Events this weekend in Virginia Beach

Events this weekend in Virginia Beach this weekend 🔥

This weekend in Virginia Beach has serious "put on real clothes and leave the house" energy. More than 21,000 people are already lined up for a mix of wine-soaked browsing, cold-water chaos, charity hangs, and nerdy-deep-dive collecting. Winter may technically still be here, but the vibe is very much: we’re done hibernating.

If you only book one thing, make it the 2026 Coastal Virginia Magazine WineFest at the Virginia Beach Convention Center. It’s the classic VB winter move: stay indoors, sample your way through regional wines, and pretend you’re the kind of person who can actually taste “stone fruit on the nose.” It’s a perfect call for date days, friend catch-ups, or that soft-launch situationship you’re not ready to introduce to your regular bar just yet.

On the opposite end of the spectrum, the 2026 Polar Plunge – Virginia Beach is for the people who think February ocean dips are a good idea (or at least, a good story). Add the 2026 5K Run/Waddle and you’ve got the full outdoorsy, slightly unhinged winter workout arc. Expect costumes, loud groups, and a lot of “why did I agree to this?” at the starting line. After that, the 6th Annual Galentine's Day Benefitting Samaritan House brings the girls’ night energy—think pre-Valentine’s solidarity, charity-minded fun, and the kind of event where you actually meet people you’d get brunch with again.

If your ideal weekend is more indoor-nerd than outdoor-freeze, the SuperRare Cards & Collectibles Show is where the collectors, traders, and “I swear this is an investment” crowd will be camped out. It’s low-key but intense in that “don’t touch the top loaders” way. And over at The Void, Lover's Edition - Book-Inspired Market is very much for the romantics and readers—local makers, lit girl energy, and a great place to pick up a non-cheesy Valentine’s gift.

Here’s how to pick your move:

- For big-group day plans: 2026 Coastal Virginia Magazine WineFest at Virginia Beach Convention Center
- For chaos, costumes, and cold water: 2026 Polar Plunge – Virginia Beach + 2026 5K Run/Waddle
- For card nerds and collectors: SuperRare Cards & Collectibles Show
- For soft, artsy Valentine’s prep: Lover's Edition - Book-Inspired Market at The Void
- For feel-good girls’ night with a purpose: 6th Annual Galentine's Day Benefitting Samaritan House

However you play it, this is one of those winter weekends where the city actually feels awake—so don’t spend it just scrolling from your couch.

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