Upcoming Middletown Events

Check out what's happening all around Middletown, NY

Elf The Musical at Paramount Theatre - Middletown

 Sun, 14 Dec at 02:00 pm Paramount Theatre - Middletown

DJ MACKDITTY @ The Switch Inn

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

AKC ACT!!

 Fri, 19 Dec at 06:00 pm 120 Tetz Lane, 10941

Orange County 4-H Fun Night

 Fri, 19 Dec at 06:00 pm 18 Seward Ave, Ste 300, Middletown, NY, United States, New York 10940

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.

Aspire Greatness, King Trivia

 Sun, 14 Dec at 06:00 pm 600 N. Galleria Dr, Middletown, NY, United States, New York 10941

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

Gingerbread House Holiday Brunch

Sat, 20 Dec at 01:00 pm Oak & Reed Downtown

Candle Concert 3: Holiday Classics at United Church

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

December 20th Belle Pepper's Bingo Brunch!

 Sat, 20 Dec at 11:00 am Tapped

Resilient Port Jervis Community Action Group Meetings 2025

 Thu, 18 Dec at 06:30 pm 18 Seward Ave, Ste 300, Middletown, NY, United States, New York 10940

National Lampoon's Christmas Vacation

 Fri, 19 Dec at 07:30 pm Paramount Theatre of Middletown

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

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

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

Winter Snow Globe Arts & Crafts with Dogwood Acres

 Sat, 20 Dec at 11:00 am Galleria at Crystal Run Free

Customer Appreciation Party @ The Switch Inn

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

Cloverbud STEM Day! 2026

 Sat, 10 Jan at 01:00 pm 18 Seward Ave, Ste 300, Middletown, NY, United States, New York 10940

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

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

Cloverbud Craft Day 2026

 Sat, 17 Jan at 11:00 am 18 Seward Ave, Ste 300, Middletown, NY, United States, New York 10940

Envy Comedy at Clemson Brothers!

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

Adult Braid Camp

 Sun, 14 Dec at 02:00 pm Get Flawless by IJala Hair and Beauty Salon

Yay Or Nay (Open Mic)

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

Christmas Eve Dinner

Wed, 24 Dec at 05:00 pm Oak & Reed Downtown

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

New Year's Eve Dinner

Wed, 31 Dec at 05:00 pm Oak & Reed Downtown

Glasses and Networking

Fri, 30 Jan at 06:00 pm Fusion Eyewear

Gingerbread house decorating party

Sat, 20 Dec at 11:00 am EPIK Athletics

Hops & Hush - A Silent Reading Night

 Wed, 17 Dec at 07:00 pm 600 N. Galleria Dr, Middletown, NY, United States, New York 10941

Ribbon Cutting Ceremony

Wed, 17 Dec at 03:30 pm Middletown N.Y.

National Lampoons Christmas Vacation - Film - Middletown

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

Breakfast with Santa

 Sat, 20 Dec at 11:00 am 40 Sands Rd, Middletown, NY

The Great Backyard Bird Count 2026

 Mon, 19 Jan at 06:00 pm 18 Seward Ave, Ste 300, Middletown, NY, United States, New York 10940

2025 MSC AMA District 34 Season Awards Ceremony

 Sat, 07 Feb at 12:00 pm Orange County Fair Speedway

Annual Breakfast with Santa

 Sun, 14 Dec at 07:00 am 5 pocatello road, Middletown, NY

Back with the jams @ Cosimo's Brick Oven

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

4-H Livestock Learning Night - Marketing 101

 Tue, 16 Dec at 06:30 pm 18 Seward Ave, Ste 300, Middletown, NY, United States, New York 10940

4-H Cloverbud Barnyard Buddies - Monthly Meetings

 Tue, 20 Jan at 05:30 pm 18 Seward Ave, Ste 300, Middletown, NY, United States, New York 10940

Primitive Man, Buffalo Nichols, Great Falls in New York

 Tue, 16 Dec at 06:30 pm The Meadows

Santa 🧑‍🎄 & Pizza 🍕

Sun, 21 Dec at 01:00 pm Pecorino's Pizzeria

Nick Saint: Private Elf Murder Mystery MATINEE at Middletown Elks Lodge!

 Sun, 14 Dec at 03:00 pm Middletown Elks Lodge #1097

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

Livestock Learning Night - Livestock Skill-A-Thon Practices

 Tue, 24 Feb at 06:30 pm 18 Seward Ave, Ste 300, Middletown, NY, United States, New York 10940

Elf

 Sun, 14 Dec at 02:00 pm Paramount Theatre of Middletown

A DANGEROUS METAL MEETING

 Sat, 21 Feb at 06:00 pm The Zone at Clemson

Urban Air Crystal Run's Cookies with Santa!

 Tue, 16 Dec at 04:00 pm 1 North Galleria Drive, Middletown, NY 10941

49th Annual Orange County Home Show - OCC Middletown NY

 Fri, 13 Mar at 12:00 am 9 E Conkling Ave

New Years Eve At Quinnz Pinz

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

2026 New York State Flower Industries Winter Greenhouse & Growers Schools

 Wed, 21 Jan at 08:00 am 18 Seward Ave, Ste 300, Middletown, NY, United States, New York 10940

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

April 2026 Seminar for Water and Wastewater Operators, PEs, and Non-Members

 Thu, 09 Apr at 08:00 am Town of Wallkill Golf Club USD 75 to 100

Fritay Night

 Sat, 13 Dec at 01:07 am RestoPam Haitian Restaurant

Trivia Night at Aspire Brewing

 Sun, 23 Mar at 06:30 pm Aspire Brewing Free

Annual Christmas Light Show

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

Awesome Scavenger Hunt! - Middletown‘s Marvelous Mystery Hunt

 Fri, 20 Dec at 08:00 am 76-82 North St USD 15

April 2026 Grade A Compliant Lab Course. STOP!-See below before paying

 Tue, 21 Apr at 08:30 am Wallkill Town Hall USD 85

February 2026 Grade A Compliant Lab Course. STOP!-See below before paying

 Tue, 24 Feb at 08:30 am Wallkill Town Hall USD 85
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