Your guide to sip, sample or simply try something new before the year wraps itself up
The holiday calendar in North Texas has a way of turning simple evenings into small experiments in joy, whether that means learning to shake a better margarita, wandering a wine walk dressed in a sweater loud enough to register its own ZIP code or painting a cookie that might not survive the car ride home.
As temperatures edge cooler and the season settles in, these events offer a mix of calm, creativity and light mischief, each one designed to stretch an ordinary weeknight into something a shade more memorable.
When: Dec. 11, 2025 | 5 – 9 p.m.
Where: Legacy West, 5908 Headquarters Dr, Plano
More info and tickets
A cheerful crawl of holiday cocktails invites guests to sip their way through a handful of participating stops, each offering a festive drink that doubles as an ornament on the tour’s “nice list.” With a check-in window, a map to follow and an open invitation to don the loudest sweater in the closet, the evening turns into a merry mix of flavor-hopping and lighthearted roaming. It’s a pick-your-own-tipple adventure built for anyone who thinks the season shines a little brighter with a themed drink in hand.
When: Dec. 11, 2025 | 6 p.m.
Where: Pipe & Palette Plano at The Shops at Willow Bend, 6121 W Park Blvd., Suite C118, Plano
More info
Celebrate the season with a creative Holiday Paint ‘N Sip experience featuring festive themes like The Polar Express or a cup of hot cocoa. Participants can unleash their artistic side while enjoying a relaxed, holiday-inspired atmosphere.
Photo: Lone Star Winery
When: Dec. 13, 2025 | 11 a.m. – 5 p.m.
Where: Historic Downtown McKinney
More info and tickets
A holiday wine walk turns downtown streets into a sip-and-stroll adventure where festive pours, boutique browsing and proudly questionable ugly sweaters all share the spotlight. Guests collect tastes across local shops using a passport system that rewards completion with bonus sips and seasonal wine discounts. With its mix of shopping, sampling and a lively parade waiting at the finish line, it’s a cheery blend of holiday spirit and grown-up scavenger hunt.
When: Dec. 13 & 20, 2025 | 1-2 p.m.
Where: Omni PGA Frisco Resort & Spa – 4341 PGA Parkway, Frisco
More info and tickets
A holiday mixology class adds some cheerful chemistry to the season as guests learn tequila tips, shake up three themed margaritas and enjoy light bites along the way. With guided instruction and a festive lineup of flavors, it turns cocktail-making into a hands-on celebration that’s equal parts sipping and showing off. It’s a spirited way to swap the usual holiday punch for something a little more fun to shake.
When: Dec. 18, 2025 | 6 – 9 p.m.
Where: Grandscape, 5752 Grandscape Boulevard, The Colony
More info and tickets
A playful holiday crawl invites guests to wander, sip and lean fully into their most festive alter ego, whether that means a Santa suit, reindeer ears or a quietly jingling accessory or two. With multiple drink samples, built-in photo ops and a map that turns the evening into a guided meander, the walk blends lighthearted mischief with seasonal cheer. It’s a choose-your-own-holiday-spirit adventure for anyone who likes their December outings with equal parts fun and fizz.
When: Dec. 16, 2025 | 7 – 8:30 p.m.
Where: Lone Star Wine Cellars, 103 East Virginia Street, McKinney
More info and tickets
A holiday tasting turns merry and munchy as guests sip through a curated lineup of wines paired with Mary’s Mountain Christmas cookies, each combo explained by a certified wine expert who knows exactly why dessert and vino make such friendly neighbors. With five pours, five festive bites and plenty of flavor matchmaking, the session offers a playful way to sharpen gifting ideas or simply enjoy an evening where cookies behave like tiny sommeliers. It’s a cozy, limited-seat experience designed for anyone who thinks the season pairs best with a glass in one hand and a cookie in the other.
Photo: Lone Star Winery
When: Dec. 19, 2025 | 6:30 – 8 p.m.
Where: Landon Winery – Wylie, 103 N Ballard Ave, Wylie
More info and tickets
A cookie-painting workshop adds a sweet twist to holiday crafting as guests turn iced cookies into edible art while sampling curated wine pairings. A cookie artist leads the step-by-step decorating, making it easy for beginners and creative types alike to join in. With three pours, three cookies and plenty of festive energy, it’s part tasting flight, part art class and entirely built for people who don’t mind getting a little frosting on their sleeves.
When: Until Jan. 4, 2026 | Open Tuesday – Sunday 4-9 p.m.
Where: Mic Drop Comedy Plano, 7301 Lone Star Dr., Suite A-110, Plano
More info
A limited-time winter pop-up converts a comedy lounge into a cozy throwback to holiday card energy, packed with snow-day mood lighting, festive décor and enough glitter cloth to blind any inner grinch. Guests can order holiday-only cocktails, snack from a seasonal treat menu and get rewarded with a free return ticket tucked into each specialty drink. It’s an after-work escape for groups who prefer their nights stirred, shaken and very lightly sugar-coated in holiday spirit, minus the kitchen sink of promotion.
When: Until Jan. 9, 2026
Where: Lounge by Topgolf, 3255 PGA Parkway, Frisco
More info
A new pop-up pours holiday cheer by the glass as Blitzen’s transforms a lounge into a full-blown festive hideaway packed with over-the-top décor and plenty of seasonal swagger. Guests can settle in for cocktails designed by acclaimed mixologist Julie Reiner, turning each drink into its own little celebration. It’s a bright, cozy escape built for anyone who thinks December tastes better with creativity, clinking glasses and a touch of mischief.
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