Upcoming events
Bingo! w/ Lindsey
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.
5x3 Tasting Experience
Back by popular demand!
Join us for our 5x3 Tasting Experience, an engaging and educational journey through the world of wine and food pairing, led by our Certified Texas Wine Specialist, Chloe Kilgore.
During this guided tasting, guests will sample five carefully selected wines, each paired with three unique accouterments, creating fifteen opportunities to explore how flavors interact and evolve. As you taste, you'll discover how different foods can enhance, soften, contrast, or completely transform a wine's character.
Together, we'll compare and contrast pairings, discuss the principles behind successful matches, and uncover a few surprising combinations along the way. Whether you're a longtime wine lover or just beginning your wine journey, the 5x3 Tasting Experience offers a fun, approachable, and interactive way to deepen your appreciation for both wine and food.
Come prepared to sip, savor, learn, and discover your favorite pairings in an experience designed to delight your palate and spark conversation.
Book Club Meeting
Calling all readers, wine lovers, and conversation enthusiasts!
Whether you're an avid reader who always has a book in hand or simply looking for a fun new way to connect with others, we'd love to have you join us.
The 5 Fifty-Five Book Club will meet on the last Thursday of every month, coinciding with our monthly potluck evenings. That means plenty of great conversation, delicious shared dishes, and half-priced glasses of wine while we discuss the month's read and choose what comes next.
Bring a favorite book recommendation, an appetite for good food and great discussion, and let's start a new chapter together at 5 Fifty-Five!
Monthly Potluck: Harvest Table
Join us as we celebrate our first official harvest season with a lively, community-centered potluck: the Harvest Table! Bring your favorite dish highlighting peak summer produce—think sun-ripened tomatoes, sweet corn, stone fruits, vibrant greens, and garden-fresh herbs. Share recipes, swap growing tips, and savor family-style plates paired with our small-batch wines.
Carol Larue: LIVE Painting
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.
Live Music: Madison Rodges
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.
Live Music: Whiskey Girl
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 Cousins Maine Lobster food truck on site serving up fresh, savory bites to pair with our wines from 1 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.
Live Music: Raised On Journey
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. We’ll be firing up the wood-fired pizza truck on-site from 1 PM to 9 PM, serving hot, artisan pies that pair perfectly with our handcrafted wines. 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.
Are You Smarter Than a 5th Grader?
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.
Potluck: Pool Party!
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.
5x3 Tasting Experience (SOLD OUT)
Join us for our 5x3 Tasting Experience, an engaging and educational journey through the world of wine and food pairing, led by our Certified Texas Wine Specialist, Chloe Kilgore.
During this guided tasting, guests will sample five carefully selected wines, each paired with three unique accouterments, creating fifteen opportunities to explore how flavors interact and evolve. As you taste, you'll discover how different foods can enhance, soften, contrast, or completely transform the character of a wine.
Together, we'll compare and contrast pairings, discuss the principles behind successful matches, and uncover a few surprising combinations along the way. Whether you're a longtime wine lover or just beginning your wine journey, the 5x3 Tasting Experience offers a fun, approachable, and interactive way to deepen your appreciation for both wine and food.
Come prepared to sip, savor, learn, and discover your favorite pairings in an experience designed to delight your palate and spark conversation.
Board Game Night
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.
Got Fired BBQ Truck
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.
July Wine Club Pickup Weekend
Join us for a Wine Club Pickup Weekend with a splash—our pool party theme is all about sunshine, silliness, and small delights: Swing by to pick up your wine and savor a complimentary glass under the sun while you laugh, mingle with fellow members, and soak in the joyful, community-focused atmosphere that makes 5 Fifty-Five Vineyard special. Embrace the fun, celebrate local winemaking, and let the warm afternoon and playful touches make your pickup feel like a mini escape.
Bring your appetite as Tom grills up burgers & dogs at zero cost for our club members while supplies last! Reservations are imperative so we can stock up for you! Be sure to book your reservation online or text us.
Independence Day Celebration 🎉 🇺🇸
Celebrate Independence Day all weekend long at 5 Fifty-Five Vineyard & Winery! Join us July 4th weekend for a laid-back celebration filled with great wine, friendly competition, and summer fun.
Challenge your friends to a game of cornhole or giant Jenga, and don't forget to enter our "Guess How Many Corks" contest for a chance to win a groovy prize package fit for a true 5 Fifty-Five fan. We'll also be serving a festive Red, White & Blue specialty cocktail available exclusively for the holiday weekend.
Whether you're stopping by for a glass, a bottle, or an afternoon with friends, we invite you to kick back, relax, and celebrate with us. No reservations required—just bring your patriotic spirit and get ready to raise a glass to summer!
Cheers to freedom, friends, and fantastic wine!
One Hit Wonders - LIVE CONCERT
Rock out to iconic songs you know and love but can’t remember who sings them at 5 Fifty-Five Vineyard and Winery on Saturday, April 4th, 2026 (gates at 6 PM, music 7-9 PM).
Bring your lawn chair, enjoy food truck fare and wine by the bottle, and relive the best music from some band you can’t recall under the stars—tickets are $25 for wine club members, $35 for non-club, and $50 at the door. Ages 16+ with adult supervision welcome, and with limited capacity, this lawn concert is expected to sell out.
Cabernet Sauvignon Release Party!
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.
June Potluck: Summer Salads
Summer Salad Potluck at Five Fifty Five Vineyard and Winery
Celebrate summer with us at Five Fifty Five Vineyard and Winery for our Summer Salad Potluck. Bring your favorite summer salad to share, swap recipes with fellow guests, and enjoy half price glasses of wine all afternoon.
From watermelon feta to garden classics, pasta salads to grain bowls, we want to taste them all. Bring a few printed copies of your recipe so everyone leaves with new ideas for their summer table.
Book Club Meeting
Calling all readers, wine lovers, and conversation enthusiasts! Join us for the very first meeting of the 5 Fifty-Five Book Club as we kick off what we hope will become a beloved winery tradition.
At this inaugural gathering, we'll get to know one another, discuss the kinds of books we'd like to read together, and vote on our official selection for July. Whether you're an avid reader who always has a book in hand or simply looking for a fun new way to connect with others, we'd love to have you join us.
Going forward, the 5 Fifty-Five Book Club will meet on the last Thursday of every month, coinciding with our monthly potluck evenings. That means plenty of great conversation, delicious shared dishes, and half-priced glasses of wine while we discuss the month's read and choose what comes next.
Bring a favorite book recommendation, an appetite for good food and great discussion, and let's start a new chapter together at 5 Fifty-Five!
🇫🇷 River Cruise Information Meeting
Join us as Jill Noble, travel agent extraordinaire, visits the winery to discuss our upcoming Spring 2027 French River Cruise! This is going to be an incredible experience, and we’re so excited to share the details with our wine club members and guests.
Come learn more about the itinerary, travel experience, and what makes this trip so special. If you’ve ever wanted to explore France alongside fellow wine lovers, this is the perfect opportunity to get all the details and start planning your adventure with us!
LIVE Music: Monte Rose
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.
Karaoke Night
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 Oil Painting Class
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
Sip N Shop w/ LIVE MUSIC
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!
May Potluck: Breakfast for Dinner
Bring your favorite breakfast-for-dinner dish and join us for a cozy potluck evening at 5 Fifty-Five Vineyard and Winery! Savor half-priced glasses of our handcrafted wines while swapping recipes, laughter, and stories with neighbors and friends. From savory skillets to sweet pancakes, delicious food and warm community vibes await—everyone’s welcome, and every dish is a new reason to raise a glass. Come hungry, stay inspired.
TWO Groovy Party!
It’s our SECOND year Celebration at 5 Fifty-Five Vineyard and Winery!
We're popping the cork on our second year, and you're invited to celebrate with us. The theme is Two Groovy and you guessed it - it’s another chance to dress in your best Groovy 70’s gear, we like to celebrate all month too!
Join us for a special anniversary weekend at 5 Fifty-Five Vineyard and Winery on May 23th & 24th, featuring a delectable pop-up wine pairing experience you won't want to miss. We won’t be doing tastings this weekend due to the volume of folks coming in, but will have plenty of wine by the glass or bottle for your enjoyment!
Savor our exquisite wines, and this weekend ONLY we will bring back our gourmet crab cakes prepared especially for this milestone occasion.
And don't miss Saturday, May 23th, when we'll be serving up something sweet – it's all about the CAKE! Enjoy complimentary anniversary cake (for everyone who makes a reservation) as we toast to our first year and many more to come.
WHERE: 5 Fifty-Five Vineyard and Winery
WHEN: Saturday & Sunday, May 23-24, 2026
WHAT: Wine pairings, crab cakes, and celebration cake (Saturday)
Raise a glass with us as we celebrate this exciting milestone. Your support has made our second year incredible – here's to many more vintages together!
VIBE @ 5
Join us for our May VIBE at 5 hosted by 5 Fifty-Five Vineyard & Winery! Enjoy drinks, appetizers, and networking while spending an evening at the vineyard! We look forward to seeing you there!
That 70’s Band
That 70’s Band returns to 5 Fifty-Five Vineyard — playing all your favorite hits from the decade of bell-bottoms, funk, and feel-good grooves. Join us for an evening of timeless tunes, dancing on the lawn, and vintage vibes beneath the vines. A food truck will be on-site, Memphis Eatz, serving up wings, burgers, quesadillas and more! So you can sip, savor, and sing along. Bring friends, bring your best '70s moves, and let’s make new memories to the soundtrack of a classic era. Tickets and details available at the winery — we’ll see you there!
Bubbles & Brunch
Celebrate the moms, the mother figures, and all the sparkling souls in your life with a Bubbles & Brunch at 5 Fifty-Five on May 10th. Join us from 11 AM to 1 PM for a morning filled with bubbles, bites, and a whole lot of love.
Your ticket includes a delicious brunch spread and a glass of sparkling wine to toast the occasion—because Mom deserves nothing less than a little sparkle. Gather your favorite people, raise a glass, and make it a day she won’t forget.
Sweet, celebratory, and just the right amount of indulgent—cheers to Mom. 🥂🌸
“BIG Hats & BOW Ties” Kentucky Derby Party 2026
Wine Club Members/Kentucky Derby Party
Don your most spectacular hat and join us for a Kentucky Derby celebration at 5 Fifty-Five Vineyard and Winery! Experience the excitement of America's most prestigious horse race while enjoying our beautiful vineyard setting. Sip on our award-winning wines and enjoy mint julep cupcakes as we broadcast the Kentucky Derby live.
Wine Club Members: Need a ticket? No. Need a reservation, YES! This is simply so that we can order the cupcakes and prepare the party for you! Be sure to arrive by 4:30 so that we can get photos of everyone dressed up prior to the RACE. Book your reservation here: https://www.555wine.com/reservations
Whether you're a dedicated racing enthusiast, a fan of Southern traditions, or simply looking for a stylish afternoon out, our Derby Day party offers the perfect blend of sophistication and fun. Join fellow Derby enthusiasts to watch the "Most Exciting Two Minutes in Sports" at 5:57 PM CST on Saturday, May 2. Come dressed in your Derby best – big hats, bow ties, and seersucker suits encouraged, dress like a jockey, and earn bragging rights for years to come!
Don't miss this chance to experience the Kentucky Derby tradition with a Texas wine country twist at 5 Fifty-Five Vineyard and Winery.
Potluck: Bloom & Graze
Spring is in full bloom at 5 Fifty-Five, and we’re setting the table for a Bloom & Graze kind of evening. Join us the last Thursday of April for a laid-back, flavor-filled potluck where fresh, garden-inspired bites take center stage.
Think vibrant salads, herby creations, sweet spring treats, and those wildly creative charcuterie boards we know you love to show off. Bring a dish to share, grab a glass, and settle in for a night of easy laughter, good company, and plenty of delicious discoveries.
It’s fresh, it’s fun, it’s a little fancy and a lot carefree—just the way spring should be. 🌸🍷
Rhône Valley River Cruise Discussion
Join 5 Fifty-Five Vineyard and Winery on an extraordinary journey through France along the Rhône and Saône rivers with Emerald Cruises.
We invite you to a Sip ‘n’ Sail in our tasting room on Sunday, April 26, 2026, from 3:00–4:30 PM for a complimentary glass of wine as you learn more about this exclusive group river cruise, curated especially for our Wine Club members.
Experience life onboard Emerald Cruises’ award-winning Star-Ships, where contemporary design meets innovative features—including a stunning three-tiered atrium and a heated pool that transforms into a cinema on select evenings.
Sailing through the heart of France, the Emerald Liberté offers unparalleled comfort and style. Relax on the Sun Deck with breathtaking views of the countryside or enjoy regional wines in the Horizon Bar & Lounge—perfectly complementing the destinations you’ll explore.
Your journey includes all-inclusive luxury with:
• 7 nights onboard Emerald Liberté
• All meals onboard
• Wine, beer, and soft drinks with lunch and dinner
• Included excursions
• Wi-Fi
• Gratuities
• Airport transfers …and more
We look forward to welcoming you on April 26th to share this unforgettable travel experience!
Boots & BBQ Club Pickup Party
Saddle up — Western Weekend Wine Club Pickup Party is back! Pick up your club selections and celebrate community, wine, and western flair all weekend.
Highlights
All weekend: Club pickups, celebratory tastings, meet the winemaking team, pours of limited releases.
Sat, Apr 25, 6:00 PM: Line dancing lessons — no experience needed. Come solo or bring a partner.
Complimentary sweet & savory bites for active club members during pickup hours.
Dress: Denim & Diamonds — boots, hats, fringe, and bling encouraged.
Bring friends, enthusiasm, and dancing boots — we’ll supply the wine, music, and good times. See you on the dance floor!
Unleash Your Inner Artist: Paint with Carol LaRue
Sunday, April 19th at 5 Fifty-Five Vineyard & Winery
Get ready for an unforgettable afternoon where creativity meets craftsmanship! Join renowned artist Carol LaRue for a painting workshop in the tasting room at 5 Fifty-Five Vineyard & Winery upstairs.
BINGO with Lindsey!
You're Invited to Bingo Night at 5 Fifty-Five Vineyard and Winery!
Get ready for an unforgettable evening of fun, laughter, and wine! Join us for an action-packed Bingo night hosted by the one and only Lindsey O'Brien! Whether you're a Bingo pro or a first-timer, this is your chance to enjoy great wine, fantastic company, and the thrill of calling out "BINGO!" Lindsey will keep the energy high and the good times rolling all evening.
Grab your friends and prepare for an evening you won't forget. Prizes, laughs, and plenty of wine await!
Space is limited, so reserve your spot today! We can't wait to see you there.
Cheers to good wine and even better times!
March Potluck - "Spring Awakening”
Join us at 5 Fifty-Five for our March Potluck, where the theme is “Spring Awakening” This is your chance to bring your favorite spring light bites and bright colored foods. Think: Salads, veggie trays with dip, fruit platters, shrimp cocktail, bruschetta..
Live Painting- Carol LaRue
Experience art coming to life when Carol LaRue joins us for a special live painting event. Known for her vibrant Southwestern style, Carol captures the bold colors, textures, and spirit of the Southwest in real time—right before your eyes. Sip wine, watch creativity unfold, and enjoy a one-of-a-kind evening where fine art and great wine meet.
Spanish Tapas Pairing Dinner
Make plans to join us for another delicious wine-pairing dinner. We are bringing back Chefs Romy, Shannon, & Shayne for another wonderful meal paired with some of our newly released wines and a couple of your fan favorites! Join us on March 20th, 2026, for this special event. Tickets are $100 each for wine club members and $125 each for non-club members.