Upcoming Middletown Events

Check out what's happening all around Middletown, NY

Anthony Rodia: Insanely Funny Tour

 Fri, 13 Mar at 08:00 pm Paramount Theatre of Middletown

Big Game Sunday @ The Switch Inn

 Sun, 08 Feb at 11:00 am 126 E Main St, Middletown, NY

49th Annual Orange County Home Show - OCC Middletown NY

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

Baile Amor y La Amistad ❤️🐓⭐️

 Sat, 14 Feb at 09:00 pm El Gallo de Oro

Anthony Rodia: Insanely Funny Tour

 Sat, 14 Mar at 07:30 pm The Paramount Theatre (Middletown, NY)

2025 MSC AMA District 34 Season Awards Ceremony

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

Cupid is Stupid @ The Switch Inn

 Sat, 14 Feb at 06:00 pm 126 East Main St Middletown NY

cake & sip valentines day edition

Sat, 07 Feb at 05:00 pm 360 NY-211, Middletown, NY

Valentine's Day Comedy Night

Fri, 13 Feb at 07:30 pm 600 N. Galleria Dr, Middletown, NY

Cupid's Salsa Social

Sat, 14 Feb at 07:00 pm 4 South Street, Middletown, NY, United States, New York 10940

country line dancing

Fri, 20 Feb at 07:00 pm The Zone at Clemson

Valentine's Day - Unhinged Speed Dating at Clemson Bros

 Sat, 14 Feb at 01:00 pm Clemson Bros. Brewery USD 0 to 29

THE GATHERING MASSES/A GRAND TRIBUTE TO OZZY

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

FLYSTUB DIY VALENTINES SIP & PAINT @ The District Sports Lounge

 Sat, 14 Feb at 05:00 pm 13 Railroad Ave USD 29 to 55

Burgers, Beer & Boos! Paranormal Investigation at Clemson Bros.

 Sat, 21 Mar at 06:00 pm Clemson Bros. Brewery USD 71

Murder Mystery Lunch: Manhattan – The Soupranos

 Sun, 08 Feb at 01:00 pm 2040 Goshen Turnpike , Middletown, NY, United States, New York

Andy Cooney's Irish Celebration

 Sat, 21 Mar at 03:00 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

Irish Celebration Starring Andy Cooney

 Fri, 20 Mar at 07:00 pm Paramount Theatre - Middletown

Galentine's Craft Night @ Tapped

 Thu, 12 Feb at 06:00 pm Tapped

Prayer Board Meeting With Spiritual Growth Workshop

 Sat, 07 Feb at 01:00 pm Faith Temple Family Church USD 45

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

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

Valentine's Weekend- Espresso Martini Flights

 Fri, 13 Feb at 11:00 am Pizza E Birra

Captain Morgan Party @ The Switch Inn

 Sun, 08 Feb at 06:30 pm 126 E Main St, Middletown, NY

Back with the jams @ Cosimo's Brick Oven

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

The SPECS at Tapped

 Fri, 13 Feb at 08:00 pm Tapped

Jump & Play with Urban Air Adventure Park

 Tue, 17 Feb at 11:00 am Galleria at Crystal Run Free

LOVE & LAUGHTER VALENTINE'S COMEDY SHOW

 Fri, 13 Feb at 08:00 pm EL Patron Sports Bar & Grill USD 34 to 386

Get Hired Job Fair

 Wed, 25 Mar at 01:00 pm 1 Galleria Dr, Middletown, NY 10941, United States

Valentines Day Masquerade at Tapped Restaurant in Middletown, NY

 Sat, 14 Feb at 06:00 pm Tapped USD 18 to 23

Valentine’s Murder Mystery

Sat, 14 Feb at 10:00 pm Mechanicstown

Parents Night Out-Early Valentine's Event!🤍

 Thu, 12 Feb at 04:00 pm 1 North Galleria Drive, Middletown, NY 10941

Ten County Mathematics Educators Association Conference 2026

 Sat, 14 Mar at 07:30 am Middletown High School USD 0 to 55

NY-Galleria at Crystal Run Mermaid Pageant

 Sat, 28 Mar at 11:00 am Galleria at Crystal Run

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

Bowl & Praise

 Sun, 15 Mar at 04:00 pm Quinnz Pinz

Skyline March CPE Speedway & Agility Trials

 Fri, 06 Mar at 10:00 am 120 Tetz Lane, 10941

Salsa Takeover Social - at Clemson Bros - THE ZONE!

 Fri, 27 Feb at 07:00 pm The Zone at Clemson

Is Love Blind ? Speed Dating at Aspire Brewing in Middletown, NY

 Fri, 13 Mar at 07:00 pm Aspire Brewing USD 13 to 18

Galentine's R&B Paint and Sip

 Sat, 28 Feb at 12:30 pm 2040 Goshen Turnpike , Middletown, NY, United States, New York

Sunburst Magic Mermaids Pageant & Model Search

 Sat, 28 Mar at 11:00 am 1 N Galleria Dr, Middletown, NY 10941-3005, United States

Iron Cobra's Pre-Valentine's Day Show!

 Fri, 13 Feb at 08:00 pm Clemson Bros. Brewery

A DANGEROUS METAL MEETING

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

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

FeteMent

 Sat, 21 Feb at 09:00 pm 13 Railroad Ave USD 13 to 18

Chinese New Year at New Middletown 2026!

 Sun, 15 Feb at 12:00 pm New Middletown Free

Girls night out!

Sat, 07 Feb at 05:00 pm Limelight Hall

Town of Wallkill EMS New York, Free AHA Heartsaver CPR Training

 Wed, 18 Feb at 06:30 pm 22 Maltese Dr Free

Offline & On Tap Singles @ Aspire Brewing

 Fri, 06 Mar at 07:00 pm Aspire Brewing USD 29

Abstract Paint and Sip

 Thu, 19 Feb at 06:30 pm Aspire Brewing USD 55

OC Smash 12U Navy Tricky Tray for their Road to Cooperstown

 Sat, 21 Feb at 05:00 pm Presidential Park Elementary School

Regional Food Bank Lager Release Party

 Fri, 13 Feb at 06:00 pm 4 South Street, Middletown, NY, United States, New York 10940

Singles Mixer Extravanganza at EL Patron in Middletown, NY

 Fri, 17 Apr at 07:00 pm EL Patron Sports Bar and Grill USD 18

GrayRose debuts at Aspire Brewery

Sat, 21 Mar at 07:00 pm Aspire Brewing

Andy Cooney at Paramount Theatre - Middletown

 Sat, 21 Mar at 03:00 pm Paramount Theatre - Middletown

2026 Middletown Midwinter Flea Market

 Fri, 27 Feb at 10:00 am 105 California Dr Free

Mommy and Me Braid Class

 Sun, 22 Mar at 02:00 pm 41 North St, Middletown, NY

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

Singles Mixer Post -Valentine's Brunch at The District Middletown,NY

 Sun, 15 Feb at 01:00 pm The District Sports Lounge USD 18

Valentines Day Mini Photo Sessions

 Sat, 07 Feb at 11:20 am 80 W Main St, Middletown, NY, United States, New York 10940

Mother’s Day Atlantic City R&B Concert

Sat, 09 May at 08:00 am Mechanicstown

Celebratory Mass Honoring St. Patrick

 Sun, 15 Mar at 09:00 am The National Shrine Of Our Lady of Mount Carmel

Pizza & Paint Party With Hello Kitty & Sepcial Guest

 Fri, 13 Feb at 06:30 pm 28 County Rd 78 USD 29 to 34

An EPIK ALL IN-VITATIONAL

 Sat, 11 Apr at 08:00 am 15 Industrial Dr #10, Middletown, NY, United States, New York 10941

Bear Love Entertainment Presents

 Sat, 28 Feb at 08:00 pm The District Sports Lounge USD 29

Designer Bag Bingo

 Sat, 28 Feb at 05:00 pm Town of Wallkill Golf Club

Chris Parker - REUNION CD/LP Release Concert

 Sat, 07 Mar at 07:00 pm 115 South St, Middletown, NY 10940-6404, United States

Paris Love Cookie Decorating Class - Intermediate Level

 Sun, 15 Feb at 12:30 pm Microtel Inn & Suites by Wyndham Middletown USD 25 to 68

VALENTINES PHOTO W/ MICKEY & MINNIE

 Sat, 07 Feb at 12:00 pm 88 Dunning Rd USD 13 to 34

Dog PaRtY at Tapped In Middletown, NY

 Sat, 07 Feb at 08:00 pm Tapped

Chinese New Year Celebration with Live Performances and Workshops

 Sat, 28 Feb at 11:00 am Middletown High School USD 0 to 5

Hudson Valley Trash Bash with Death Metallic

Sat, 18 Apr at 06:00 pm The Zone at Clemson

A Soulful Celebration of Black Culture

 Sat, 28 Feb at 11:00 am 9 Bert Crawford Rd Free

Y Leaders Club Breakfast Sale

Sat, 07 Feb at 08:30 am 81 Highland Ave, Middletown, NY, United States, New York 10940

Orange County 4-H Fun Night

 Fri, 20 Feb at 06:00 pm 18 Seward Ave, Ste 300, Middletown, NY, United States, New York 10940

Rock Fantasy Battle Of The Pinball Bands

Sat, 07 Feb at 01:00 pm Rock Fantasy

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

Commotion: A Tribute to the Music of Creedence Clearwater Revival

 Sat, 07 Feb at 01:00 am Paramount Theatre - Middletown

Mid-Hudson Valley Alumnae Chapter of presents Jabberwock Cotillion 2026

 Sat, 11 Apr at 01:00 pm The Barn at Villa Venezia USD 200

THE ROCK FANTASY WINTER OPEN

Sat, 07 Mar at 01:00 pm Rock Fantasy

Prepared: For Such A Time as This

 Fri, 20 Feb at 07:00 pm 510 M and M Rd Free

One Night Only back at Cosimos in Middletown NY

 Thu, 05 Mar at 06:30 pm Cosimos Brick Oven Ristorante & Bar

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

Cassidy Rain at Cosimo’s

 Thu, 02 Apr at 06:30 pm Cosimos Brick Oven Ristorante & Bar

FALL OF THE EMPIRE LAUNCH PARTY

Sat, 28 Feb at 01:00 pm Rock Fantasy

4-H Cloverbud Barnyard Buddies - Monthly Meetings

 Tue, 17 Feb at 05:30 pm 18 Seward Ave, Ste 300, Middletown, NY, United States, New York 10940

Access: Charity Golf Event

 Mon, 01 Jun at 09:00 am West Hills Country Club

Galentines @ Tapped Middletown

 Thu, 12 Feb at 06:00 pm Tapped

Switch Shirt Saturday @ The Switch Inn

 Sat, 07 Feb at 11:00 am 126 E Main St, Middletown, NY

Coffee & Canvas

 Sun, 15 Feb at 06:00 pm 80 W Main St, Middletown, NY, United States, New York 10940

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

2026 Relay For Life of Berks

 Sat, 30 May at 11:00 am Berks County Fairgrounds

Join us for our first-time buyer weekend 7th & 8th Feb 🏡

 Sat, 07 Feb at 06:00 am Mill Vale, Middleton, M24 2GG

FERS/CSRS Benefits Workshop - Middletown - 02/15/26

 Sun, 15 Feb at 05:00 pm Home2 Suites by Hilton Middletown

Post Office Employees Retirement Seminar - Middletown - 02/15/26(2PM)

 Sun, 15 Feb at 02:00 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

NADAC VT Runs

 Sun, 01 Mar at 08:30 am 120 Tetz Lane, 10941
Categories
Dance
Live Music
Valentine's Day
Food & Drinks
Comedy
Concerts
Popular topics
Beer
Rock Music
Performing Arts
Beauty
Cocktails