Family, friends and visitors all enjoy popular events that are planned throughout the year. Wine Walks, Fun Runs, Festivals and Fairs put smiles on faces young and young at heart!

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End Date

Farmer & Artisan Market

 Friday, October 2nd, 2026 :: 3:00pm - 6:00pm
 Main Street Brenham

First Fridays Farmers & Artisan Market is an open-air market with local artisan/craft, cottage food, farm-to-market, small business, and retail vendors.

Mini Cow Cuddles at Milk & Honey Ranch

 Saturday, October 3rd, 2026 :: 9:00am - 11:00am
 Milk & Honey Ranch

Mini Cow Cuddles: Boo & Moo!
Join us for Mini Cow Cuddles with a festive fall twist at Milk & Honey Ranch. Guests will enjoy a mini highland cow cuddles experience and receive fall-themed pictures with the cows.
Date: October 03, 2026 (9am – 11am)

An Evening with Edgar Allan Poe Live Performance

 Saturday, October 3rd, 2026 :: 5:00pm - 8:00pm
 Brenham Heritage Museum

The shadows stir once more as the unrivaled master of the macabre, Edgar Allan Poe, returns for an unforgettable evening of mystery, suspense, and dramatic storytelling. Join us for a special reception featuring food and beverages at 5:00 p.m. before settling in for a captivating two-hour performance beginning at 6:00 p.m. Acclaimed historical interpreter Campbell Harmon brings Edgar Allan Poe vividly to life, blending the celebrated author’s fascinating biography with dramatic reenactments of his most enduring works. Experience chilling performances of literary classics including The Tell-Tale Heart, The Raven, and other haunting favorites that have captivated audiences for generations. Since 2009, Campbell Harmon has portrayed Edgar Allan Poe for theaters, universities, museums, historic societies, libraries, and the Discovery Channel’s Expedition Files. He also toured nationally for four seasons with the National Endowment for the Arts’ The Big Read program. Recognized as the nation’s preeminent Edgar Allan Poe impersonator, Harmon is renowned for his commitment to historical authenticity and compelling theatrical presentation.

Admission is $25 per person (until August 30), and $30 per person after September 1, and includes both the pre-performance reception and the live performance.

Chappell Hill Scarecrow Music Festival

 Saturday, October 10th, 2026 :: 10:00am - 6:00pm
 Chappell Hill Chamber of Commerce

Two days of Texas country music, legendary artists, 100+ vendors and small town heart. All proceeds benefit the Chappell Hill Historical Society, Fire Department & Chamber of Commerce. Music lineup on Saturday includes Roger Creager, Cody Hibbard, The Flinns, Joey McGee, and Cul de Sac.

Chappell Hill Scarecrow Music Festival

 Sunday, October 11th, 2026 :: 10:00am - 6:00pm
 Chappell Hill Chamber of Commerce

Two days of Texas country music, legendary artists, 100+ vendors and small town heart. All proceeds benefit the Chappell Hill Historical Society, Fire Department & Chamber of Commerce. Sunday’s entertainment lineup includes Bri Bagwell, Black Cat Choir, Cathey Bolin & Henry Williams, Cooper Mohrmann, and Taylor Graves. Ten acts over two days on three stages.

Home Free

 Saturday, October 17th, 2026 :: 7:00pm - 9:00pm
 Barnhill Center at Historic Simon Theatre

Named “country music fans’ favorite a cappella group” by Taste of Country. Upbeat Nashville-dipped pop hits, country and western standards, stunning harmonies and quick-witted humor. These Grand Ole Opry and TV stars have a busy worldwide tour schedule. They amassed over 1.8 million YouTube subscribers and released twenty Top 10 Hits.

Tickets: $90 – $105

Sponsored by Bill Kaminer

Out of Pocket Theatre – Almost, Maine by John Cariani

 Thursday, October 22nd, 2026 :: 7:00pm - 5:30pm

Welcome to Almost, Maine, a place that’s so far north, it’s almost not in the United States. It’s almost in Canada. And it’s not quite a town, because its residents never got around to getting organized. So it almost doesn’t exist. One cold, clear, winter night, as the northern lights hover in the star-filled sky above, the residents of Almost, Maine, find themselves falling in and out of love in unexpected and hilarious ways. Knees are bruised. Hearts are broken. But the bruises heal, and the hearts mend – almost – in this delightful midwinter night’s dream.

Thursday (10/22) – Saturday (10/24): 7pm
Sunday (10/25): 5:30pm

Tickets are $10 for adults, $8 for Seniors (65+), $6 for students, and $5 for kids under 12. Tickets available October 1st online at www.outofpocketbrenham.org or at the door the day of the event. Content Advisory: Recommended for ages 10+. Contains themes of romance, brief kissing, mild language, and discussions of adult relationships. Almost, Maine is presented by arrangement with Concord Theatricals on behalf of Samuel French, Inc. www.concordtheatricals.com