Middletown Music Events

Whiskey Crossing at Orange County Fair

Orange County Fair Speedway 27 Jul 2026

2026 Summer Concert Series ft Jimmy Sturr & His Orchestra

29 W Main St, Middletown, NY 10940-5715, United States 3 Jul 2026

4th of July BBQ @ The Switch Inn

126 E Main St, Middletown, NY 4 Jul 2026

2026 Summer Concert Series Ft Oxford Station

Run 4 Downtown Middletown 11 Jun 2026

2026 Summer Concert Series Ft The Arborline

Run 4 Downtown Middletown 25 Jun 2026

2026 Summer Concert Series Ft Tangent

29 W Main St, Middletown, NY 10940-5715, United States 26 Jun 2026

2026 Summer Concert Series

Run 4 Downtown Middletown 2 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 Debbie Major Trio

Run 4 Downtown Middletown 9 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 Ray Longchamp

Run 4 Downtown Middletown 16 Jul 2026

2026 Summer Concert Series Ft One Swift Kick

29 W Main St, Middletown, NY 10940-5715, United States 12 Jun 2026

2026 Summer Concert Series ft Jenna Esposito

29 W Main St, Middletown, NY 10940-5715, United States 24 Jul 2026

2026 Summer Concert Series Ft Smittie

29 W Main St, Middletown, NY 10940-5715, United States 19 Jun 2026

2026 Summer Concert Series Ft The Vibe

Run 4 Downtown Middletown 13 Aug 2026

Vinyl Tap DEBUTS at Orange County Fair

239 Wisner Ave, Middletown, NY 10940-2400, United States 25 Jul 2026

Tequila for Sammy @ The Switch Inn

126 E Main St, Middletown, NY 13 Jun 2026

Plush, Major Moment, Mama Doom & Misfit Toys

The Zone @ Clemson 14 Aug 2026

Spring Into Summer Music & Arts Showcase

Galleria Mall, Crystal Run, Middletown, N.Y. 20 Jun 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 Frank Gillis & Keeley Mitchelle with their All Star Band

29 W Main St, Middletown, NY 10940-5715, United States 17 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 Elissa Jones Trio

Run 4 Downtown Middletown 23 Jul 2026

2026 Summer Concert Series Ft Rubixx

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

FeteMent

13 Railroad Ave 12 Jun 2026

Snow White & Moriondor at Tapped

Tapped 13 Jun 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

Friday Night with DJ MACKDITTY @ The Switch Inn

126 E Main St, Middletown, NY 22 May 2026

2026 Summer Concert Series ft Circa 22 Ft Amy Smith

29 W Main St, Middletown, NY 10940-5715, United States 21 Aug 2026

Bibigirl Karaoke Reunion!

Tapped 26 Jun 2026

Children’s Funday

12 Depot St, Middletown, NY 10940 11 Jul 2026