Our May Backroad Bulletin highlights events across the Southeast that celebrate regional legends, seasonal produce, and Appalachian heritage.
Town & Trail Festival
May 1-2, 2026
Hot Springs, North Carolina
This relaxed rural gathering in the scenic mountain town of Hot Springs blends hiking culture along the Appalachian Trail with small-town charm. Expect live music, local vendors, food, trail-related activities, and community events celebrating the area’s natural beauty and outdoor heritage in a peaceful Blue Ridge setting.
Smoky Mountain Bigfoot Festival
May 2, 2026
Townsend, Tennessee
This sixth annual event in the heart of the Smoky Mountains celebrates the legendary creature with a full-day Bigfoot Birthday Bash. Attendees enjoy guest speakers sharing encounters and evidence, live music, food trucks, vendors, contests, interactive activities, photo ops with Party Sasquatch, themed games, giveaways, and a sweet cupcake celebration complete with confetti.
Florida Cracker Cowboy Heritage Festival
May 2, 2026
Alva, Florida
In the historic rural community of Alva near the Caloosahatchee River, this heritage festival showcases Florida’s unique Cracker cowboy culture through whip-cracking demonstrations, horsemanship and roping displays, cattle exhibits, and traditional ranching skills. Visitors can experience pioneer cooking demonstrations, cowboy poetry, live music, ranch crafts, and hands-on family activities.
Stories Around the State: Art and the American Revolution
May 5, 2026
Walterboro, South Carolina
This free educational program at Colleton Museum explores how art shaped public understanding of the American Revolution. Presented by historian Dr. Elizabeth Chew, the event examines portraits, political imagery, and wartime artwork that influenced public opinion during America’s fight for independence. Attendees gain insight into visual storytelling during the Revolutionary period while learning about South Carolina’s role in early U.S. history.
Barnwell Sundial Festival
May 8-9, 2026
Barnwell, South Carolina
This free, family-friendly small-town event in rural Barnwell County transforms the historic town circle with craft and food vendors, local artists, twirlers, bands, a street dance, and evening concert. It offers a relaxed, offbeat blend of shopping, entertainment, and Southern hospitality.
Making Chicken-N-Dumplings
May 9, 2026
Galax, Virginia
This educational cooking workshop at Matthews Living History Farm Museum teaches participants how traditional Appalachian families prepared meals from scratch using historic methods. Visitors learn about rural food traditions, farm cooking practices, and regional culinary heritage while preparing a classic dish. The event offers insight into daily life on early 20th-century Virginia farms and preserves important mountain food traditions.
British Festival & Saturday Queen’s Tea
May 9-10, 2026
Rugby, Tennessee
In the preserved 1880s utopian village of Historic Rugby on the Cumberland Plateau, this event blends British heritage with Appalachian traditions. Highlights include cricket matches, Maypole dancing, live music, vintage baseball, village tours, artisans, food vendors, and a special Queen’s Tea. Period-inspired outfits are welcome in this storybook rural setting for a charming, hands-on cultural immersion.
Boho Hippie Fest
May 9-10, 2026
Maggie Valley, North Carolina
Set on the Maggie Valley Festival Grounds in the Great Smoky Mountains, this event features jam sessions, food trucks, vendors, and family-friendly activities in a scenic rural Western North Carolina gateway town.
West Virginia Strawberry Festival
May 9-17, 2026
Buckhannon, West Virginia
This weeklong celebration in rural Upshur County honors the region’s strawberry harvest with parades, carnival rides, live entertainment, food vendors featuring strawberry treats, crafts, and family activities. It’s a classic small-town agricultural festival highlighting local farming and community spirit in the Appalachian foothills.
Appalachian Trail Days Festival
May 15-17, 2026
Damascus, Virginia
Known as the “friendliest town on the Appalachian Trail,” this hiker celebration in rural Southwest Virginia draws thru-hikers and enthusiasts to vendor villages with outdoor gear and handmade goods, live music, parades, trail talks, and community events.
Biking Through History and Nature
May 16, 2026
Halifax, North Carolina
Organized through North Carolina Historic Sites, this educational outdoor program combines physical activity with historical interpretation. Participants bike through scenic areas surrounding Historic Halifax while learning about the town’s Revolutionary-era significance, colonial development, and natural environment. Helmets required.
Alderson Strawberry Festival
May 23, 2026
Alderson, West Virginia
Hosted by the Town of Alderson and Sunset Berry Farm, this family-friendly one-day event in rural Summers County offers strawberry-themed entrees, locally crafted goods, live music, and a “Market and More on Memorial Bridge.”
Blairsville Spring Arts, Crafts & Music Festival
May 23-24, 2026
Blairsville, Georgia
Experience a parade, regional crafts, art demonstrations, live music, and family activities at this event featuring small-town Appalachian creativity and zheritage in a scenic rural setting.
Appalachian Fly Fishing Festival
May 30, 2026
Thomas, West Virginia
This niche gathering in the rural mountains of Tucker County celebrates Appalachian fly fishing with demos, workshops, vendors, and outdoor activities focused on the sport and its heritage. It draws enthusiasts to the region’s streams and forests for a specialized, nature-centered experience.
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Thanks for sharing the WV fly fishing festival.
And anything happening during the last weekend in June? (Specifically in NC or TN)?