SIP, SHOP, & STROLL DOWNTOWN
Sipping Under the Stars
Sipping Under the Stars is a festive favorite that brings a relaxed, upscale vibe to the heart of downtown Brownwood. Traditionally held alongside the Christmas Under the Stars Festival, this adult-focused event invites guests to stroll through downtown, browse local boutiques, and enjoy curated drink samples from regional wineries and breweries.
Guests can sample a variety of wines and craft brews at participating locations and purchase beverages by the glass or bottle. It’s the perfect way to kick off the holiday season with great flavors, good company, and locally made gifts around every corner.
EVENT MAP
Sipping
Sipping Under the Stars
Upcoming Annual Events
Brownwood has plenty of awesome events coming up leading into the summer. From the sights, sounds, and flavors of the annual Cinco de Mayo Celebration and the jam-packed 3-day Brown County Rodeo, to the powerful and joyful tribute to freedom and unity at the Brownwood Juneteenth Community Celebration, there's something for all to enjoy right here in Brownwood, Texas this summer.
62nd Annual Brown County Rodeo
This crowd-favorite event features classic rodeo competitions, livestock shows, a country music concert, a downtown parade, and…
Community Celebration Juneteenth
The Brownwood Juneteenth Community Celebration is a powerful and joyful tribute to freedom and unity. Taking place the weekend…
LIVE: Death Trap
- Brownwood Lyric Theatre
- Apr 12, 2026 - Apr 19, 2026
LIVE: Open Jam Night
- Pioneer Tap House
- Apr 14, 2026 - Apr 28, 2026
Our Four-Footed Friends-An Art Exhibit
- Brownwood Art Center
- Apr 14, 2026 - Apr 15, 2026
Event
Details
Date: Held annually in early December (typically alongside the Christmas Under the Stars Festival)
Location: Downtown Brownwood
Admission: Ticketed event with sampling packages available
Hosted By: Visit Brownwood and participating downtown businesses