First Friday

Schedule

Fri, 03 Oct, 2025 at 05:00 pm

UTC-04:00

Location

Old Town Winchester Walking Mall | Winchester, VA

Advertisement
October 3 – First Friday: The Flea Bops
Theme: Rockabilly Rewind
It’s spooky season—and we’re going retro. The Flea Bops are throwing it back with rockabilly flair, toe-tappin’ tunes, and vintage energy to close out our First Fridays for the year. Costumes welcome—especially with a rockabilly twist.
🕛 Music starts at 6:30 PM
📍 Loudoun Street Mall
💃 Bring your dancing shoes and let’s end the season in style!
Advertisement

Where is it happening?

Old Town Winchester Walking Mall, 1 N Loudoun St, Winchester, VA 22601-4715, United States

Event Location & Nearby Stays:

First Fridays in Old Town Winchester

Host or Publisher First Fridays in Old Town Winchester

Tags:

Parties in WinchesterHalloween in WinchesterMusic in WinchesterFestivals in WinchesterLive-music in WinchesterFlea in Winchester

It's more fun with friends. Share with friends

Discover More Events in Winchester

Clarity II Laser Open House | Women\u2019s Center of Winchester Med Spa
Fri, 03 Oct at 04:00 pm Clarity II Laser Open House | Women’s Center of Winchester Med Spa

Women's Center of Winchester

Alex Beck Art Exhibit at Purple Fern Studio
Fri, 03 Oct at 06:00 pm Alex Beck Art Exhibit at Purple Fern Studio

3 South Loudoun Street , Winchester, VA, United States, Virginia 22601

ART FINE-ARTS
Warriors @ Millbrook
Fri, 03 Oct at 07:00 pm Warriors @ Millbrook

Millbrook High School

Jake Kohn & Low Water Bridge Band
Fri, 03 Oct at 07:00 pm Jake Kohn & Low Water Bridge Band

The Monument - VA

MUSIC ENTERTAINMENT
Emo Night Karaoke 10\/3 @ Bright Box Theater
Fri, 03 Oct at 08:00 pm Emo Night Karaoke 10/3 @ Bright Box Theater

Bright Box Theater

KARAOKE MUSIC
Cazhmiere @ Backseat Bar and Grill
Fri, 03 Oct at 08:30 pm Cazhmiere @ Backseat Bar and Grill

Backseat Bar & Grill

The Bass Club Presents: G-SPACE | SATURN RETURN TOUR
Fri, 03 Oct at 10:00 pm The Bass Club Presents: G-SPACE | SATURN RETURN TOUR

The Monument VA

MUSIC ENTERTAINMENT
Gardens at Night: Oh Blackwater & Space Cowboy
Fri, 12 Sep at 07:00 pm Gardens at Night: Oh Blackwater & Space Cowboy

901 Amherst St, Winchester, VA, United States, Virginia 22601

KIDS MUSIC
Grateful Allman Band Experience at The Monument Winchester VA Sept 13
Sat, 13 Sep at 07:00 pm Grateful Allman Band Experience at The Monument Winchester VA Sept 13

The Monument Winchester, VA

MUSIC ENTERTAINMENT
Jill Fulton Band @ Piccadilly's Public House
Sat, 13 Sep at 07:30 pm Jill Fulton Band @ Piccadilly's Public House

Piccadilly's Public House and Restaurant

MUSIC ENTERTAINMENT
Live Loud: Kickin\u2019 Valentina + Bad Marriage
Sat, 13 Sep at 08:00 pm Live Loud: Kickin’ Valentina + Bad Marriage

114 Full House Drive , Winchester, VA, United States, Virginia 22603

Type O Negative tribute - Blue Fox Billiards - Sat Sept 20
Sat, 20 Sep at 07:00 pm Type O Negative tribute - Blue Fox Billiards - Sat Sept 20

Blue Fox Billiards, Bar and Grill

Wright Live presents: Sever Red, Rise Among Rivals, VEER
Fri, 26 Sep at 07:00 pm Wright Live presents: Sever Red, Rise Among Rivals, VEER

Backseat Events

Sever Red, Rise Among Rivals, VEER @Backseat Events
Fri, 26 Sep at 07:00 pm Sever Red, Rise Among Rivals, VEER @Backseat Events

Backseat Events

First Friday
Fri, 03 Oct at 05:00 pm First Friday

Old Town Winchester Walking Mall

FIRST-FRIDAY FLEA
Jake Kohn & Low Water Bridge Band
Fri, 03 Oct at 07:00 pm Jake Kohn & Low Water Bridge Band

The Monument - VA

MUSIC ENTERTAINMENT
Heavy Metal Storm - Pennterra, Monolith and Priest Unleashed!
Sat, 04 Oct at 08:00 pm Heavy Metal Storm - Pennterra, Monolith and Priest Unleashed!

114 Full House Drive, Winchester, VA

MUSIC ENTERTAINMENT
Penntera, Monolith & Priest Unleashed - High Voltage ROCK Night
Sat, 04 Oct at 08:00 pm Penntera, Monolith & Priest Unleashed - High Voltage ROCK Night

Backseat Events

MUSIC ENTERTAINMENT
Low Water Bridge Band & Jake Kohn \u2013 Co\u2011Headline Hometown Show
Sat, 04 Oct at 08:00 pm Low Water Bridge Band & Jake Kohn – Co‑Headline Hometown Show

186 North Loudoun Street, Winchester, VA

MUSIC ENTERTAINMENT
Pandora's Box - Aerosmith Tribute Band
Fri, 10 Oct at 07:00 pm Pandora's Box - Aerosmith Tribute Band

Backseat Events

MUSIC ENTERTAINMENT

What's Happening Next in Winchester?

Discover Winchester Events