August 2025 Events in Williamsburg, VA

Summer’s on its last hoorah and Williamsburg is throwing all the parties, concerts, and quirky gatherings to make sure you squeeze every drop of fun out of August. Whether you’re here for the craft markets, chasing live music, or just trying to perfect downward‑facing dog next to an actual dog, there’s something on the calendar with your name on it. Grab your planner (or screenshot this post) and let’s dive in!

Friday, August 1 — Monthly Open Mic (Back‑to‑School Edition) @ Column 15 Coffee

Bring a school‑supply donation, snag a lavender latte, and step up to the mic. Sign‑ups start at 5:30 PM and the show kicks off at 6:30 PM. Poetry slam, acoustic jams, stand‑up sets—anything goes as long as it fits on the cozy café stage. Bonus: you’re helping fill backpacks while you fill hearts with applause.

Friday, August 8 — Friday Night Live: Erik Gaines @ The Virginia Beer Company

6:00–9:00 PM means three full hours of soulful vocals, craft brews, and tacos on standby. The concert is totally free, so stash your cash for that next round—or the Frontline Friday draft special if you like a deal with your dance moves.

Sunday, August 10 — 2nd Sundays Art & Music Festival, Downtown Williamsburg

Six blocks of artisan booths, food trucks, and live music from 11 AM–4 PM. Pro tip: start at Scotland Street for the beer garden, then weave your way past pottery, prints, and glass art until your tote bag’s begging for mercy. Three stages keep the soundtrack fresh while you shop.

Thursday, August 14 — Music in Midtown: Barry Manilow’s Wardrobe @ Midtown Row Village Green

If your ’80s playlist is your personality, this free 6‑8 PM concert is the place to shout‑sing “Just Like Heaven.” Pack a blanket, leash the pup, and bask in nostalgic New Wave glow as the sun drops behind College Row.

Saturday, August 16 — Dog Yoga @ Heritage Humane Society

Because yoga’s better with boops. From 8:30–9:30 AM, $20 gets you a beginner‑friendly class surrounded by adoptable pups. Spots fill fast, so preregister online, roll out your mat, and prepare for puppy‑kiss savasana.

Saturday, August 16 — Barry Manilow’s Wardrobe @ The Corner Pocket

Double dose of the ’80s! Swing by New Town at 7 PM for dinner, drinks, and a dance floor that’ll teleport you straight to MTV’s golden age. Comfy shoes mandatory—those synth beats don’t quit.

Friday, August 22 — 3rd Annual Food Truck Festival & Concert @ Williamsburg Community Building Lawn

Vinyl Headlights brings the tunes while ten food trucks dish out everything from funnel cakes to Korean BBQ. Gates open late afternoon; $10 advance/$12 at the gate supports Housing Partnerships’ home‑repair projects. Leashed pups welcome and weather’s in charge—shine only!

Saturday, August 30 — Filipinos of Williamsburg Meet & Greet @ Baeplex

Potluck classics, kids’ games, and karaoke heaven—all starting at 1 PM. Bring your adobo, warm up those vocal cords, and let’s celebrate community, bayanihan‑style.

Every Friday — Family Paint Night @ Paint on Pottery

Studio doors stay open 5‑9 PM every Friday in August. Pay a $5 studio fee, pick your ceramic canvas, and—voilà—instant family memory (complete with accidental paint splatters!). Walk‑ins totally welcome.

Ready, Set, Summer!

There you have it—nine reasons to leave the couch and love where you live this August. Save, share, or print this guide, and tag us in your pics so we can cheer on your Williamsburg adventures. See you out there!