Information Updated February 2020

Twenty five years ago Tom Ollig and Dick Langenfeld had a bold idea for a brand new fundraising opportunity for Holy Trinity School. At the time, nobody knew exactly what the future would hold, but the idea became a reality, Winstock Country Music Festival was born, and in 2020 it is still a testimant to the fact that when people get together and work towards a shared goal just about anything is possible.

Even though the beginning years may have been rocky, the festival has grown to be an enormous success, not only for the local school but for the City of Winsted. One thing the committee has continued to do throughout the years is bring a mix of classic country artists along with current hit artists and some of country’s hottest up-and-coming performers to the festival. This can be seen every year throughout the festival’s history by looking at the unique lineup offered each year. As you can guess, 2020 will be no different.

Luke Combs, one of country music’s top performers currently, will be making his Winstock debut and closing out the festival on Saturday night and it’s sure to be one for the books! Darius Rucker, a headliner at Winstock in 2011, will be closing out Friday night and is sure to bring a fun twist to the show by performing his country hits and possibly some classic throwback Hootie & The Blowfish songs.

Winstock Country Music Festival will be held Friday and Saturday, June 12 & 13, 2020, in Winsted.

Joining Luke Combs and Darius Rucker as main stage performers will be Big & Rich with Cowboy Troy, Brett Eldredge, Chris Janson, Runaway June, Shenandoah, Phil Vassar, Eric Chesser, and Bobby Vandell & The Real Men of Country.

In 2018, Winstock goers were introduced to a new name for what had been coined the Emerging Artist Stage over the years. The name of Winstock’s second stage has been changed to the West Stage and is more expansive to allow more than just newcomers to take the stage. This year’s West Stage performers are Lainey Wilson, Jake Nelson, Drew Baldridge, and Drew Parker.

Tickets and more information

VIP tickets for 2020 sold out in 2019. Reserved seating ($200) and general admission ($125) through the early bird deadline of
March 15, 2020 are available at or by calling 320-485-4287. Camping passes ($130) and extra vehicle passes ($35) are also available. Tickets can be purchased at the lowest price before the early bird deadline, which is March 15, 2020. General admission and reserved seating ticket prices noted here are only valid through the early bird deadline.

The full country music festival experience

Whether you’re attending the festival for the great ‘fair food’, the mix of classic and new country music, or to share the weekend with friends or family, Winstock offers an experience unlike every other country music festival.

Camping over the weekend offers a completely different experience than staying in the concert bowl throughout the festival. Although only primitive camping sites are offered, campers have become extremely creative and customize their sites to be exactly what they need for a weekend of fun. A walk through the campgrounds during the day or night is sure to entertain with the campsite decorations, bonfires, and the opportunity to meet other concert-goers that are always friendly and welcoming.

When it comes to the food, there is a variety of options to choose from. Whether you have a sweet tooth or prefer down-home comfort food, you’ll find the best options at the festival. From mini chocolate chip cookies to turkey croissants and gyros, there is something for every craving.

While you’re at the concert, don’t forget to check out the unique vendor booths to find the perfect souvenir to bring back with you. Some of the items you’ll find are apparel & accessories, cowboy hats & boots, paintings, purses, artist merchandise, and much more!

More Winstock information

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