Our monthly roundup of wine-centric local events! We hope you’re thinking pink…because May in Dallas is all about the rosé.
As always at The Wine Fairy, we’ve done our best to make this info current and correct. Still, we always recommend that you confirm details before traveling. Ticket prices include all taxes and fees except where noted.
Gérard Bertrand Wine & Cheese Tasting Class at Central Market (Southlake)
Friday, May 1 at 5:30 PM – 7 PM
Sample wines by Gérard Bertrand (“the former rugby star turned wine wizard,” according to Forbes). Delicious pours from the South of France will be paired with Central Market cheesemonger’s selections. $48.63/person. Tickets via Eventbrite.
Where: Central Market Southlake, 1425 East Southlake Boulevard, Southlake, TX 76092
6th Annual Rosé Soirée at Hotel Vin (Grapevine)
Saturday, May 2 at 3 PM – 6 PM
Hotel Vin’s annual Rosé Soirée is a celebration of all things pink, bubbly, and fabulous! Your ticket includes a Rosé Passport good for 10 tastings from over 25 rosé selections. Once completed, drop off your passport for a chance to win exciting raffle prizes including a hotel stay.
There will be a live DJ and photo ops, too. $88.64/person. 21+. Tickets via Eventbrite.
Where: Hotel Vin Autograph Collection, 215 East Dallas Road Grapevine, TX 76051
Tacos and Tempranillo at Messina Hof (Grapevine)
Tuesday, May 5 at 6:30 PM – 8:30 PM
A Tex-Mex tasting for Cinco de Mayo! Try four flavorful tacos from a local taqueria, each paired with a Texas wine from Messina Hof. $66.33/person includes all taxes, fees, and staff gratuity. Tickets here.
Where: Messina Hof Grapevine Winery, 201 South Main Street, Grapevine, TX 76051
Mother’s Day Paint & Sip Brunch by the Champagne Canvas (Duncanville)
Sunday, May 10 at 11 AM – 3 PM
Paint a masterpiece with Mom (or a friend) while you enjoy sparkling wine and brunch nibbles. Supplies included–just bring your creativity. Hosted by The Champagne Canvas. $53.88/person. Tickets via Eventbrite.
Where: Downtown Gallery & Museum of Art, 200 S Main St, Duncanville, TX 75116
Frank Family Wine Dinner at Wine A Little (McKinney)
Wednesday, May 13 at 7 PM
Feast on four courses and four award-winning Napa Valley wines. Wine A Little’s intimate, luxurious winery dinners usually sell out. $139.22/person. Tickets via Eventbrite.
Where: Wine A Little, 7560 State Highway 121, Suite #150, McKinney, TX 75070
Downtown Plano Garden Party Art & Wine Walk
Thursday, May 14 at 6 PM – 9 PM
A sip-and-stroll evening featuring 10 wine-tasting stops and Downtown Plano’s charming collection of shops and galleries. Dress in your favorite garden party attire! $19.32/person includes wine tastings and a souvenir glass. Tickets via Eventbrite.
Where: Downtown Plano, 1021 East 15th Street, Plano, TX 75074
SIP, SIP, ROSÉ at HALL Arts Hotel (Downtown Dallas)
Saturday, May 16 at 11 AM – 2 PM
The fifth annual SIP, SIP, ROSÉ is an exciting afternoon featuring shopping, small bites, wine-tasting, and lots of pink! $64.87/person, includes two glasses of wine and valet parking. Tickets via Eventbrite.
Where: HALL Arts Hotel, Autograph Collection, 1717 Leonard Street, Dallas, TX 75201
Meet the Producer (Isole e Olena) at Eataly Dallas
Tuesday, May 19 at 6:30 PM – 8 PM
Taste a curated selection of Italian wines and hear exclusive insights directly from the producer. Isole e Olena is a quality-focused estate in Tuscany’s historic Chianti Classico region. $111.70/person includes wine tasting, winery presentation, and light bites. Tickets via Eventbrite.
Where: Terra at Eataly Dallas, 8687 North Central Expressway #2172, Dallas, TX 75225
Austin Hope Wine Dinner at Del Frisco’s Grille (Various Locations)
Thursday, May 21 at 6:30 PM
Del Frisco’s one-night-only, nationwide Austin Hope event will be offered at 3 DFW locations. Savor a four-course steak dinner paired with five wines from the Austin Hope portfolio for the special price of $119 per diner. Contact your location, or make a reservation online.
Where: Del Frisco’s Grille (Plano, Southlake, and Fort Worth locations)
G’Day Grapes: Australian Wine Tasting at Winestein’s (Grapevine)
Saturday, May 23 at 6 PM
Discover the bold and refreshing wines of Australia at this guided expertly tasting. $20/person. Tickets here.
Where: Winestein’s Tasting Room, 280 North Main Street, Grapevine, TX 76051
National Wine Day at CRÚ Wine Bar (Plano)
Monday, May 25 at 3 PM – 10:30 PM
National Wine Day falls on a Monday this year, which is just fine for starting the week off right. Celebrate at CRÚ with 50% off all wine flights. Monday’s special is also in effect: Buy any bottle of wine and get a free pinsa pizza! Reservations via Eventbrite.
CRÚ has since changed ownership, but we reviewed the Plano wine bar last year.
Where: CRÚ Wine Bar and Bistro, 7201 Bishop Rd, Plano, TX 75024
Drink North Texas Wine Festival (Dallas – Love Field)
Saturday, May 30 at 10 AM – 8 PM
Discover North Texas’s diverse wines under the wings of a historic aircraft collection. Twelve participating wineries will be pouring samples and selling bottles to stock your Texas cellar. General admission is $42.30 and VIP admission is $74.28 (VIP includes small bites, extra pours, and access to the mezzanine lounge). Tickets via Eventbrite.
Where: Frontiers of Flight Museum, 6911 Lemmon Avenue, Dallas, TX, 75209
Above Wines EXPO 2026 (Grapevine)
Sunday, May 31 at 3:30 PM – 7 PM
In its fifth year, and now at a new, larger venue! Lovers of Italian wine should mark their calendar for this unforgettable showcase of wine, food, and hospitality. Enjoy unlimited tastings of 40+ regional Italian wines along with enticing food options from Ari’s Pantry and Two Gentlemen of Verona Gelato.
Multiple ticket tiers available–adult entry (including wine) starts at $63.33. Guests under 21 are admitted with parent or guardian at a discounted price. Tickets via Eventbrite.
Where: Grapevine Convention Center, 1209 South Main Street, Grapevine, TX 76051
We are always looking for wine-related happenings in our little town of Big D! Got a tip for an upcoming event? Drop us a line here.
Click here to see all “DFW Wine Events” posts (past and current).
Review disclosure: I was not compensated or provided any free products for this review. Opinions expressed on The Wine Fairy blog are entirely my own.
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