm Live Music, 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, August 31st 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. Free Mountain Top Delivery daily from 12p-8p (Including pool side delivery to Aquatics + Fitness Center). Order Online.
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). For more information or to place an order, call 434-325-8224.
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.
The Copper Mine
In the heart of the Mountain Village, The Copper Mine, serves time-honored classic standards and southern creations. The chefs blend classic cooking techniques with classic and current culinary trends. Click here to make a reservation online. For more information, call 434-325-8090
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
