Tanglewood’s Fall Festival Returns With Two Days of Sips, Songs, and Seasonal Fun

Looking for some fall activities to fill up all those empty spaces on your calendar? Well, you have two fewer days to worry about, because Tanglewood Winery’s annual Fall Festival is back October 9–10!

This isn’t business as usual at Tanglewood. For those who’ve been here before, picture everything you love about a visit and add a little extra fall flavor. And if this is your first time joining us, you can consider this your welcome party—because we’re certainly bringing a party-ready lineup.

 

What We’ve Got Planned for the 2026 Fall Festival

Frequent visitors will know that live music and food trucks are nothing new around here, but when our Fall Festival rolls around, we like to add a little more to the mix so there’s something for everyone to enjoy. From hayrides for the kids to seasonal wines you can sip while you watch, here’s what our Fall Festival lineup includes this year.

 

Friday, October 9

Bearded Dad's BBQ: Bringing Texas-style BBQ to the Fall Festival with smoked meats, savory sides, and plenty of flavor perfect for the season.

Waffle Stix: Serving up Michigan’s original waffles on a stick—and yes, it’s as fun to eat as it sounds.

Mark Pawlak: Holland-based singer and guitarist bringing acoustic covers and sing-along favorites spanning several decades.

 

Saturday, October 10

Two Bones BBQ: We’re running back the BBQ on Saturday, with Two Bones serving up smoked meats and scratch-made sides out of one seriously cool repurposed Texas city bus.

Grayson Barton: A familiar face in the West Michigan live music scene—and around Tanglewood—Grayson returns to send Fall Festival off on a high note.

Both Days: Fall Activities for the Whole Family

Hayrides: The only kind of slow-moving traffic that actually improves your day.

Bonfires: The perfect spot to warm up once the evening starts to cool down.

Scavenger Hunt: Because good times with friends can always use a little friendly competition—and there may or may not be prizes on the line.

 

Sweetening the Deal: 10% Off Seasonal Wines

We’re no snobs over here, but we do know one thing that pairs perfectly with all the fall festivities above: a nice glass of wine. So, for the Fall Festival, we’re offering 10% off bottles of three seasonal favorites in the Tasting Room:

  • Harvest Sangria: Similar to our Summer Sangria—a blend of five different fruit wines—but with added peach wine, apple wine, and mulling spices for a fall twist.

  • Apple Pie: Apple cider cooked with spices, then fortified with apple wine and brandy. It tastes just like its namesake dessert.

  • Peach Cobbler: Peach cider cooked with spices, then fortified with peach wine and brandy.

One more thing worth raising a glass to: We’ll be releasing a barrel of Dragon’s Blood for the occasion. Based on our signature Blue Blood—a port-style wine made with the last blueberries of the season—and aged for five years in local stout beer barrels, this limited release won’t always be in the Tasting Room, but the Fall Festival gives you two guaranteed days to catch it!

 

The Dates Are on Our Calendar—Now Add Them to Yours

If you’re looking for fall activities in Michigan, Tanglewood’s got plenty waiting for you in Holland. Come for the live music, the food trucks, the seasonal wines, or just for an excuse to be outside—but chances are, you’ll find another reason to stay.

So, mark your calendars for October 9–10, bring your favorite people, and come spend fall Tanglewood style! And of course, if you need a little appetizer before the Fall Festival arrives, check out our events calendar—there’s plenty more happening before the big days arrive.

 

Plan Your Visit to Tanglewood Winery

Our Address:

15811 Riley St

Holland, MI 49424

 

Tasting Room Hours:

Tuesday-Thursday: 3PM-8PM

Friday: 2PM-9PM

Saturday: 1PM-9PM