Every year, as the chill of winter gives way to the first signs of spring, Highland County, Virginia, comes alive with the sweet aroma of maple syrup. The 65th Annual Highland County Maple Festival, set for March 8-9 and 15-16, 2025, invites visitors to celebrate this rich Appalachian tradition with sugar camp tours, delicious pancake meals, artisan crafts, and live entertainment. And now, there’s an exciting new way to experience the festival in comfort and style—welcome to Top of Mountain Jack, Orlesa Farms' newest property.

A Festival Steeped in Tradition
For over six decades, the Highland County Maple Festival has drawn visitors from near and far to experience the time-honored craft of maple syrup production. Sugar camps throughout the region open their doors, offering firsthand looks at the tapping, boiling, and bottling process that transforms tree sap into liquid gold. Alongside the maple-infused delights, attendees can enjoy local music, handcrafted goods, and the warm hospitality that Highland County is known for.
Your Ideal Festival Getaway
Nestled atop Jack Mountain, just a short drive from Monterey, Top of Mountain Jack offers an unparalleled lodging experience for festival-goers. This secluded yet accessible cabin is a perfect retreat after a day of exploring. Imagine unwinding in a private hot tub while gazing at panoramic mountain views, or curling up by the fire with a cup of locally roasted coffee from Orlesa Farms’ signature collection.
With modern amenities, rustic charm, and breathtaking surroundings, Top of Mountain Jack is not just a place to stay—it’s a destination in itself. Whether you’re here for the festival, a romantic getaway, or a peaceful nature retreat, this property provides the best of both worlds: easy access to all the festival fun and a tranquil escape when you need it.
Plan Your Stay
We can't wait to welcome our visitors to indulge in the magic of maple season, all while enjoying the serenity and beauty of the mountains. Whether you're a first-time visitor or a returning festival enthusiast, staying at Top of Mountain Jack ensures you’ll make the most of your experience.
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