Dutchess County Fair Grandstand Concert: Journey from the Heart

The Dutchess County Fair once again features a robust assortment of concerts in 2026!

• Chase Matthew
Aug. 25, 7:30 p.m. | Purchase Tickets
This rising country star has quickly become one of the genre’s most exciting new voices. From humble beginnings recording songs in his bedroom, the Nashville-based singer-songwriter has skyrocketed to success, amassing over one billion global streams and earning a Billboard Hot 100 hit with his Platinum-certified single “Love You Again.”

• .38 Special
Aug. 26, 7:30 p.m. | Purchase Tickets
50 years together. 20 million albums sold. More than 15 albums of guitar-driven southern rock stacked high with hits like “Hold on Loosely,” “Caught Up in You,” “If I’d Been the One,” “Back Where You Belong,” and “Second Chance.” As .38 Special proves, there’s strength in numbers.

• Journey from the Heart
Aug. 27, 7:30 p.m. | Included with Fair Admission
This Nashville-based premier tribute band honors the masterful melodies of two iconic rock legends: Journey and Heart and features two powerhouse vocalists: Ryan Christopher, who has been described by fans nationwide as “the closest thing to Steve Perry;” and Shareen Ann an incredible talent who delivers a perfect portrayal of Ann Wilson. Ann’s sister and guitar goddess Nancy Wilson is portrayed by Ann Coleman and completes this magical female duet.

• Almost Queen
Aug. 28, 7:30 p.m. | Included with Fair Admission
This four-piece band is “guaranteed to blow your mind” with iconic four-part harmonies and expertly executed musical interludes. Almost Queen’s impressive tribute to the legendary band is nothing short of breathtaking. The band’s authenticity shines through in their impeccable attention to detail and genuine costumes, while their live energy and precision will give music fans of all ages an unforgettable concert experience.

• Tyler Braden
Aug. 29, 7:30 p.m. | Included with Fair Admission
This gold-certified Alabama-born and Nashville-based singer, songwriter, and guitarist is a classic country troubadour whose storytelling strikes an intimate chord. At the same time, he’s an energetic showman who can rile up a crowd with a blast of electric guitar and a stadium-size singalong. His voice booms with soul, his riffs rock with gusto, and his songwriting teems with truth. 

• The Painted Pony Championship Rodeo
Aug. 30, 11:30 a.m. and 5 p.m. | Included with Fair Admission
The Painted Pony Championship Rodeo features tough cowboys, beautiful cowgirls, funny rodeo clowns, outstanding animals and so much more. You're guaranteed to be on the edge of your seat.