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Tasting Events


Hillside After 5 showcases craft beers, bourbons, cocktails and wines from around the Texas and the world. Join us for our tastings paired with our Chef's cuisine on our gorgeous patio while overlooking the beautiful Medina River Valley. Please see our list of events & reserve your space or ring our great team at 830-538-3200.

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Bright New World Wines
January 26 - Thursday

Starting 2023 with bright flavorful New World wines where we'll be tasting 4 selections of wines to start the New Year. Weston Ripps will be joining us and playing his great music. Our chefs will be creating great appetizers and our Bistro dinner menu is available!

Featuring tasting wines:

• Piatelli Vineyards Brut Sparkling Pinot Noire from Mendoza, Argentina


• Hartford Court Chardonnay. A traditional chardonnay, aged 9-1/2 months in French oak from Sonoma County.


• Piatelli from Argentina is a 100% Torrontés natural sweet white wine with hints of floral and honeydew.

• Fourth wine selected by the Wine & Bistro team

Join us 6:30 p.m. to 7:30 p.m.
$35 Adults •
$75 VIP (includes open wine bar of the tasting wines till 9:00 p.m.)

Reserve Tickets

(21 and over please)


Spring Wine Tasting
Organic Wines
April 2oth - Thursday

As the flowers start to bloom and the weather warms up, it's the perfect time to indulge in a spring wine tasting. This season, we're focusing on organic wines, which are made from grapes that are grown without the use of synthetic pesticides or fertilizers.

Join us for a delightful spring wine tasting, where you can sip and savor the best organic wines of the season. Cheers to a healthier, more sustainable future! 

Our chefs will be preparing great appetizers and our Bistro is open with a great dinner menu!

Join us 6:30 p.m. to 7:30 p.m.
$25 Adults • $75 VIP (includes open wine bar till 9:00 p.m.)

Reserve Tickets

(21 and over please)

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Passionate Reds
February 23 - Thursday

Passionate Red wine tasting & our chef's appetizer and dinner menu in the Bistro is available. Celebrate love and romance with a great selection of dark red wines

Join us 6:30 p.m. to 7:30 p.m.
$35 Adults •
$75 VIP (includes open wine bar of the tasting wines till 9:00 p.m.)

Reserve Tickets

(21 and over please)

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Garrison Brothers
Bourbon Tasting
October 27th - Friday

Experience an exclusive Garrison Brothers Bourbon tasting this October. Reserve your spot for an evening of exquisite flavors!


We are thrilled to welcome Dan Garrison, the owner of Garrison Brothers Distillery, to our venue. At Garrison Brothers, they are passionate about creating the world's finest bourbon, and Dan Garrison's dedication is evident in every bottle. As the first legal whiskey distillery in Texas and the first outside of Kentucky to produce authentic, handmade bourbon whiskey, Garrison Brothers Distillery has been a trailblazer since 2006.


Jump in early by filling out our interest form. We'll be rolling out the full details and ticketing info on September 28th.

Don't miss this curated bourbon experience!

Reserve Tickets

(21 and over please)


Guide to Greek Wines
June 8th - Thursday

In the ancient world, Greece was once one of the foremost producers of wine. However, in contrast to the country’s important wine heritage, modern Greek wines are only recently reaching the rest of the world and they're now in Castroville, Texas.

Book your spot now and get ready to indulge in the best of Greek wine and culture. We can't wait to see you there!

Join us 7:00 p.m. to 8:00 p.m.
$25 Adults •
$75 VIP (includes open wine bar till close)

Reserve Tickets

(21 and over please)

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