Pour Trail

By the calendar · 2026

Wine festivals in May.

99 upcoming festivals / across the United States

Showing 49–72 of 99

About this month

May in wine country.

May is a popular month for wine festivals across the United States, with 99 events ranging from intimate vineyard tastings to large-scale grand tasting events. Whether you are looking for a weekend wine walk downtown or a multi-day harvest celebration in wine country, May offers options for every palate and budget. Browse the full list above, filter by price or type, and plan your next wine festival experience.

Frequently asked

Common questions.

How many wine festivals are in May?
There are 99 wine festivals scheduled in May across the United States.
What types of wine festivals happen in May?
May features a mix of grand tastings, wine walks, food & wine pairings, and harvest festivals depending on the region and season.
How do I find May wine festivals near me?
Browse our May listings above and filter by state or use the search on our homepage to find events in your area.

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