Live Music, Chairlift Rides, S'Mores, Food, Drink...

Join us at Wintergreen Resort for our new series “Chairlift Sunset Sessions” in the beautiful Blue Ridge Mountains. Take in the stunning views and colorful sky as you descend on the chair lift to Checkerberry Cabin. Sit around the campfires and enjoy live music from local artists that is sure to keep you moving and grooving all evening. This is an outdoor venue, so bring your own chair or blanket, or purchase one from our retail stores. Chairlift rides start at 6:30 pm, and music starts at 7:00 pm. S’more kits, food, and drinks will be available for purchase at Checkerberry Cabin. Outdoor coolers are not permitted. Handicap transportation is available upon request.

Ages 13+ $15; 6-12 years old $10; Season Pass holders $8; Resort Guests $10 (purchase on-site only, present your room key to receive discounted price); 5 & under free; cash or card accepted. Complimentary for Wintergreen members when valid passes are presented or proof of purchase.

Purchase your chairlift tickets in advance to streamline your experience upon arrival.

Saturday, May 31, 2025 – Adwela and the Uprising
Saturday, June 14, 2025 – Andy Tichenor’s Almost Acoustic
Saturday, July 12, 2025 – Love Dawg
Saturday, August 16, 2025 – Amateur Rodeo
Saturday, September 20, 2025 – Sisters & Brothers