The Triad
Shopping and markets across the Triad: Sep 17 – Oct 3
Fall market and fair season has started across the Triad. Seven picks run from Thursday, Sep 17 into early October. They span Greensboro, Winston-Salem, High Point, and Jamestown.
Greensboro
Geeksboro Market returns Thursday, Sep 17. It is a recurring market in the Geeksboro district.
Boxtoberfest takes over Boxcar Bar + Arcade Saturday, Sep 26. It is a fall festival at the arcade bar.
Ultimate Fall Fest lands Saturday, Oct 3. It is a fall festival in Greensboro.
Winston-Salem
Carolina Classic Fair 2026 opens Friday, Oct 2. It is the region's big fall fair.
High Point and Jamestown
The Grown up Book Fair is at Cohab Space in High Point on Thursday, Sep 24. It is an adult book fair.
The Village Fair at Mendenhall Homeplace runs Saturday, Sep 19 in Jamestown. It is a craft and vendor fair at the historic homeplace.
Trade shows
The Greensboro Importers & Wholesalers Jewelry & Accessories Expo runs Friday, Sep 25 in Greensboro. It is a jewelry and accessories trade show.
Five sources list these events: the Greensboro visitor calendar, the Winston-Salem visitor calendar, the Jamestown event site, Reading Connections, and the Greensboro Coliseum complex.
Sources
- https://www.visitgreensboronc.com/calendar/2025/08/geeksboro-market.aspx
- https://thejamestowner9.com/event/village-fair-mendenhall-homeplace/
- https://www.visitgreensboronc.com/calendar/2026/09/boxtoberfest.aspx
- https://readingconnections.org/bookfair
- https://www.gsocomplex.com/events/detail/greensboro-importers-wholesalers-jewelry-accessories-expo-1
- https://www.visitwinstonsalem.com/event/carolina-classic-fair-2026
- https://www.visitgreensboronc.com/calendar/2026/10/ultimate-fall-fest.aspx
Every listing links back to the venue's own page.