A Perfect Pairing: My Upcoming Show at Bet the Farm Winery in Trumansburg, NY

A Perfect Pairing: My Upcoming Show at Bet the Farm Winery in Trumansburg, NY

I’m thrilled to share that I’ll be bringing my boots, guitar, and storytelling songs to Bet the Farm Winery in Trumansburg, NY for a special live performance. If you’re looking for the perfect fall afternoon filled with incredible wine, great music just outside of Ithaca, this is it.

A Finger Lakes Gem Just Minutes from Ithaca

One of the reasons I’m so excited about this show is the setting. Bet the Farm is nestled close to Ithaca Trumansburg, just about a 10-minute drive from downtown Ithaca, but it feels a world away from the daily rush. Surrounded by rolling farmland and just a short detour from Cayuga Lake, the winery is part of what makes living and performing in the Finger Lakes such a joy.

View from Bet the Farm Winery

This region has a special rhythm to it and a pace that invites you to slow down, take a deep breath, and savor the moment. Whether you’re a local or visiting the area for the weekend, it’s the perfect excuse to take a scenic drive, sip something delicious, and enjoy some live music under the wide-open sky.

Award-Winning Wines, Made with Passion

Of course, the real star of Bet the Farm is their award-winning wine. They’ve built their reputation on crafting small-batch wines that celebrate the character of the Finger Lakes. From crisp, refreshing whites to bold, complex reds. Every bottle is carefully made with locally grown grapes, showcasing the region’s unique terroir and vibrant agricultural heritage.

Bottling wine at Bet the Farm Winery

If you haven’t tried their wines yet, you’re in for a treat. Their Brut Gamay is so unique to them and must be tried by everyone who visits and the Waterfall white blend is one of their most popular. These are the kinds of wine you want to linger over with friends and the perfect pairing for a live music afternoon.

Why My Music Belongs Here

One of my favorite things about performing in wineries like Bet the Farm is how naturally the music fits the atmosphere. My songs are built on stories, some from the open road, some from life’s small everyday moments, and they’re meant to be shared in places where people slow down long enough to really listen.

There’s something special about playing in a space surrounded by vineyards, where the audience is relaxed, the wine is flowing, and the conversation is as much a part of the experience as the music. It’s a chance for me to connect with folks on a deeper level, to trade stories between songs, and to create a shared memory that lingers long after the last chord rings out.

And honestly, that’s what my music has always been about, finding the heart in a story, whether it’s in a song about dusty boots and long highways or a ballad about the people who make a place feel like home. A venue like Bet the Farm brings that storytelling spirit to life.

A Cozy Afternoon in the Heart of the Finger Lakes

So what can you expect from this show? Think easy-going acoustic sets, toe-tapping folk tunes, and a few ballads to go with that second glass of Riesling. It’s going to be laid-back, intimate, and a whole lot of fun. The kind of afternoon that reminds you why we all love live music in the first place.

And if you’ve never been to Bet the Farm before, this is the perfect chance. Grab a friend, plan a little day trip, and spend a few hours soaking up everything this place has to offer. Start with a tasting flight, enjoy the music, maybe take a bottle home (or two) and make a day of it.

Community, Connection, and a Shared Experience

At the heart of it, shows like this are about more than just wine and music. They’re about connection. With the land, with the people who craft something beautiful from it, and with each other. That’s something I’ve always loved about playing in the Finger Lakes. There’s a deep sense of pride here, not just in the wines and the farms, but in the way this community supports art, creativity, and shared experiences.

Cheers at Bet the Farm Winery

When I play at Bet the Farm, I’m not just putting on a show, I’m joining in that celebration. And I hope you’ll come be part of it too.

Show Details

  • Bet the Farm Winery, Trumansburg, NY
  • 4204 Krums Corners Rd, Trumansburg, NY 14886
  • Friday October 10th 3pm-6pm
  • Live Music by Jeremiah Craig
  • Award-winning Finger Lakes wines available by the glass, flight, or bottle

Whether you’re a longtime supporter of local music or just looking for a relaxing afternoon with great wine and good company, I’d love to see you there. Bet the Farm is one of those places that captures everything I love about performing in the Finger Lakes: authenticity, creativity, and a whole lot of heart.

So dust off your boots, plan the short drive up from Ithaca, and join me for a show that pairs perfectly with a glass of something delicious. I’ll save you a seat and a song.

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