Why the Off-Season Is Your Most Important Season: Keeping Guests Engaged When Travel Slows

Keep guests engaged year-round with virtual tastings, vineyard stories, and local getaways.

Why the Off-Season Is Your Most Important Season: Keeping Guests Engaged When Travel Slows

As the busy months wind down and vines slip into their winter slumber, many wineries naturally see a slowdown in visitor traffic—especially from out-of-town guests tightening budgets or limiting discretionary travel. But for tasting rooms, the off-season is not a period of dormancy. In fact, it’s one of the most strategic windows to strengthen relationships, inspire future travel, and build loyal brand advocates.

The quieter months present a rare opportunity: more time, more storytelling, and more meaningful engagement. And for cellar doors ready to lean in, the payoff lasts long after the last leaf falls.

Reconnect With Remote Fans Through Virtual Tastings

Virtual tastings surged in popularity during the pandemic, and while on-site life has returned to normal, digital engagement remains a powerful tool—especially for customers who still love your wines but aren’t traveling as much due to rising costs or personal budget cuts.

Use this time to:

  • Host monthly or themed virtual tastings: Focus on the 2025 vintage, special releases, or holiday pairing recommendations.
  • Bring in your winemaker, vineyard manager, or hospitality director: Fans love seeing the people behind the bottle. These sessions make your brand feel personal and accessible.
  • Offer discounted tasting kits: Small-format bottles, curated tasting sets, or limited-edition bundles can make virtual sessions both affordable and irresistible.

By keeping your digital doors open, you remind customers that they don’t have to hop on a plane to stay connected to your winery.

Launch a Weekly Vineyard Podcast or Behind-the-Scenes Video Series

Your vineyard is alive year-round—even if the excitement isn’t always visible from the highway. From pruning to cover crops to barrel tasting the 2025 vintage, there’s always something new to share.

A weekly short-form podcast or video update is a low-cost, high-return way to:

  • Build anticipation for what’s coming next
  • Educate wine lovers about seasonal vineyard work
  • Create consistent touchpoints that keep your winery top-of-mind
  • Humanize your brand with real voices and unscripted stories

Think of it as a modern, scalable version of chatting with guests at the tasting bar.

Introducing CellarPassTV: Your Spotlight in 2026

CellarPassTV returns for an all-new season in 2026, offering wineries a unique, high-visibility platform to engage audiences far and wide. Each month, a winery can sponsor an episode to showcase everything from their current club shipment to upcoming tasting experiences and limited wine releases.

This is an incredible opportunity to connect with wine lovers in a story-driven format that brings your winery to life. Behind-the-scenes vineyard tours, sneak peeks of upcoming releases, and curated tasting experiences can now reach audiences beyond your tasting room—keeping your winery top-of-mind during the off-season and inspiring future visits.

Highlight Holiday Experiences and Tasting Room Events

Just because the year is winding down doesn’t mean experiences slow to a stop. In fact, many wineries now offer some of their most festive, creative, and memorable events between November and March.

Use email, social media, CellarPass listings, and even CellarPassTV to promote:

  • Holiday-themed tastings
  • Seasonal food pairings
  • Barrel samples and library flights
  • Winemaker open houses
  • Cozy limited-capacity experiences designed for intimate groups

These experiences not only boost off-season visitation—they also reinforce your brand as a year-round destination.

Don’t Forget Your Local Guests—Your Most Reliable Visitors

While long-distance travelers may scale back during the winter, locals become your secret weapon.

Local consumers:

  • Don’t need hotel stays or long commutes
  • Are eager for quick, spontaneous getaways
  • Are more likely to attend recurring events
  • Often bring visiting friends and family
  • Have the highest potential for long-term club membership

Now is the ideal time to:

  • Launch locals-only perks: “Second Sunday Locals Flights,” discounted tastings, or club-style benefits for nearby residents.
  • Host micro-events: Trivia nights, winter cellar tours, chef pop-ups, or après-ski–themed gatherings.
  • Extend after-work hours: A 4–7pm tasting flight can turn an ordinary weekday into a relaxing escape for those living just minutes away.

Local engagement also builds hometown pride—your neighbors become your ambassadors.

The Off-Season Is Your Competitive Advantage

Rather than seeing winter and early spring as slow periods, wineries that proactively maintain customer engagement position themselves for stronger visitation and increased sales when travel rebounds.

Whether it’s virtual tastings, weekly podcasts, CellarPassTV sponsorships, small-batch release celebrations, or locals-only events, staying top-of-mind today ensures guests come back tomorrow—with friends, family, and a renewed appreciation for your wines.

Jonathan Elliman
Jonathan Elliman
co-founder + cto
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