Middletown Live Music Events

Whiskey Crossing at Orange County Fair

Orange County Fair Speedway 27 Jul 2026

Middletown Summer Concert Series !

Festival Square 31 Jul 2026

4th of July BBQ @ The Switch Inn

126 E Main St, Middletown, NY 4 Jul 2026

2026 Summer Concert Series ft Jungle Love

29 W Main St, Middletown, NY 10940-5715, United States 31 Jul 2026

2026 Summer Concert Series ft Rich Pell Band

Run 4 Downtown Middletown 6 Aug 2026

2026 Summer Concert Series

Run 4 Downtown Middletown 2 Jul 2026

2026 Summer Concert Series ft Rachel Leeya

29 W Main St, Middletown, NY 10940-5715, United States 7 Aug 2026

2026 Summer Concert Series ft Dog Party Band

29 W Main St, Middletown, NY 10940-5715, United States 14 Aug 2026

2026 Summer Concert Series Ft Rubixx

29 W Main St, Middletown, NY 10940-5715, United States 10 Jul 2026

2026 Summer Concert Series ft The Specs

29 W Main St, Middletown, NY 10940-5715, United States 28 Aug 2026

2026 Summer Concert Series Ft Alex Haines, Maxillian Mezetin & Martin Tuzo Trio

Run 4 Downtown Middletown 30 Jul 2026

2026 Summer Concert Series ft Frank Gillis & Keeley Mitchelle with their All Star Band

29 W Main St, Middletown, NY 10940-5715, United States 17 Jul 2026

Songs & Stories with Amanda Janson

Cornerstone Church 18 Jul 2026

Iron Cobra Returns to Clemson Brothers Brewery!

The Zone at Clemson 7 Aug 2026

2026 Summer Concert Series ft Lorely Chavez y su Fantasia Musical

29 W Main St, Middletown, NY 10940-5715, United States 4 Sep 2026