Including Western North Carolina
| Date | Event | Location | Description | Event URL |
|---|---|---|---|---|
| May 7, 2026 | Locally Grown on the Green | The Village Green, Cashiers | Weekly community market featuring local produce, food, and crafts. | View Event |
| May 14, 2026 | Locally Grown on the Green | The Village Green, Cashiers | Weekly community market featuring local produce, food, and crafts. | View Event |
| May 16, 2026 | High Style | Highlands, NC | A premier celebration of fashion, food, art, and music in downtown Highlands. | View Event |
| May 21, 2026 | Locally Grown on the Green | The Village Green, Cashiers | Weekly community market featuring local produce, food, and crafts. | View Event |
| May 28, 2026 | Locally Grown on the Green | The Village Green, Cashiers | Weekly community market featuring local produce, food, and crafts. | View Event |
| May 29, 2026 | Bear Shadow Music Festival Day 1 | Highlands, NC | Opening night of a multi-day outdoor music festival featuring national artists. | View Event |
| May 30, 2026 | Bear Shadow Music Festival Day 2 | Highlands, NC | Full day of live performances and festival experiences in the mountains. | View Event |
| May 31, 2026 | Bear Shadow Music Festival Day 3 | Highlands, NC | Final day of the festival with headline performances. | View Event |
| June 4, 2026 | Locally Grown on the Green | The Village Green, Cashiers | Weekly community market featuring local produce, food, and crafts. | View Event |
| June 11, 2026 | One Lap of the Mountains | Highlands, NC | Scenic driving tour launching the Highlands Motoring Festival. | View Event |
| June 11, 2026 | Locally Grown on the Green | The Village Green, Cashiers | Weekly community market featuring local produce, food, and crafts. | View Event |
| June 12, 2026 | Main Street Parade | Downtown Highlands | Classic car parade through Main Street as part of Motoring Festival weekend. | View Event |
| June 13, 2026 | Classics in the Park | Kelsey-Hutchinson Founders Park, Highlands | Judged show of vintage and classic automobiles. | View Event |
| June 14, 2026 | High Octane Car Show | Highlands, NC | Casual closing show wrapping up the Highlands Motoring Festival. | View Event |
| June 18, 2026 | Locally Grown on the Green | The Village Green, Cashiers | Weekly community market featuring local produce, food, and crafts. | View Event |
| June 21, 2026 | Mountain Music Soirée | Highlands, NC | Concert and dining experience featuring world-class chamber musicians. | View Event |
| June 25, 2026 | Locally Grown on the Green | The Village Green, Cashiers | Weekly community market featuring local produce, food, and crafts. | View Event |
| June 28, 2026 | Opening Gala – Chamber Music Festival | Highlands, NC | Opening gala launching the Highlands-Cashiers Chamber Music Festival season. | View Event |