Jack Windsor is a songwriter, singer, and recording artist based in the Greater Cleveland area. His debut full length album, My Old Ways, is available to stream or spin on vinyl. Catch him performing solo or with his 4 piece rock n roll band at a venue near you. Jack Windsor & His Band just wrapped up recording a new full length album that will be released in fall of 2026. Check out the first single, Only a Dream (So Far) below or on any your preferred streaming sites.

Shows

July 4, 2026

9am-12pm

Seville Farmer’s Market, Seville, OH

July 11, 2026

8pm-12am

Zephyr Pub, Kent, OH

*opening support for Milk-Bone, Inpatient, & Good Morning Valentine

July 18, 2026

9am-12pm

Seville Farmer’s Market, Seville, OH

July 25, 2026

10am-12pm

Geauga Fresh Farmers Market, Chagrin Falls, OH

August 29, 2026

9am-12pm

Seville Farmer’s Market, Seville, OH

September 4-6, 2026

Mojito Bay, Put-In-Bay, OH

September 26, 2026

10am-12pm

Geauga Fresh Farmers Market, Chagrin Falls, OH

October 10, 2026

4pm-12am

RM Pavilion Presents: Fall Fest 2026

Featuring: Jack Windsor & His Band, Robbing Mary, & Mary’s Lane