Oregon Hill Halloween Parade 2025: Twenty Years of Beautiful Chaos

by | Nov 3, 2025 | COMMUNITY, HALLOWEEK

For two decades, the Oregon Hill Halloween Parade has been proof that community doesn’t need permission to exist. Every year, thousands of neighbors and artists spill into the streets with puppets, lanterns, hand-made costumes and signs, a homespun procession that’s equal parts protest, pageant, and block party. There’s no corporate sponsor, no barricades, just the rhythm of drums and laughter echoing through one of the city’s oldest neighborhoods.

Photographer Michael Simon captures what makes this night matter: the faces in the crowd, the blur of movement, the joy of recognizing yourself in the chaos. In his black-and-white shots, the parade feels timeless, where Richmond’s DIY spirit takes physical form. It’s messy, loud, inclusive, and deeply local. For a few hours each Halloween, Oregon Hill becomes a reminder that our best traditions aren’t built from budgets or branding, but from people showing up, together.

We would like to thank Lily Lamberta and All The Saints Theater Company for their continued efforts in keeping this grassroots tradition alive. Donations are still being accepted to ensure the parade continues for years to come, supporting the artists, neighbors, and volunteers who make it possible. To donate, you can go HERE.

Also, you can read The Richmonders excellent piece on the behind the scenes process HERE.


Support RVA Magazine. Support Independent Media in Richmond.

At a time when media ownership is increasingly concentrated among corporations and the wealthy, RVA Magazine has remained one of Richmond’s few independent voices. Since 2005, the magazine has provided grassroots coverage of the city’s artists, musicians, and communities, documenting the culture that defines Richmond beyond the headlines.

But we can’t do this without you. A small donation, even as little as $2, one-time or recurring, helps us continue to produce honest, local coverage free from outside interference. Every dollar makes a difference. Your support keeps us going and keeps RVA’s creative spirit alive. Thank you for standing with independent media. DONATE HERE.

We’ve got merch HERE
Subscribe to the Substack HERE
And Reddit HERE
And YouTube HERE

R. Anthony Harris

R. Anthony Harris

In 2005, I created RVA Magazine, and I'm still at the helm as its publisher. From day one, it’s been about pushing the “RVA” identity, celebrating the raw creativity and grit of this city. Along the way, we’ve hosted events, published stacks of issues, and, most importantly, connected with a hell of a lot of remarkable people who make this place what it is. Catch me at @majormajor____




more in community

Richmond is Dropping Flock, But the Technology Could Remain

On October 10, Avula announced that Richmond would not renew its contract with Flock Safety, following a similar decision by Henrico County, whose contract expires in November. Richmond's agreement runs through June 30, 2027. Mayor Avula raised the possibility of a...

It’s Still Our City Ep. 26 | Mac Wood & the Historic Pump House

RVA Mag and NODDERLY presents It’s Still Our City, a podcast hosted by Harrison Christy and with Clair Morgan as co-host and producer through NODDERLY. "Mac Wood is an illustrator and a welder, spending much of his time hauling racing simulators around the country...

Old Grace Street is Richmond History. Let’s Recognize It.

Editor's note: We were sent this petition after publishing: VCU Demolition Blitz: More Richmond Erased HERE. As reported by The Richmonder last week, “The Cultural Heritage Stewardship Plan, which sailed through City Council with a unanimous vote Sept. 28, is intended...

It’s Still Our City Ep. 25 | Yavé Rust

RVA Mag and NODDERLY presents It’s Still Our City, a podcast hosted by Harrison Christy and with Clair Morgan as co-host and producer through NODDERLY. "Yavé Rust is a Richmond, VA-based music producer and audio engineer specializing in metal and punk. Originating...

Studio Two Three Is Beefing With Bots. Among Other Things

Studio Two Three has been around long enough to forget how likely it was to fail. Sixteen years ago, a small group of friends wanted to keep making art in Richmond. They pooled money from working in local restaurants to pay rent, borrowed equipment and built an...

Richmond Got a Little Filthier. John Waters Was Here.

Monday night I got taken to a church of filth. The Pope of Trash, the Prince of Puke, the Sultan of Sleaze, John Waters, graced the Byrd Theatre for a sold-out one-man show. The actor, writer and director became famous for cult classics like Pink Flamingos, Hairspray...