Upcoming Middletown Events
Check out what's happening all around Middletown, NY
49th Annual Orange County Home Show - OCC Middletown NY
Fri, 13 Mar at 12:00 am
9 E Conkling Ave
Anthony Rodia: Insanely Funny Tour
Fri, 13 Mar at 08:00 pm
The Paramount Theatre (Middletown, NY)
Anthony Rodia: Insanely Funny Tour
Sat, 14 Mar at 07:30 pm
The Paramount Theatre (Middletown, NY)
Anthony Rodia
Thu, 12 Mar at 07:00 pm
Paramount Theatre - Middletown
Pudding Time with SCHISM, Facelift, and Guerilla Radio!
Fri, 13 Mar at 06:00 pm
Clemson Bros. Brewery
3/13 Tool tribute Schism 25th Anniversary Party at The Zone (Clemson Bros. Brewery), Middletown, NY
Fri, 13 Mar at 08:00 pm
The Zone at Clemson
THE GATHERING MASSES/A GRAND TRIBUTE TO OZZY
Sat, 14 Mar at 06:00 pm
The Zone at Clemson
The 2026 Oscar Nominated Short Films: Live Action
Sat, 28 Feb at 07:30 pm
The Paramount Theatre (Middletown, NY)
The Best of Broadway ft Alli Mauzey
Sat, 07 Mar at 07:30 pm
The Paramount Theatre (Middletown, NY)
New York: Home Improvement Material Auction
Sat, 28 Feb at 09:00 am
239 Wisner Ave, Middletown, NY, United States, New York 64101
Burgers, Beer & Boos! Paranormal Investigation at Clemson Bros.
Sat, 21 Mar at 06:00 pm
Clemson Bros. Brewery
USD 71
Andy Cooney's Irish Celebration
Sat, 21 Mar at 03:00 pm
The Paramount Theatre (Middletown, NY)
Historic Middletown Trolley Plant Paranormal Investigation
Sat, 18 Apr at 07:00 pm
449 E Main St
USD 45
Shades of HUNKS at Tapped (Middletown, NY) 03/22/26
Sun, 22 Mar at 08:00 pm
Tapped
USD 18 to 79
Juston McKinney at Paramount Theatre - Middletown
Sat, 18 Apr at 07:30 pm
Paramount Theatre - Middletown
The Best of Broadway
Fri, 06 Mar at 07:00 pm
Paramount Theatre - Middletown
Hugo The Ultimate Journey Tribute
Fri, 15 May at 08:00 pm
The Paramount Theatre (Middletown, NY)
Come See NYSERDA at the Orange County Home Show 3/14-3/16!
Sat, 14 Mar at 02:00 pm
9 E Conkling Ave, Middletown, NY 10940-6350, United States
Oscar Nominated Short Films: Live Action
Wed, 04 Mar
Paramount Theatre - Middletown
The 2026 Oscar Nominated Short Films: Animated
Sat, 28 Feb at 05:00 pm
The Paramount Theatre (Middletown, NY)
Irish Celebration Starring Andy Cooney
Fri, 20 Mar at 07:00 pm
Paramount Theatre - Middletown
Oscar Nominated Short Films: Animated
Mon, 02 Mar
Paramount Theatre - Middletown
Oscar Nominated Short Films: Documentaries
Tue, 03 Mar
Paramount Theatre - Middletown
Is Love Blind ? Speed Dating at Aspire Brewing in Middletown, NY
Fri, 13 Mar at 07:00 pm
Aspire Brewing
USD 13 to 18
Juston McKinney
Fri, 17 Apr
Paramount Theatre - Middletown
Jumperoo - Just for the Littles!
Fri, 06 Mar at 02:00 pm
1 North Galleria Drive, Middletown, NY 10941
The 2026 Oscar Nominated Short Films: Documentaries
Sat, 28 Feb at 01:30 pm
The Paramount Theatre (Middletown, NY)
Galentine's R&B Paint and Sip
Sat, 28 Feb at 12:30 pm
2040 Goshen Turnpike , Middletown, NY, United States, New York
Get Hired Job Fair
Wed, 25 Mar at 01:00 pm
1 Galleria Dr, Middletown, NY 10941, United States
Ten County Mathematics Educators Association Conference 2026
Sat, 14 Mar at 07:30 am
Middletown High School
USD 0 to 55
St Patricks Comedy Night!
Sat, 14 Mar at 08:00 pm
Clemson Bros. Brewery
USD 18
Skyline March CPE Speedway & Agility Trials
Fri, 06 Mar at 10:00 am
120 Tetz Lane, 10941
Pinball Tournament 🐾 FUNDRAISER
Sat, 21 Mar at 01:00 pm
Rock Fantasy
Pins for Pups bowling benefit
Sun, 22 Mar at 01:30 pm
Quinnz Pinz
Offline & On Tap Singles @ Aspire Brewing
Fri, 06 Mar at 07:00 pm
Aspire Brewing
USD 29
Sensory Friendly Play!
Fri, 13 Mar at 02:00 pm
1 North Galleria Drive, Middletown, NY 10941
Bowl & Praise
Sun, 15 Mar at 04:00 pm
Quinnz Pinz
Grand Marshall and Aides Breakfast
Sun, 15 Mar at 10:30 am
Middletown Elks Lodge #1097
2026 Gardening Classes
Sat, 28 Feb at 10:00 am
18 Seward Ave, Ste 300, Middletown, NY, United States, New York 10940
National Adoption Week - Middletown
Mon, 23 Mar at 01:00 pm
PetSmart (88 Dunning Rd Ste 25, Middletown, NY)
Hugo - Tribute to Journey
Thu, 14 May at 07:00 pm
Paramount Theatre - Middletown
"Limelight a Tribute to Rush" At the Zone
Sat, 09 May at 07:00 pm
The Zone at Clemson
Iron Cobra Returns to Clemson Bros. Brewery!
Fri, 01 May at 08:00 pm
Clemson Bros. Brewery
Cousins Maine Lobster 🦞at Chinese New Year Festival 2026
Sat, 28 Feb at 11:00 am
30 Gardner Ext Ave, Middletown, NY 10940, USA
Just Us - Hook & Reel
Fri, 06 Mar at 06:00 pm
Hook & Reel Cajun Seafood & Bar - Middletown, NY
Mommy and Me Braid Class
Sun, 22 Mar at 02:00 pm
41 North St, Middletown, NY
NY-Galleria at Crystal Run Mermaid Pageant
Sat, 28 Mar at 11:00 am
Galleria at Crystal Run
Anthony Rodia at Paramount Theatre - Middletown
Sat, 14 Mar
Paramount Theatre - Middletown
Singles Mixer Extravanganza at EL Patron in Middletown, NY
Fri, 17 Apr at 07:00 pm
EL Patron Sports Bar and Grill
USD 18
Chinese New Year Celebration with Live Performances and Workshops
Sat, 28 Feb at 11:00 am
Middletown High School
USD 0 to 5
The 2026 Oscar Nominated Short Films: Documentaries
Wed, 04 Mar at 01:30 pm
The Paramount Theatre (Middletown, NY)
2026 Middletown Midwinter Flea Market
Fri, 27 Feb at 10:00 am
105 California Dr
Free
GrayRose debuts at Aspire Brewery
Sat, 21 Mar at 07:00 pm
Aspire Brewing
The 2026 Oscar Nominated Short Films: Live Action
Thu, 05 Mar at 01:30 pm
The Paramount Theatre (Middletown, NY)
Sunburst Magic Mermaids Pageant & Model Search
Sat, 28 Mar at 11:00 am
1 N Galleria Dr, Middletown, NY 10941-3005, United States
Celebratory Mass Honoring St. Patrick
Sun, 15 Mar at 09:00 am
The National Shrine Of Our Lady of Mount Carmel
Bear Love Entertainment Presents
Sat, 28 Feb at 08:00 pm
The District Sports Lounge
USD 29
Chris Parker - REUNION CD/LP Release Concert
Sat, 07 Mar at 07:00 pm
115 South St, Middletown, NY 10940-6404, United States
40th Annual Orange County Home Show - Middletown, NY
Fri, 13 Mar at 02:00 pm
9 E Conkling Ave, Middletown, NY 10940-6350, United States
The 2026 Oscar Nominated Short Films: Animated
Tue, 03 Mar at 01:30 pm
The Paramount Theatre (Middletown, NY)
An EPIK ALL IN-VITATIONAL
Sat, 11 Apr at 08:00 am
15 Industrial Dr #10, Middletown, NY, United States, New York 10941
Town of Wallkill EMS New York, Free AHA Heartsaver CPR Training
Mon, 16 Mar at 06:30 pm
22 Maltese Dr
Free
Breakfast with the Easter Bunny
Sun, 29 Mar at 07:00 am
5 pocatello road, Middletown, NY
Pancake Breakfast with the Easter Bunny!
Sat, 11 Apr at 07:30 am
Washington Heights
A Soulful Celebration of Black Culture
Sat, 28 Feb at 11:00 am
9 Bert Crawford Rd
Free
Hudson Valley Trash Bash with Death Metallic
Sat, 18 Apr at 06:00 pm
The Zone at Clemson
Hudson-Delaware District Pinewood Derby
Sun, 12 Apr at 02:00 pm
Galleria at Crystal Run
3rd Annual Neurodiversity Conference
Thu, 14 May at 10:00 am
SUNY Orange Continuing Education
Killing the Kartrashian
Sun, 15 Mar at 01:00 pm
2040 Goshen Turnpike , Middletown, NY, United States, New York
Mother’s Day Atlantic City R&B Concert
Sat, 09 May at 09:15 am
Mechanicstown
One Night Only back at Cosimos in Middletown NY
Thu, 05 Mar at 06:30 pm
Cosimos Brick Oven Ristorante & Bar
FUN EASTER PHOTOS
Sun, 05 Apr at 12:00 pm
88 Dunning Rd
USD 13 to 23
Pieces of Hope Puzzle Tournament
Sat, 16 May at 09:30 am
80 W Main St, Middletown, NY, United States, New York 10940
Andy Cooney at Paramount Theatre - Middletown
Sat, 21 Mar at 03:00 pm
Paramount Theatre - Middletown
THE ROCK FANTASY WINTER OPEN
Sat, 07 Mar at 01:00 pm
Rock Fantasy
Mid-Hudson Valley Alumnae Chapter of presents Jabberwock Cotillion 2026
Sat, 11 Apr at 01:00 pm
The Barn at Villa Venezia
USD 200
Luck of the Irish Cookie Decorating Class - Intermediate Level
Sun, 15 Mar at 12:30 pm
Microtel Inn & Suites by Wyndham Middletown
USD 25 to 68
Jumpin' into Easter Cookie Decorating Class - Beginner Level
Sun, 12 Apr at 12:30 pm
Microtel Inn & Suites by Wyndham Middletown
USD 25 to 68
FALL OF THE EMPIRE LAUNCH PARTY
Sat, 28 Feb at 01:00 pm
Rock Fantasy
Just Us - Hook & Reel
Fri, 03 Apr at 06:00 pm
Hook & Reel Cajun Seafood & Bar - Middletown, NY
Cassidy Rain at Cosimo’s
Thu, 02 Apr at 06:30 pm
Cosimos Brick Oven Ristorante & Bar
Business and Industry Picnic 🧺
Thu, 07 May at 05:00 pm
Orange County Fairgrounds
Cyber Security: Protecting Your Business
Tue, 24 Mar at 03:00 pm
10 E Conkling Ave, Middletown, NY 10940 (Room 010)
Access: Charity Golf Event
Mon, 01 Jun at 09:00 am
West Hills Country Club
Town of Wallkill EMS New York, Free AHA Heartsaver CPR Training
Tue, 14 Apr at 06:30 pm
22 Maltese Dr
Free
Survey Launch Gathering: Building Climate-Resilience Together
Wed, 11 Mar at 04:00 pm
Middletown High School
Free
Valentine /Galentine
Sun, 01 Feb at 12:00 pm
Terry Gardens
USD 50
Annual Sneaker Ball Fundraiser
Sat, 14 Mar at 04:00 pm
19 1/2 Highrose Ridge Way Middletown NY 10940
March NADAC Trial
Sat, 21 Mar at 07:00 am
120 Tetz Lane, 10941
2026 Relay For Life of Berks
Sat, 30 May at 11:00 am
Berks County Fairgrounds
Post Office Employees Retirement Seminar - Middletown - 02/15/26 (5PM)
Sun, 01 Mar at 05:00 pm
Home2 Suites by Hilton Middletown
Postharvest Water Management, Sanitation, and Traceability Workshop 2026
Thu, 12 Mar at 09:00 am
18 Seward Ave, Ste 300, Middletown, NY, United States, New York 10940
Trivia Night at Aspire Brewing
Sun, 23 Mar at 06:30 pm
Aspire Brewing
Free
Troop 386 Pancake breakfast fundraiser
Sun, 15 Mar at 08:00 am
Applebee's Grill + Bar (Middletown, NY)
NADAC VT Runs
Sun, 01 Mar at 08:30 am
120 Tetz Lane, 10941
June 2026 Seminar for Water and Wastewater Operators, PEs, and Non-Members
Thu, 18 Jun at 08:00 am
Town of Wallkill Golf Club
USD 75 to 100
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
Work day
Sat, 02 May at 09:00 am
640 East Main Street, Middletown, NY, United States, New York 10940
April 2026 Grade A Compliant Lab Course. STOP!-See below before paying
Tue, 21 Apr at 08:30 am
Wallkill Town Hall
USD 85
Self-Care City Scavenger Hunt–Based on Hot Habits Series: Middletown Area
Thu, 03 Oct at 01:00 pm
*Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)
USD 0 to 23
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Upcoming Middletown Events