June 20, 2026 · Boonsboro, MD
Quad State Wine & Music Fest 2026 Sponsor Registration
$500–$2000
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Collectors
United States · Wine Travel
Maryland wine festivals & events
176 listings / 51 festivals / 125 events / peak may–june
Showing 1–5 of 5 festivals
Wine festivals in Boonsboro
October 31, 2026 · Boonsboro, MD
Fall Back Hallo-Wine Fest 2026 Sponsorship Registration
$300–$500
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October 31, 2026 · Boonsboro, MD
Fall Back Hallo-Wine Fest 2026 Vendor APPLICATION
Free
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About Wine Festivals in Boonsboro
Boonsboro is one of Maryland's notable wine festival destinations, hosting 5 ticketed tasting events where multiple wineries pour for a general audience. Events range from intimate vineyard celebrations to larger grand-tasting formats drawing hundreds of wine lovers.
Wine festival tickets in Boonsboro typically include multiple pours, a tasting glass, and access to food vendors or pairings. General admission prices usually run $30–$90; VIP tiers with reserve tastings and early entry often reach $60–$150. All prices on Pour Trail are shown upfront — no hidden fees or "contact for pricing."
Pour Trail verifies listing accuracy on a rolling basis. Each card shows a "Last verified" date so you know how fresh the information is before you buy tickets.
Frequently Asked Questions
How many wine festivals are there in Boonsboro, Maryland?
Pour Trail currently lists 5 wine festivals in Boonsboro, Maryland. We update our listings regularly — check back often for new events.
When is the best time to attend a wine festival in Boonsboro?
Peak wine festival season in Maryland typically runs from late spring through early fall (May–October), when wineries host harvest celebrations and outdoor tastings. Boonsboro may also have year-round indoor events. Use the date filter above to find events on your preferred dates.
How much do wine festival tickets cost in Boonsboro?
General admission tickets at Boonsboro wine festivals typically range from $30 to $90. VIP tiers with reserve tastings and early entry usually run $60–$150. Each listing on Pour Trail shows all ticket tiers and prices upfront — no hidden fees.
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