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The James Beazell Wintergreen Ascent Cycling Event

Wintergreen Resort 39 Wintergreen Drive, Roseland, VA, United States

After a six year hiatus, the James Beazell Wintergreen Ascent returns. This event is a collaboration between Charlottesville Racing Club and Blue Ridge Cyclery in partnership with our sponsors Wintergreen Resort and Blue Toad Hard Cider. It is also the Virginia State Championship Hill Climb. There will be a $250 cash prize to the overall […]

Memorial Day Weekend Summer Kickoff at Wintergreen Resort

Wintergreen Resort 39 Wintergreen Drive, Roseland, VA, United States

Join us for Memorial Day Weekend as we honor the brave men and women who have served our country—and celebrate the unofficial start of summer in the Blue Ridge Mountains! We’re kicking off the season with a weekend full of family-friendly fun, food, music, and outdoor adventure. From scenic chairlift rides and live music to […]

Coffee and Cars at the Lookout Lodge at Wintergreen Resort

Wintergreen Resort 39 Wintergreen Drive, Roseland, VA, United States

Take in scenic views, soak up the good vibes, and enjoy quality time (and good coffee) in the mountains. After connecting with fellow gearheads, cruise over to one of our stunning overlooks for the perfect photo op, your ride against the breathtaking backdrop of the Blue Ridge Mountains.

Chairlift Sunset Sessions at Wintergreen Resort

Wintergreen Resort 39 Wintergreen Drive, Roseland, VA, United States

Join us in the heart of the Blue Ridge Mountains for an unforgettable evening of breathtaking views, live music, and mountain magic. Soar into golden hour on a scenic chairlift ride down to Checkerberry Cabin, where you’ll be greeted by campfires, cozy vibes and live music. Chairlift rides begin at 6:30 PM, Live music starts […]

Chairlift Sunset Sessions at Wintergreen Resort

Wintergreen Resort 39 Wintergreen Drive, Roseland, VA, United States

Join us in the heart of the Blue Ridge Mountains for an unforgettable evening of breathtaking views, live music, and mountain magic. Soar into golden hour on a scenic chairlift ride down to Checkerberry Cabin, where you’ll be greeted by campfires, cozy vibes and live music. Chairlift rides begin at 6:30 PM, Live music starts […]

Coffee and Cars at the Lookout Lodge at Wintergreen Resort

Wintergreen Resort 39 Wintergreen Drive, Roseland, VA, United States

Take in scenic views, soak up the good vibes, and enjoy quality time (and good coffee) in the mountains. After connecting with fellow gearheads, cruise over to one of our stunning overlooks for the perfect photo op, your ride against the breathtaking backdrop of the Blue Ridge Mountains.

July 4th Jubilee at Wintergreen Resort

Wintergreen Resort 39 Wintergreen Drive, Roseland, VA, United States

Celebrate Independence Day in unforgettable style at Wintergreen Resort’s annual July 4th Jubilee—a weekend packed with mountain fun, family-friendly festivities, and a fireworks show you won’t want to miss! Live Music: Enjoy a vibrant lineup of bands and musicians bringing the mountain alive with energy and patriotic spirit. From classic rock to Americana vibes, there’s […]