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

12th Annual Sugar Plum Market

 Saturday, November 22nd, 2025 :: 9:00am - 4:00pm
 Fireman’s Training Center

Holiday Shopping all in a beautiful Indoor Holiday atmosphere with an array of quality items to shop, great food, holiday music and more….
FREE Admission and Parking and NO fighting the crowds like the big city events!!
Shop this quaint market for Holiday Wear, Men’s, Women’s, & Children’s Clothing, Gift Items, Jewelry, Homemade Baked Items, Decorated Cookies, and Cakes, Sauces, Rubs, and Seasonings, Christmas Floral and Home Decor, Outdoor Decor including the Round-Top Collection, Christmas Decoration, Fairy Hair, Beauty and Pampering products, Wreaths, Shoes, Pet Gifts, Lavender products, Laser Engraving, Books, Coffee, Gift Baskets, Handpainted Woodwork, Face Painting, Makeup, dip mixes, wine mixes, and so much more!!!!
Food, Drink, and Music, all while you find great items for yourself and those on your holiday list.
Something for everyone, so bring the entire family!
Great Event to kick off the Holiday season!!!
Watch for your chance to WIN Sugar Plum Bucks to spend at the show and see showcasing of ALL the vendors at the Show!!
We look forward to seeing you at the SHOW!!

Rob Moorman Live at Grapevine on Main

 Saturday, November 22nd, 2025 :: 6:00pm - 9:00pm
 Grapevine on Main

Live music from 6 – 9pm on the deck under the trees, with an always present cool breeze. Wagyu burgers, Artisan thin-crust pizzas, charcuterie boards and other light bite menu items available.

Ryan Winslow Live at Grapevine on Main

 Friday, November 28th, 2025 :: 6:00pm - 9:00pm
 Grapevine on Main

Live music from 6 – 9pm on the deck under the trees, with an always present cool breeze. Wagyu burgers, Artisan thin-crust pizzas, charcuterie boards and other light bite menu items available.

Cuddles, Cookies & Cocoa at Milk and Honey Ranch

 Saturday, November 29th, 2025 :: 10:00am - 12:00pm
 Milk & Honey Ranch

Enjoy a cozy, guided cuddle session with our gentle mini cows.

Relax with the cows with cookies and cocoa while soaking in the holiday ranch charm.

Take all the photos your heart desires — tag us using @milkandhoneyranch and hashtags #milkandhoneyranch #cowcuddles #minicowsgiving

Cocoa Crawl

 Saturday, November 29th, 2025 :: 11:00am - 4:00pm
 Main Street Brenham

Downtown Brenham is hosting our 3rd annual Cocoa Crawl in conjunction with Small Business Saturday. Join us in Downtown Brenham on November 29 from 11am – 4pm to shop & sip! ☕
🛍 Shoppers and visitors are invited to kick off the holiday season with samples of cocoa while supporting our local small businesses.

Sponsored by Main Street Brenham

Tailgate Poets Live at Grapevine on Main

 Saturday, November 29th, 2025 :: 6:00pm - 9:00pm
 Grapevine on Main

Live music from 6 – 9pm on the deck under the trees, with an always present cool breeze. Wagyu burgers, Artisan thin-crust pizzas, charcuterie boards and other light bite menu items available.

Paint & Sip at Chapelton Vineyards

 Sunday, November 30th, 2025 :: 11:00am - 1:00pm
 Chapelton Vineyards

Join us at Chapelton Vineyards for a guided painting experience led by The Paint Lady.

Whether you’re a seasoned artist or trying something new, this relaxed class offers step-by-step instruction to help you create your own unique piece. Enjoy a glass of Chapelton’s award-winning wine as you paint, surrounded by the scenic beauty of the vineyard.

No prior experience required—just bring your creativity.