Entertainment events in Middletown

Check out happening entertainment events all around Middletown, NY

DJ MACKDITTY @ The Switch Inn

 Sat, 20 Dec at 09:00 pm 126 E Main St, Middletown, NY

Follow Suit at Aspire Brewing

Sat, 20 Dec at 07:00 pm Aspire Brewing

2025 Jingle Bell Bash

 Fri, 19 Dec at 06:00 pm Galleria Mall, Crystal Run, Middletown, N.Y.

Friday Night with DJ MACKDITTY @ The Switch Inn

 Fri, 26 Dec at 09:00 pm 126 E Main St, Middletown, NY

Auction A Friend - Singles Unhinged Edition

 Fri, 09 Jan at 06:30 pm Clemson Bros. Brewery USD 0 to 23

Candle Concert 3: Holiday Classics at United Church

 Sat, 20 Dec at 07:00 pm United Presbyterian Church USD 0 to 25

National Lampoon's Christmas Vacation

 Sat, 20 Dec at 07:30 pm Paramount Theatre of Middletown

Candle Concert 3🎄🎻🕯️Holiday Classics at United Church

 Sat, 20 Dec at 07:00 pm United Presbyterian Church of Middletown

Christmas Party @ The Switch Inn

 Sat, 20 Dec at 04:00 pm 126 E Main St, Middletown, NY

Bonfire Winter Warmer: Live Music with Shades, Ugly Sweater Party, Cocktails, & More!

 Fri, 19 Dec at 07:00 pm 4 South Street, Middletown, NY, United States, New York 10940

Shades of HUNKS at Tapped (Middletown, NY) 03/22/26

 Sun, 22 Mar at 08:00 pm Tapped USD 18 to 79

Customer Appreciation Party @ The Switch Inn

 Tue, 16 Dec at 06:00 pm 126 E Main St, Middletown, NY

Iron Cobra/Rock Fantasy Christmas Party at Clemson Bros.!

 Fri, 19 Dec at 09:00 pm Clemson Bros. Brewery

Envy Comedy at Clemson Brothers!

 Fri, 02 Jan at 08:00 pm Clemson Bros. Brewery USD 23

Yay Or Nay (Open Mic)

 Sat, 17 Jan at 06:00 pm Tapped USD 10

Bridal Expo at Galleria at Crystal Run

 Sat, 24 Jan at 01:00 pm Galleria at Crystal Run Free

Nailedshutt band at Aspire Brewery

Sat, 03 Jan at 07:00 pm Aspire Brewing

Gingerbread house decorating party

Sat, 20 Dec at 11:00 am EPIK Athletics

National Lampoons Christmas Vacation - Film - Middletown

 Sat, 20 Dec at 12:30 am Paramount Theatre - Middletown

Christmans Classics on the Lanes at Quinnz Pinz

 Sun, 21 Dec at 12:30 pm 13 Railroad Ave, Middletown, NY, United States, New York 10940

Back with the jams @ Cosimo's Brick Oven

 Thu, 12 Feb at 06:30 pm Cosimos Brick Oven Ristorante & Bar

Christmas Eve Mass

 Wed, 24 Dec at 04:00 pm 58 North St, Middletown, NY

Mozey in New York

 Sat, 13 Dec at 11:00 pm The Meadows

New Years Eve At Quinnz Pinz

 Wed, 31 Dec at 01:00 pm 13 Railroad Ave, Middletown, NY 10940-4907, United States

Free SPELLERS Screening & Live Panel of Nonspeakers Q&A

 Sat, 10 Jan at 01:00 pm Middletown Thrall Library

THE GATHERING MASSES/A GRAND TRIBUTE TO OZZY

 Sat, 14 Mar at 06:00 pm The Zone at Clemson

Annual Christmas Light Show

 Sat, 13 Dec at 08:00 pm 8 Shagbark St, Middletown, NY