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Labor Day Weekend

Thursday - Monday, September 2 - 6, 2021

Bid farewell to summer, and pack in as much summertime fun as you can at Wintergreen Resort!

Here's what is going down on Labor Day Weekend:

Activities & Events

Music at Monocan: Thursday, September 2; 6pm - 8:30pm with Billy & The Backbeats

Join us for Music at Monocan concert by the lake that's sure to get you dancing in the sand!  Bring your beach chair/blanket, summer dance moves, and the entire family.  Hot food and cold drinks will be sold at the concert. Complimentary for Wintergreen Club Members; Resort Lodging Guests $5/each; General Public $10/Adults 13+ // $5/children 6-12  No outside food, beverages, or coolers permitted at the concert.

Billy & The Backbeats - Rock & Roll, R & B, and Soul Hits from three of Central Virginia's finest musicians!

Friday Evening Weekend Welcome: Friday, September 3; 5:30pm - 7:00pm Stop in to the Lobby at the Mountain Inn for a complimentary apple turnovers and tasty Blue Toad Cider for sale to start your holiday weekend off right!  

Discovery Ridge Adventure Center: Friday - Sunday, September 3 - 6; 11am - 5pm

Adventures abounds at DRAC including the Ninja Warrior Course, mini golf, disc golf (NEW), summer tubing, and gem mining. Fees Apply.

Lake Monocan: Friday - Monday, September 3 - 6; 11am-6pm Friday & Saturday // 11am - 5pm Sunday & Monday

Bring your beach bag, lounge chair, or blanket, and jump in the refreshing water at Lake Monocan. Saturday, September 4th, the lake is only open to Resort Lodging Guests and Wintergreen Club Members. 

Summer's End Cabin Jam: Saturday, September 4; Noon - 7pm

  • Scenic Chairlift Rides: Take in the beautiful Blue Ridge Mountains on a scenic chairlift ride aboard the Blue Ridge Express. This is one of the only times you will get to ride the lift outside of ski season. Complimentary for Wintergreen Club Members; Resort Lodging Guests $5 each; General Public $10/adult 13+ // $5/children 6-12
  • Food, Fun & Games at Checkerberry Cabin:  Arriving down at Checkerberry Cabin via chairlift, you'll be greeted by live music, axe throwing, face painting, kids games, and hot food and cold drinks to send off summer with one last celebration on the Mountain!

Live Music: Checkerberry Cabin September 4th

12p-1:30p- Tara Mills Band
2:30p-4p - The Righteous Friendz Band
4:30p-7p - Groove Train; Groove Train is a high energy audience participation band that plays music from the Glory Days of the 70’s & 80’S.

Live Music: The Edge Restaurant

Fri, Sept 3 - Lama and the Hound 8p-11p
Sat, Sept 4 - Jacob Paul Allen 8p-11p
Sun, Sept 5 - Jacob Paul Allen 8p-11p

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 4th from Noon to 7pm with classic cook-out cuisine - burgers, dogs, cold beer, and more! 

The Market

Stop by Wintergreen's country 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). Drool over the menu here.

The Edge

The Edge will be open Friday through Monday. Come for the food and stay for the live music, and spectacular views! The Edge offers a casual family-friendly menu to please all palates and our wide selection of craft beer and ciders will quench your thirst. Offering indoor dining and takeout. Call 434.325.8080 to place your order.

Devils Grill

Devils Grill will be open from 11am-9pm. The dining experience at Devils Grill is as elevated as its location on top of the mountain. Featuring lunch and dinner menus with sophisticated and carefully curated ingredients, you'll be pleasantly surprised from soup to nuts. Limited indoor and outdoor seating exclusively for Wintergreen Club Members and Resort Lodging Guests along with takeout. Reservations recommended, call 434.325.8100

Terrace Café

THE place to grab a Starbucks© drink, hot breakfast or lunch sandwich, or something to satisfy your sweet tooth! View the menu here.