The Mandalorian and Grogu

The Paramount Theatre (Middletown, NY) 22 May 2026

Whiskey Crossing at Orange County Fair

Orange County Fair Speedway 27 Jul 2026

The Mandalorian and Grogu

Paramount Theatre of Middletown 26 May 2026

HUNKS The Show at Tapped (Middletown, NY) 06/22/26

Tapped 22 Jun 2026

Kids Go Free Movie Day 2026!

Middletown Cinemas 20 Jun 2026

Love, Me and Liberation: A Juneteenth Conversation with Tiffany D. Cross

The Barn at Villa Venezia 19 Jun 2026

School's Out Vacation Camp

6 Liberty St, Middletown, NY 10940-5508, United States 19 Jun 2026

Victory Beyond the Cup - 3v3 Soccer Tournament on AirPitch

12th Rock 20 Jun 2026

2026 Summer Concert Series ft Jimmy Sturr & His Orchestra

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

Juneteenth Celebration

1-31 Union St. Middletown, NY 19 Jun 2026

Season Closer Truck Meet

Orange County Fair Speedway 31 Oct 2026

Power Ballad

Paramount Theatre of Middletown 11 Jun 2026

Iron Cobra Returns to the Orange County Fair!

Orange County Fair Speedway 28 Jul 2026

4th of July BBQ @ The Switch Inn

126 E Main St, Middletown, NY 4 Jul 2026

Code Red Operation 25 at Paramount Theatre - Middletown

Paramount Theatre - Middletown 13 Jun 2026

Thrills & Chills Book Fair

Aspire Brewing 12 Jul 2026

2026 Summer Concert Series Ft Oxford Station

Run 4 Downtown Middletown 11 Jun 2026

"Tea Lovers" Simmer Pot Workshop

Tranquili-Tea Calm Your Mind Lounge 14 Jun 2026

2026 Summer Concert Series Ft The Arborline

Run 4 Downtown Middletown 25 Jun 2026

3 Fore Tee Charity Golf Outing

Walkill Golf Course 3 Aug 2026