Raised on Journey is back—and we couldn’t be more excited! You know them, you love them: expect soulful tunes, familiar faces, and the infectious energy that turns an afternoon into a celebration. Pan’s Platters, a Mediterranean food truck, will be on site from 1 PM to 8PM. Bring friends, bring family, and bring your appetite for great music, great food, and the warm community vibes that make 5 Fifty-Five Vineyard and Winery feel like home.

Join us on 9/25 for "Dolly: Parton Celebration of Life 9-to-5!" at 5 Fifty-Five Vineyard & Winery, where community and creativity meet to honor Dolly. Bring children's books to drop off for donation to local schools, watch a live Dolly painting come to life, and browse Dolly-themed original paintings, prints, and cards for sale by a talented local artist, Paige Davidson! Enjoy half-priced glasses of our Rosie Rosé all day to celebrate Dolly’s favorite color as we gather to share stories, laughter, and music inspired by her spirit.

We’re excited to welcome Whiskey Girl, a fantastic country cover artist, to 5 Fifty-Five for an evening of foot-stomping favorites and soulful storytelling, perfect for singing along under the open sky. Bring your own lawn chair or blanket and settle into the grass for a relaxed, community-centered night; we’ll have the Seasoned Grills food truck on site serving up fresh, savory BBQ bites to pair with our wines from 5 PM to 9 PM. Enjoy authentic music, great food, and good company as we celebrate local talent and the simple joy of gathering at the vineyard.

Madison Rodges is back, delivering both heartfelt covers and fresh original music with a voice as sweet as honey—perfect for kicking back and relaxing. Her warm, expressive vocals glide effortlessly over acoustic arrangements and rich, soulful backdrops, inviting listeners into a cozy, intimate soundscape. Whether she’s reinterpreting beloved classics or unveiling new songs that reveal her authentic storytelling, Madison’s performances are soothing, genuine, and memorable. Pour a glass, unwind, and let her music wrap you in comfort and calm.

Join us at 5 Fifty-Five Vineyard & Winery as local artist Carol LaRue paints live—bringing her bold mixed-media westerns to the tasting room with energy and flair. Carol’s work blends texture, color, and storytelling to celebrate the spirit of the West, and while she creates you’ll have a front-row view of her process and inspiration. Everyone who attends will be entered into a raffle to win a free print of their choice, so come sip, socialize, and maybe take home a piece of Carol’s striking work. Embrace community, creativity, and a lively afternoon of art and wine.

Lindsey invites bingo lovers and first-timers to a lively night at 5 Fifty-Five. With her warm energy, expect creative rounds, laughs, and prizes! Come for the fun, bring friends, and enjoy a welcoming, family-style evening.

Are you smarter than a 5th grader? Bring a small team or play solo and join the fun at our lively trivia night—celebrating the incredible teachers starting another great year! Expect playful, school-themed questions, spirited competition, and the warm community energy 5 Fifty-Five Vineyard is known for. Teachers enjoy ½ priced glasses as our “thank-you” for all they do. Whether you’re testing your trivia chops, cheering on colleagues, or making new friends, it’s an inspiring, energetic evening of good wine, great company, and appreciation for the educators who shape our future.

Come splash into summer at our pool party themed potluck! Bring your favorite poolside classics—fresh fruit platters, crunchy chips and dips, burgers, hot dogs, sliders, salads, skewers, and any other picnic-perfect bites you love to share.

It'll also be our second book club meeting! If you missed the first, no worries—we're a relaxed, non-strict book club: rather than choosing one title, you simply read any book during the month and come ready to chat. No pressure, just bring your curiosity and appetite, and enjoy great conversation, community, and wine.

We're hosting a board game night—bring your favorite game or borrow one of ours, gather your friends, and dive into an evening of playful competition and good company. Enjoy half-priced glasses of our handcrafted wines while you play, mingle with fellow game lovers, and soak up the welcoming, community-centered vibe of our tasting room. Whether you're a strategy master or a casual player, come ready for laughs, new connections, and the simple joy of sharing great wine and great games.

Join us at 5 Fifty-Five Vineyard and Winery for the lively return of Got Fired BBQ! Smoky, soulful barbecue expertly matched with our hand-crafted wines. Come hungry for bold flavors and curious to taste how our traditional, sustainably made wines elevate every bite.

Introducing our brand-new 2022 Cabernet Sauvignon — aged in Texas White Oak for a distinctly regional expression you won’t find anywhere else.

Why it’s unique

• A rare barrel choice: Very few wineries use Texas White Oak, and we’re proud to be among them. These barrels impart a signature profile that celebrates terroir and tradition.

• Flavor profile: Expect elegant layers of dark cherry and cassis, supported by warm baking spices, toasted pecan, and a subtle undercurrent of mesquite-like smokiness. The oak adds creamy vanilla and a soft, silky tannin structure that carries through a long, satisfying finish.

• Thoughtful aging: Our winemakers embraced traditional techniques and patient cellaring to let the fruit and Texas oak speak together — balanced, complex, and true to place.

Be among the few to taste Texas terroir in oak. Reserve your bottle of the 2022 Cabernet Sauvignon and share the story — unique barrels, genuine winemaking, and community-rooted flavor.

Monte Rose, an incredible artist, will be performing live Sunday the 7th at 5 Fifty-Five Vineyard & Winery!

Join us for an afternoon of soulful melodies, great wine, and community spirit. Monte Rose brings a warm, engaging performance perfect for sipping our handcrafted wines and enjoying the vineyard views. Whether you’re a longtime friend of 555 or joining us for the first time, this is an event to share with family and friends.

Raise a glass and warm those vocal cords — Karaoke Night at 5 Fifty-Five Vineyard is back! Join us for an evening of bold vocals, friendly competition, and genuine community spirit among the vines. Sip sustainably crafted wines, cheer on neighbors, and take the mic whether you’re belting power ballads or serenading with a soft tune. Everyone’s welcome — singers, listeners, and those who just want to dance. Bring your energy, your favorite song, and your love of good wine. See you under the string lights for a night of music, laughter, and unforgettable moments.

Barbara Hack — a Top 20 Portrait Artist of America — leads an oil painting class at 5 Fifty-Five Vineyard and Winery to paint a vibrant tulip still life.

Open to all levels. Barbara covers composition, color mixing, brushwork, and techniques to capture tulips’ form and glow.

What to expect

• Expert instruction, demo, and individual feedback

• Beginners get fundamentals; experienced painters get advanced tips

• Relaxed, inspiring setting in our woman- and veteran-owned, sustainably run vineyard

• Basic supplies provided

Madison Rodges joins us from 2:00–4:00 PM!

We’ll have local vendors featuring jewelry, pottery, jams, sweets, sourdough, and so much more. Come by to taste, shop, and support small businesses in our community.

Bring friends, enjoy the vineyard atmosphere, and celebrate local makers with us — we can’t wait to see you!