The Valley Today

Murals, Main Streets, and Hot Dogs


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Neither of us is actually in Old Town today — but as Brady put it, we're there in spirit. On this Friends of Old Town edition of The Valley Today, host Janet Michael catches up with Brady Cloven (Executive Director, Friends of Old Town Winchester) via Zoom while he's at a tourism conference in Pennsylvania, pitching bus tours on coming to Winchester. The conversation is released just minutes before Brady cuts the ribbon on the South End Literacy Mural at the splash pad — the year-long project with United Way, the John and Janice Wyatt Foundation, and the Winchester Campaign for Grade-Level Reading that's already doing what it was designed to do (drawing kids and parents to a previously quiet end of the walking mall).

Brady walks through Friends of Old Town's recent three-award sweep from Virginia Main Street — including milestone recognition for crossing 40,000 volunteer hours (about $1 million in volunteered time) and 10,000+ building projects across 40 years — plus the upcoming Friends of Old Town public art initiative at Taylor Pavilion (37 artist applications, narrowed to a top six). Then it's a full preview of the July 4th VA250 Downtown Jubilee — 12-to-10 PM with Made in Virginia vendors, two live music acts at Taylor Pavilion, the reading of the Declaration of Independence, a Cheerwine relay chug, a Snow White slider eating contest, and a laser-light show to close out the night. Plus details on the August 22 Dog Days of Summer Hot Dog Crawl, a teaser for the Monty Python pub crawl on July 17, and a friendly reminder that the parrot in the mural is wearing a pirate hat for a reason — though Janet is more than willing to take credit on Brady's behalf.

EVENT LINEUP — JULY-AUGUST IN OLD TOWN WINCHESTER

FIRST FRIDAY — Friday, July 3 • All That of Winchester at Taylor Pavilion (6:30–8:30 PM, with a break) • Artist Alley on Boscawen — curated by Tin Top in June; new partner each month • Sip and Stroll active throughout • Then head to Jim Barnett Park for Red, White & Boom fireworks

VA250 DOWNTOWN JUBILEE — Saturday, July 4 • 12 PM–10 PM • Made in Virginia vendor fair (10–15 vendors throughout the mall) • Rebecca Porter (Americana/country) — Taylor Pavilion, 12–3 PM • Reading of the Declaration of Independence + presentation of colors (Sons & Daughters of the American Revolution) • Melissa and the Mothmen (honky-tonk) — Taylor Pavilion, 5–8 PM • Cheerwine relay chug race • Snow White slider eating contest • Laser-light show at dusk (between 9:00 and 9:30 PM) • Sip and Stroll active throughout

MONTY PYTHON PUB CRAWL — Thursday, July 17 • Joint fundraiser with Friends of Old Town, United Way, Blue Ridge Cares, Winchester CCAP, and ARE. Costumes encouraged. Details via partner organizations.

DOG DAYS OF SUMMER HOT DOG CRAWL — Friday, August 22 • 12:00–6:00 PM $30 ticket gets unlimited hot dogs at 8 participating Old Town businesses (plus a surprise import). Score the dogs, crown a champion, music at Taylor Pavilion. Best Dressed Hot Dog competition for costumed attendees. Limited tickets — buy early via the event page on Facebook (Eventbrite link).

TAYLOR PAVILION MURAL — coming September 2026 • The next Friends of Old Town mural, going on the Mountain Trails building and the stucco above the wine room patio. Selected from 37 artist submissions.

LINKS & RESOURCES

• Friends of Old Town: friendsofoldtown.org (community calendar — events from across Old Town)

• Friends of Old Town on Facebook (event pages for every gathering)

• Friends of Old Town on Instagram: @friendsofoldtownwinc

• Mural partners: United Way of the Northern Shenandoah Valley, John and Janice Wyatt Foundation, Winchester Campaign for Grade-Level Reading

THE VALLEY TODAY with Janet Michael — A decade of conversations.

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The Valley TodayBy Janet Michael