
Holiday market · Applications open
Winchester Winter Village in Old Town 2026
Old Town Winchester pedestrian mall (Loudoun Street Mall) · 1 North Loudoun Street, Winchester, VA 22601Accepting vendorsAbout this event
Winchester Winter Village in Old Town
A holiday market in historic Old Town Winchester, Virginia, the Winchester Winter Village fills the pedestrian mall with modern and traditional food and crafts vendors while downtown shops offer holiday specials. It runs December 5-6, 2026, with horse-drawn wagon rides, live caroling and music, a vendor village and seasonal refreshments.
Vendor requirements
What you’ll need on the day
Application
Who this market accepts
- food
- crafts
Your free account opens
- The official application
- Required documents and form questions
- Organizer email and phone
Explore this event
Go beyond the listing
Keep exploring
More events near Winchester
- OtherOpenKaleidoscope: A Members Only ShowShenArts Gallery· under 1 miJan 11 – Mar 1, 2027Application fee · $25
- Holiday marketDeadline passedShenArts Holiday MarketShenArts Gallery· under 1 miNov 19, 2026 – Jan 11, 2027Application fee · $35–$45
- FestivalDeadline passedFirst Fridays (First Friday with Friends of Old Town)Downtown Walking Mall· under 1 miFirst Friday of the month · Jun 5 – Oct 2, 2026Booth fee · Not listed

