10 Questions Every Struggling Winery Owner Should Ask

Happy friends cheering with red wine at countryside summer event - Winery events

Running a winery can be as unpredictable as the weather. One season you’re flush with foot traffic, and the next, your tasting room is quiet, your events are half-full, and your wine club signups are stalling. If you’re a winery owner facing this kind of slowdown, you’re not alone. Many wineries—especially small, family-owned or independent ones—struggle to consistently attract visitors and convert them into loyal customers. Whether it’s due to increased competition, changes in tourism patterns, or simply not enough visibility online, the challenge is real. But the good news? The solution often starts by asking the right questions.

Here are 10 essential questions winery owners are asking when they’re ready to grow—and how the answers can help turn things around.

1. How Can I Get More Visitors to My Winery?

If you’re looking to increase foot traffic to your winery, the secret lies in combining hospitality with smart marketing. Local tourism partnerships, Google Business Profile optimization, and events such as food trucks or live music can make your location a destination. Also consider offering unique experiences—like behind-the-scenes tours, vineyard picnics, or blending workshops—to give people a reason to visit.


2. Best Ways to Promote a Winery Online

Online promotion starts with a strong digital presence. Make sure your website is mobile-friendly, SEO-optimized, and easy to navigate. Focus on social media marketing, especially Instagram and Facebook, which are visual and event-friendly. Also leverage email marketing, Google Ads, and listing platforms like Wine-Searcher or TripAdvisor to expand your reach.


3. How Do I Increase Wine Sales at My Tasting Room?

Start by training your staff to educate visitors without being pushy. Offer tiered tastings or wine flights and end each tasting with a call to action. Loyalty cards, wine club signups, and bundle discounts can nudge guests to buy more. Also, make it easy—clear signage, quick checkout, and well-labeled bottles all help.


4. How Can I Improve My Winery’s Visibility on Google?

Claim and optimize your Google Business Profile with current hours, photos, and events. Encourage happy guests to leave reviews and respond to each one. Create location-based content on your website using phrases like “winery near [town]” or “best winery in [region].” Local backlinks and citations from directories also help boost SEO.


5. What Kind of Events Attract People to a Winery?

Themed events like harvest dinners, yoga in the vineyard, or wine-and-paint nights appeal to diverse audiences. Partner with local chefs, musicians, or artisans to cross-promote. Seasonal celebrations—Mother’s Day brunch, fall festivals, or holiday markets—can drive repeat visits and social media shares.


6. How Do I Use Social Media to Market My Winery?

Use Instagram for visually showcasing your wine, vineyard views, and events. Facebook is great for local reach and event promotion. Post consistently with a mix of behind-the-scenes stories, staff spotlights, customer reviews, and user-generated content. Encourage tags and check-ins to expand organic reach.


7. What Should I Include on My Winery Website to Get More Bookings?

Your winery website should answer three questions fast: who you are, what you offer, and how to visit. Include a booking system for tastings or tours, an updated event calendar, directions, and photos. Make your wine club and eCommerce options visible. Fast-loading pages, SEO-optimized content, and clear CTAs are essential.


8. How Can I Get More Locals to Visit My Winery?

Locals love feeling like insiders. Offer resident discounts, host community nights, or sponsor local causes. Collaborate with nearby restaurants or businesses for cross-promotions. Make your winery feel like a part of the local lifestyle—casual drop-ins, friendly staff, and events geared toward the community.


9. How Do I Get My Winery Featured in Travel Guides or Blogs?

Start by identifying food, wine, and travel writers or influencers who cover your region. Reach out with a short, compelling pitch and offer them a complimentary experience. Submit your winery to regional wine trail websites, local tourism boards, and travel publications. Share press features on your site and social channels for added credibility.


10. How Can Email Marketing Help Grow My Winery Business?

Email remains one of the best ROI tools in your marketing toolkit. Use it to invite guests to events, promote seasonal wine releases, and share your story. Segment your list for wine club members, event attendees, and new subscribers. Keep your design mobile-friendly and your calls to action clear—like “Reserve Your Spot” or “Shop Now.”

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