May 27, 2026
Three thousand people came out last year — and the team is just getting started. On this Valley Business Today edition of The Valley Today, host Janet Michael sits down at Winchester Regional Airport with Top of Virginia Regional Chamber Director of Events Kaleigh Fincham and Airport Executive Director Nick Sabo to talk about the return of Wings & Wheels on Saturday, October 3rd — a free, family-friendly day of aircraft, classic cars, music, food trucks, and a vendor market on the tarmac.
The conversation digs into what's coming back, what's getting bigger and better (improved flow, more music, fly-in traffic for pilots), how sponsorship works at every budget level, and why this event is more than fun — it's a workforce-development moment connecting kids to aviation careers and showing the community what the newly-rebuilt airport has to offer year-round. Plus, a heartfelt send-off as Kaleigh announces she's leaving the chamber to grow her family's event business, The Ivy Collective.
EVENT DETAILS
Wings & Wheels — Saturday, October 3, 2026 Winchester Regional Airport 10:00 AM – 3:00 PM • Free admission Aircraft static displays, classic & custom car show, motorcycles, large trucks, live music, food trucks, sweet treats, vendor market, touch-a-truck, balloon artist, barrel rides, kids' face painting Sponsorship tiers: Presenting $10,000 • Platinum $5,000 • Gold $3,000 • Silver $1,000 • Bronze $500 Vendor options: 10x10 booth, 20x10 booth, nonprofit rate Pilots: dedicated fly-in parking — communication forthcoming
LINKS & RESOURCES
Top of Virginia Regional Chamber: regionalchamber.biz • Sponsorship, vendor, music inquiries: events@regionalchamber.biz
Winchester Regional Airport: flyokv.com • Airport event hosting inquiries: nsabo@flyokv.com • Open to the public daily — come watch the planes, sit on the patio, ask questions
The Ivy Collective (Kaleigh's new venture) — event planning, design, floristry; based at The Ivy Room (follow on Facebook) and The Exchange on Loudoun (follow on Facebook) in downtown Winchester.
THE VALLEY TODAY with Janet Michael — A decade of conversations.
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