Fall Into Fun: Fall Festivals Near Charles Town
Autumn in West Virginia brings crisp air, vibrant foliage, and a rich calendar of seasonal celebrations. From apple harvests and artisan fairs to Oktoberfest gatherings and Highland traditions, fall near Charles Town is full of opportunities to savor the season. Whether you’re looking for cultural heritage, scenic drives, or simply a festive day out, there’s something for everyone to enjoy.
In This Article:
- Festivals in West Virginia:
- Mountain Heritage Arts & Crafts Festival
- Mountain State Apple Harvest Festival
- Highland Games of Harpers Ferry
- Martinsburg Oktoberfest
- Festivals Nearby in Virginia:
- Crossroads Music Festival
- Great Country Farms Fall Festivals
- West Oaks Farm Festivals + Manassas Fall Jubilee
Fall Festivals in West Virginia:
Mountain Heritage Arts and Crafts Festival
Held at the Jefferson County Fairgrounds in Kearneysville, this juried festival showcases the best of Appalachian artistry. Explore handcrafted pottery, jewelry, woodworking, and textiles while enjoying live bluegrass music, regional wines, and local foods. It’s an elevated yet relaxed way to experience the Shenandoah Valley’s creative culture.
Mountain State Apple Harvest Festival
Martinsburg comes alive each October with a celebration of West Virginia’s apple-growing heritage. From parades and pie contests to artisan vendors and live entertainment, this four-day festival offers a true taste of the region. Whether you’re sampling apple butter or watching the coronation of the Apple Harvest Queen, it’s a community tradition that has been delighting locals for over 40 years.
Highland Games of Harper’s Ferry
Celebrate Scottish heritage at Sam Michael’s Park, just minutes from Charles Town. Watch traditional athletic competitions like caber tossing and stone putting, enjoy the sound of bagpipes and drums, and sample Scottish fare. The Highland Games are both a cultural showcase and a lively fall gathering rooted in tradition.
Martinsburg Oktoberfest
Raise a glass to the season at Martinsburg’s Oktoberfest, featuring authentic German food, craft beer, and live Bavarian music. With dancing, games, and community spirit, this event captures the charm of Germany’s famous fall festival—right here in the Shenandoah Valley.
Nearby Virginia Festivals (Worth the Drive)
Crossroads Music Festival
(Multiple Locations) | Facebook
Music lovers can head across the border for this vibrant one-day festival in historic Leesburg. Featuring major acts across multiple venues, including Tally Ho Theater, the Crossroads Festival brings together diverse sounds and supports local children’s programs. It’s a short drive with big cultural rewards.
Great Country Farms Fall Festivals
For a classic farm-style outing, Great Country Farms offers a season full of pumpkin patches, corn mazes, cider pressing, pig races, and even their famous Pumpkin Chunkin’ weekend. From September through November, it’s a great way to enjoy the bounty of the season and a perfect spot for family visits or weekend adventures.
🍂 Looking for even more ways to celebrate pumpkin season? Be sure to check out our updated Best Pumpkin Patches Near Charles Town, WV blog for more local favorites.
West Oaks Fall Harvest and Apple Harvest Festivals
West Oaks Farm Market hosts both an Apple Harvest Festival and a Fall Harvest Festival each October. With hayrides, corn mazes, fresh apples, pumpkins, and live music, these events are a wonderful way to soak in Virginia farm life.
➡️ Worth the extra trip: If you’re up for a slightly longer drive, the Manassas Fall Jubilee offers a large-scale celebration with craft booths, food, games, and entertainment in the heart of Old Town Manassas.
Celebrate Autumn Near Washington Landings
Living at Washington Landings in Charles Town, WV, means you’re perfectly placed to enjoy the best of both worlds—West Virginia’s heritage festivals and Virginia’s scenic farm celebrations. From artisan crafts and Scottish games to apple harvests and Oktoberfest cheer, these festivals capture the season’s spirit and showcase the culture of the region. This fall, step outside, explore the valley, and make memories that are as vibrant as the leaves themselves.