undefined Itinerary

Embark on a historic journey at Thomas Jefferson's Monticello. Take a guided tour of the iconic plantation house and learn about the life and legacy of one of America's founding fathers.

Head to a local winery for a wine tasting experience. Veritas Vineyard & Winery offers a picturesque setting and a wide variety of award-winning wines. Enjoy a leisurely afternoon sipping wine and taking in the vineyard views.

Savor a farm-to-table dinner at The Local, a cozy restaurant known for its seasonal and locally sourced ingredients. Indulge in dishes like grilled Virginia striped bass or braised beef short ribs.

Get your adrenaline pumping with a day on the slopes at Wintergreen Resort. Whether you're a beginner or an expert, there are trails for all skill levels. Rent equipment and take a ski or snowboard lesson if needed.

After a morning of skiing, warm up with a hot chocolate at The Edge, a popular après-ski spot at Wintergreen Resort. Relax by the fire and mingle with fellow winter sports enthusiasts.

Enjoy a cozy dinner at Devil's Grill, located within Wintergreen Resort. This upscale restaurant offers a refined menu featuring dishes like seared scallops and filet mignon. End the evening with a nightcap at The Lookout, a rooftop bar with panoramic views of the mountains.

Explore the charming town of Charlottesville, just a short drive from Wintergreen. Start with a visit to the University of Virginia, where you can take a guided tour of the historic campus and see the famous Rotunda.

Indulge in a leisurely lunch at The Whiskey Jar, a Southern-style restaurant known for its comfort food and extensive whiskey selection. Try the fried chicken or the shrimp and grits.

Catch a live performance at The Paramount Theater, a beautifully restored venue that hosts a variety of concerts, plays, and dance performances. Check the schedule for upcoming shows and book your tickets in advance.

Experience the thrill of snow tubing at The Plunge, a popular winter activity at Wintergreen Resort. Slide down the snow-covered slopes on an inflatable tube for a fun-filled morning of laughter and excitement.

Take a scenic drive along the Blue Ridge Parkway, stopping at various overlooks to admire the breathtaking views of the mountains and valleys. Pack a picnic lunch and enjoy it at one of the designated picnic areas.

Dine at The Edge, a casual restaurant known for its delicious burgers and craft beers. After dinner, cozy up by the fire pit and roast marshmallows for a sweet ending to your Wintergreen adventure.