October 29, 2026 · Portland, OR
Jake's Grill + Duckhorn Wine Dinner
$140
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couples · foodies
United States · Wine Travel
Oregon wine festivals & events
207 listings / 27 festivals / 180 events / peak may
Showing 49–55 of 55 festivals
Wine festivals in Portland
November 11, 2026 · Portland, OR
Harvest Celebration: Where Wine & Art Meet | PAM + WVWA
$55–$135
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November 13, 2026 · Portland, OR
Holiday Wine, Food, and Makers Market at the Hi-Lo Hotel
$25–$30
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About Wine Festivals in Portland
Portland is one of Oregon's notable wine festival destinations, hosting 55 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 Portland 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 Portland, Oregon?
Pour Trail currently lists 55 wine festivals in Portland, Oregon. We update our listings regularly — check back often for new events.
When is the best time to attend a wine festival in Portland?
Peak wine festival season in Oregon typically runs from late spring through early fall (May–October), when wineries host harvest celebrations and outdoor tastings. Portland 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 Portland?
General admission tickets at Portland 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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