All Upcoming events

• Fri, 13 Mar, 2026 - 12:00 AM

  49th Annual Orange County Home Show - OCC Middletown NY

  9 E Conkling Ave
• Sat, 24 Jan, 2026 - 08:00 PM

  Live Band - Vybecheck

  Tapped

  Free
• Sat, 07 Feb, 2026 - 12:00 PM

  2025 MSC AMA District 34 Season Awards Ceremony

  Orange County Fair Speedway

  92+ Interested
• Fri, 13 Feb, 2026 - 07:30 PM

  Valentine's Day Comedy Night

  600 N. Galleria Dr, Middletown, NY
• Sat, 14 Feb, 2026 - 06:00 PM

  Cupid is Stupid @ The Switch Inn

  126 East Main St Middletown NY

  10+ Interested
• Sat, 14 Feb, 2026 - 07:00 PM

  Cupid's Salsa Social

  4 South Street, Middletown, NY, United States, New York 10940

  6+ Interested
• Sat, 07 Feb, 2026 - 05:00 PM

  cake & sip valentines day edition

  360 NY-211, Middletown, NY
• Sat, 14 Mar, 2026 - 06:00 PM

  THE GATHERING MASSES/A GRAND TRIBUTE TO OZZY

  The Zone at Clemson

  18+ Interested
• Sat, 24 Jan, 2026 - 07:00 PM

  Bear Love Ent Presents Laugh Frost A January Comedy Night

  The District Sports Lounge

  USD 29
• Sat, 24 Jan, 2026 - 01:00 PM

  Bridal Expo at Galleria at Crystal Run

  Galleria at Crystal Run

  Free
• Sun, 18 Jan, 2026 - 06:00 PM

  Aspire Greatness, King Trivia

  600 N. Galleria Dr, Middletown, NY, United States, New York 10941
• Sat, 21 Mar, 2026 - 06:00 PM

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

  Clemson Bros. Brewery

  USD 71
• Sun, 08 Feb, 2026 - 01:00 PM

  Murder Mystery Lunch: Manhattan – The Soupranos

  2040 Goshen Turnpike , Middletown, NY, United States, New York

  53+ Interested
• Sat, 24 Jan, 2026 - 07:00 PM

  WICKED GARDEN @ THE ZONE

  The Zone at Clemson

  15+ Interested
• Fri, 20 Feb, 2026 - 07:00 PM

  country line dancing

  The Zone at Clemson

  11+ Interested
• Fri, 13 Feb, 2026 - 06:30 PM

  Pizza & Paint Party With Hello Kitty & Sepcial Guest

  28 County Rd 78

  USD 29
• Sun, 25 Jan, 2026 - 06:00 PM

  Coffee & Canvas

  80 W Main St, Middletown, NY, United States, New York 10940

  7+ Interested
• Sun, 22 Mar, 2026 - 08:00 PM

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

  Tapped

  USD 18
• Sat, 24 Jan, 2026 - 01:00 PM

  Elegant Bridal Wedding Show

  1 N Galleria Dr, Middletown, NY 10941-3005, United States

  20+ Interested
• Fri, 27 Feb, 2026 - 10:00 AM

  2026 Middletown Midwinter Flea Market

  105 California Dr

  Free
• Sat, 14 Mar, 2026 - 07:30 PM

  Anthony Rodia: Insanely Funny Tour

  Paramount Theatre of Middletown

  367+ Interested
• Sun, 18 Jan, 2026 - 01:00 PM

  Sunday Football @ The Switch Inn

  126 East Main St Middletown NY 10940
• Sat, 14 Feb, 2026 - 01:00 PM

  Valentine's Day - Unhinged Speed Dating at Clemson Bros

  Clemson Bros. Brewery

  Free
• Fri, 30 Jan, 2026 - 06:00 PM

  Glasses and Networking

  130 Dolson Ave

  Free
• Sat, 24 Jan, 2026 - 09:00 PM

  Karaoke at the Last Shot!

  2 Robbins rd middletown, ny

  9+ Interested
• Thu, 29 Jan, 2026 - 07:00 PM

  Line Dance Night with Shut Up And Dance

  600 N. Galleria Dr, Middletown, NY

  17+ Interested
• Fri, 16 Jan, 2026 - 06:00 PM

  Orange County 4-H Fun Night

  18 Seward Ave, Ste 300, Middletown, NY, United States, New York 10940
• Tue, 27 Jan, 2026 - 07:00 PM

  Crown Royal Party @ The Switch Inn

  126 E Main St, Middletown, NY

  19+ Interested
• Tue, 27 Jan, 2026 - 06:30 PM

  4-H Livestock Learning Night - Marketing 101

  18 Seward Ave, Ste 300, Middletown, NY, United States, New York 10940
• Sun, 08 Feb, 2026 - 11:00 AM

  Big Game Sunday @ The Switch Inn

  126 E Main St, Middletown, NY

  22+ Interested
• Tue, 20 Jan, 2026 - 05:30 PM

  4-H Cloverbud Barnyard Buddies - Monthly Meetings

  18 Seward Ave, Ste 300, Middletown, NY, United States, New York 10940
• Thu, 12 Feb, 2026 - 06:30 PM

  Back with the jams @ Cosimo's Brick Oven

  Cosimos Brick Oven Ristorante & Bar
• Sat, 14 Feb, 2026 - 06:00 PM

  Valentines Day Masquerade at Tapped Restaurant in Middletown, NY

  Tapped

  USD 18
• Fri, 13 Feb, 2026 - 08:00 PM

  LOVE & LAUGHTER VALENTINE'S COMEDY SHOW

  EL Patron Sports Bar & Grill

  USD 34
• Sat, 14 Feb, 2026 - 10:00 PM

  Valentine’s Murder Mystery

  Mechanicstown

  42+ Interested
• Sat, 17 Jan, 2026 - 11:00 AM

  Johnstons Subaru & Bleu's Adoption Event

  3480 Route 6, Middletown, NY 10940-6989, United States

  7+ Interested
• Sat, 14 Feb, 2026 - 05:00 PM

  FLYSTUB DIY VALENTINES SIP & PAINT @ The District Sports Lounge

  13 Railroad Ave

  USD 29
• Thu, 29 Jan, 2026 - 11:00 AM

  Congressman Pat Ryan's C.A.R.E.S. Van Visits the Wallkill Town Hall

  Town of Wallkill Town Hall 99 Tower Drive, Building A Middletown, NY 10941
• Fri, 20 Mar, 2026 - 07:00 PM

  Irish Celebration Starring Andy Cooney

  Paramount Theatre - Middletown
• Mon, 26 Jan, 2026 - 08:00 PM

  Monday Night Football @ The Switch Inn

  126 East Main St Middletown NY 10940
• Tue, 24 Feb, 2026 - 06:30 PM

  Livestock Learning Night - Livestock Skill-A-Thon Practices

  18 Seward Ave, Ste 300, Middletown, NY, United States, New York 10940
• Sat, 07 Feb, 2026 - 01:00 PM

  Prayer Board Meeting With Spiritual Growth Workshop

  Faith Temple Family Church

  USD 45
• Sat, 17 Jan, 2026 - 09:00 PM

  DJ MACKDITTY @ The Switch Inn

  126 E Main St, Middletown, NY
• Fri, 13 Feb, 2026 - 08:00 PM

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

  Clemson Bros. Brewery

  12+ Interested
• Sat, 24 Jan, 2026 - 10:30 AM

  Basketball Free Throw Championship

  149 Cottage Street, Middletown, NY, United States, New York 10940

  4+ Interested