Painting with a Pour

Engage in a wine glass painting event held at the Messina Hof Estate Winery, October 23rd, 6 – 8 pm

$30
Messina Hof Estate Winery 4545 OLD RELIANCE ROAD, BRYAN, TX

After Hours Evening at Turtle Creek Vineyard

After Hours Evening at Turtle Creek Vineyard with live music October 11th and 25th from 5-8 pm

Turtle Creek Vineyard 183 Fall Creek Road Kerrville, Texas 78028, Kerrville, TX, United States

Friday Night Date Night

My Sweet Basil and live music by Colton's Kin, 5-8 PM. Reservations are required. 21&up at Dry Comal Creek Vineyards

Dry Comal Creek Winery and Vineyards 1741 Herbelin Rd, New Braunfels, TX

Annual Halloween Movie on the Lawn

Join us for our annual Halloween movie on the lawn. October 25th, 6:30 – 9 pm

Duchman Family Winery 13308 FM 150 WEST, DRIFTWOOD, TX, United States of America

Crossroads of Texas Country Festival

Join us for the Crossroads of Texas Country Festival on Saturday, October 26 in downtown Waxahachie with over 200 artists, 10-plus stages of live music, the GO TEXAN Experience, PLUS a FREE concert with Asleep at the Wheel!

FREE
Downtown Waxahachie 820 Ferris Ave Waxahachie, TX 75165, Waxahachie, TX, United States

Saturday at the Vineyard

Cruisin' Cuisine, Noon-5pm. Live music by Acoustrix, 2-5 PM at Dry Comal Creek Vineyards

Dry Comal Creek Winery and Vineyards 1741 Herbelin Rd, New Braunfels, TX

Come Over October Live Music Series

Every Saturday afternoon, join us on the deck to celebrate friendship and family by Coming On Over Y'all to enjoy live music by select Hill Country musicians.

Pedernales Cellars 2916 Upper Albert Road, Stonewall, TX, United States

Live Music by Caitlin King

Live Music by Caitlin King
October 26th, 1 – 5 pm
Texas Wine Collective 

Texas Wine Collective 10354 E. U.S. Highway 290, Fredericksburg, TX, United States

Spooky Cellar Tour

Grab your Ghoul-friends and head to Messina Hof this Halloween for a Spooky Cellar Tour October 26th, 6:30 – 8 pm

$40
Messina Hof Estate Winery 4545 OLD RELIANCE ROAD, BRYAN, TX

Sunday at the Vineyard

Indie Eatz, Noon-5 pm. Live music by Jon Parmentier, 2-5 pm at Dry Comal Creek Vineyards

Dry Comal Creek Winery and Vineyards 1741 Herbelin Rd, New Braunfels, TX

Howl-O-Ween & Wine

Howl-O-Ween & Wine October 27th, 1 – 4 pm at Texas Wine Collective 

Texas Wine Collective 10354 E. U.S. Highway 290, Fredericksburg, TX, United States

Murder Mystery Dinner: Terror in Transylvania

Murder Mystery Dinner: Terror in Transylvania. October 31st, 6:30 – 9:30pm201 S Main St Grapevine TX, 76051

$75-$102
Messina Hof Grapevine 201 S MAIN STREET, GRAPEVINE, TX

Jackpot Bingo & Wine Cocktails

Free entry to our Jackpot Bingo Night! Tasty Prizes, Exceptional Wine Cocktails, and a night to remember, all with award-winning Hye Meadow Wines and a night with the hilarious Hye Meadow Staff! Doors open at 7:00 p.m. Pricing: $5 Cocktails & $1 Bingo Cards

Hye Meadow Winery 10257 W US Highway 290, Hye, TX, United States

Karoling Karaoke Night

Karoling Karaoke Night Join us to sing, drink and be merry! Imagine a free night where laughter fills the room, voices range from pitch-perfect to playfully off-key, and every note belted out is more than just entertainment—it’s a step toward making a difference. That’s the magic of a charity karaoke night! Whether you’re singing your…

Free
Hye Meadow Winery 10257 W US Highway 290, Hye, TX, United States

Justin Cole Live at WSCW January 11

Justin Cole has been writing songs since 2000. He plays a wide variety of country music as well as rock.

West Sandy Creek Winery 1 Winery Rd 1773 FM 1791, Richards, TX, United States

Kimberly M’Carver Live at WSCW February 22

Kimberly M'Carver is a folk-country singer and songwriter based in Houston. Her voice has been described as a cross between EmmyLou Harris and Dolly Parton.

West Sandy Creek Winery 1 Winery Rd 1773 FM 1791, Richards, TX, United States

Lost Oak Live with Andy Garcia April 3 @ 6:00 pm – 9:00 pm

Lost Oak Live with Andy Garcia
April 3 @ 6:00 pm - 9:00 pm

An evening of live music with Andy Garcia!

Free
Lost Oak Cellars 111 Rosewood Ave, Boerne, TX 78006, Boerne, United States

Lost Oak Live with Marshall Bex April 5 @ 7:00 pm – 10:00 pm

Lost Oak Live with Marshall Bex
April 5 @ 7:00 pm - 10:00 pm

Enjoy an evening of live music with Marshall Bex!

Free
Lost Oak Cellars 111 Rosewood Ave, Boerne, TX 78006, Boerne, United States

Market in the Vines

Market in the Vines
April 6 @ 2:00 pm - 5:00 pm

New for 2025 – Market in the Vines! A traditional farmers market held on the lawn of the beautiful Lost Oak Winery hosted by MomBoss Sip & Shop!  The spring season begins April 6 and includes Mother’s Day May 11 and June 8.

Free
Lost Oak Cellars - Burleson 8101 County Rd 802, Burleson, Burleson, United States

Paint & Sip: Spring has Sprung Wine Glasses

Paint & Sip: Spring has Sprung Wine Glasses
April 9 @ 6:00 pm - 7:30 pm

$35
Lost Oak Cellars - Burleson 8101 County Rd 802, Burleson, Burleson, United States

Diva Night at Lost Oak Cellars April 10 @ 5:00 pm – 9:00 pm

Diva Night at Lost Oak Cellars
April 10 @ 5:00 pm - 9:00 pm

It’s the best girls' night out on the Hill Country Mile – DIVA NIGHT – and Lost Oak Cellars is one of the many stops! 

Free
Lost Oak Cellars 111 Rosewood Ave, Boerne, TX 78006, Boerne, United States

Lost Oak Live with Hunter Billingsley April 10 @ 6:00 pm – 9:00 pm

Lost Oak Live with Hunter Billingsley April 10 @ 6:00 pm - 9:00 pm Enjoy an evening of live music with Hunter Billingsley! Enjoy award-winning Texas wine while snacking on charcuterie. Free to attend, no reservation required.

Free
Lost Oak Cellars 111 Rosewood Ave, Boerne, TX 78006, Boerne, United States

Lost Oak Live Jazz Night with Noelle Goforth April 11 @ 7:00 pm – 10:00 pm

An evening of live jazz with Noelle Goforth from Three Swings & A Miss! Enjoy award-winning Texas wine while snacking on charcuterie. Free to attend, no reservation required.

Free
Lost Oak Cellars 111 Rosewood Ave, Boerne, TX 78006, Boerne, United States

Concert on the Lawn with the Brock DeWald and the Backroad Band

Concert on the Lawn with the Brock DeWald and the Backroad Band
April 12 @ 6:00 pm - 9:00 pm

Free
Lost Oak Cellars - Burleson 8101 County Rd 802, Burleson, Burleson, United States

Lost Oak Live with Jaime Varela April 12 @ 7:00 pm – 10:00 pm

Enjoy an evening of live music with Jaime Varela! Enjoy award-winning Texas wine while snacking on charcuterie. Free to attend, no reservation required. See you there!

Free
Lost Oak Cellars 111 Rosewood Ave, Boerne, TX 78006, Boerne, United States

Easter Sip N’ Decorate Cookie Class April 16 @ 6:00 pm – 8:00 pm

Easter Sip N’ Decorate Cookie Class
April 16 @ 6:00 pm - 8:00 pm

Join MiMi’s Cookie Creations for this Sip N’ Decorate Cookie Class.

$50
Lost Oak Cellars 111 Rosewood Ave, Boerne, TX 78006, Boerne, United States

Easter Uncorked! April 18 @ 6:00 pm – 9:00 pm

Easter Uncorked!
April 18 @ 6:00 pm - 9:00 pm

Easter for grown-ups at Lost Oak Winery!

Lost Oak Cellars - Burleson 8101 County Rd 802, Burleson, Burleson, United States

Easter Egg Hunts – April 19th 2025

Easter Egg Hunts - April 19th 2025

Hye Meadow Winery 10257 W US Highway 290, Hye, TX, United States

Wine Down with the Benton Lawson April 24 @ 6:00 pm – 9:00 pm

Wine Down with the Benton Lawson
April 24 @ 6:00 pm - 9:00 pm
Come “wine down” the week with live music each Thursday at Lost Oak Winery.

Free
Lost Oak Cellars - Burleson 8101 County Rd 802, Burleson, Burleson, United States

Vineyard Vibes benefitting Harvest House Burleson April 27 @ 12:00 pm – 7:00 pm

Vineyard Vibes benefitting Harvest House Burleson
April 27 @ 12:00 pm - 7:00 pm
Join Harvest House for a day of fun, food, and fantastic music at Vineyard Vibes, proudly presented by the City of Burleson and title sponsor H-E-B!

$25+
Lost Oak Cellars - Burleson 8101 County Rd 802, Burleson, Burleson, United States