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
Live Band - Vybecheck
Sat, 24 Jan at 08:00 pm
Tapped
Free
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
Valentine's Day Comedy Night
Fri, 13 Feb at 07:30 pm
600 N. Galleria Dr, Middletown, NY
THE GATHERING MASSES/A GRAND TRIBUTE TO OZZY
Sat, 14 Mar at 06:00 pm
The Zone at Clemson
Cupid's Salsa Social
Sat, 14 Feb at 07:00 pm
4 South Street, Middletown, NY, United States, New York 10940
cake & sip valentines day edition
Sat, 07 Feb at 05:00 pm
360 NY-211, Middletown, NY
Bear Love Ent Presents Laugh Frost A January Comedy Night
Sat, 24 Jan at 07:00 pm
The District Sports Lounge
USD 29
DJ MACKDITTY @ The Switch Inn
Sat, 17 Jan at 09:00 pm
126 E Main St, Middletown, NY
Bridal Expo at Galleria at Crystal Run
Sat, 24 Jan at 01:00 pm
Galleria at Crystal Run
Free
Aspire Greatness, King Trivia
Sun, 18 Jan at 06:00 pm
600 N. Galleria Dr, Middletown, NY, United States, New York 10941
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
country line dancing
Fri, 20 Feb at 07:00 pm
The Zone at Clemson
Shades of HUNKS at Tapped (Middletown, NY) 03/22/26
Sun, 22 Mar at 08:00 pm
Tapped
USD 18 to 79
Pizza & Paint Party With Hello Kitty & Sepcial Guest
Fri, 13 Feb at 06:30 pm
28 County Rd 78
USD 29 to 34
Coffee & Canvas
Sun, 25 Jan at 06:00 pm
80 W Main St, Middletown, NY, United States, New York 10940
Sunday Football @ The Switch Inn
Sun, 25 Jan at 01:00 pm
126 East Main St Middletown NY 10940
Elegant Bridal Wedding Show
Sat, 24 Jan at 01:00 pm
1 N Galleria Dr, Middletown, NY 10941-3005, United States
2026 Middletown Midwinter Flea Market
Fri, 27 Feb at 10:00 am
105 California Dr
Free
WICKED GARDEN @ THE ZONE
Sat, 24 Jan 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
Anthony Rodia: Insanely Funny Tour
Sat, 14 Mar at 07:30 pm
Paramount Theatre of Middletown
Sunday Football @ The Switch Inn
Sun, 18 Jan at 01:00 pm
126 East Main St Middletown NY 10940
Glasses and Networking
Fri, 30 Jan at 06:00 pm
130 Dolson Ave
Free
Karaoke at the Last Shot!
Sat, 24 Jan at 09:00 pm
2 Robbins rd middletown, ny
Crown Royal Party @ The Switch Inn
Tue, 27 Jan at 07:00 pm
126 E Main St, Middletown, NY
4-H Livestock Learning Night - Marketing 101
Tue, 27 Jan at 06:30 pm
18 Seward Ave, Ste 300, Middletown, NY, United States, New York 10940
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
Big Game Sunday @ The Switch Inn
Sun, 08 Feb at 11:00 am
126 E Main St, Middletown, NY
Line Dance Night with Shut Up And Dance
Thu, 29 Jan at 07:00 pm
600 N. Galleria Dr, Middletown, NY
Back with the jams @ Cosimo's Brick Oven
Thu, 12 Feb at 06:30 pm
Cosimos Brick Oven Ristorante & Bar
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
Chinese New Year🐲🎊🧧at New Middletown 2026
Sun, 15 Feb at 12:00 pm
29 North Street, Middletown, NY
LOVE & LAUGHTER VALENTINE'S COMEDY SHOW
Fri, 13 Feb at 08:00 pm
EL Patron Sports Bar & Grill
USD 34 to 386
Valentines Day Masquerade at Tapped Restaurant in Middletown, NY
Sat, 14 Feb at 06:00 pm
Tapped
USD 18 to 23
Johnstons Subaru & Bleu's Adoption Event
Sat, 17 Jan at 11:00 am
3480 Route 6, Middletown, NY 10940-6989, United States
Valentine’s Murder Mystery
Sat, 14 Feb at 10:00 pm
Mechanicstown
DJ MACKDITTY @ The Switch Inn
Sat, 24 Jan at 09:00 pm
126 E Main St, Middletown, NY
FLYSTUB DIY VALENTINES SIP & PAINT @ The District Sports Lounge
Sat, 14 Feb at 05:00 pm
13 Railroad Ave
USD 29 to 55
Congressman Pat Ryan's C.A.R.E.S. Van Visits the Wallkill Town Hall
Thu, 29 Jan at 11:00 am
Town of Wallkill Town Hall 99 Tower Drive, Building A Middletown, NY 10941
Irish Celebration Starring Andy Cooney
Fri, 20 Mar at 07:00 pm
Paramount Theatre - Middletown
Monday Night Football @ The Switch Inn
Mon, 26 Jan at 08:00 pm
126 East Main St Middletown NY 10940
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
Basketball Free Throw Championship
Sat, 24 Jan at 10:30 am
149 Cottage Street, Middletown, NY, United States, New York 10940
Prayer Board Meeting With Spiritual Growth Workshop
Sat, 07 Feb at 01:00 pm
Faith Temple Family Church
USD 45
DJ MACKDITTY @ The Switch Inn
Sat, 31 Jan at 09:00 pm
126 E Main St, Middletown, NY
Iron Cobra's Pre-Valentine's Day Show!
Fri, 13 Feb at 08:00 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
Girls night out!
Sat, 07 Feb at 05:00 pm
Limelight Hall
Yay Or Nay (Open Mic)
Sat, 17 Jan at 06:00 pm
Tapped
USD 10
Offline & On Tap Singles @ Aspire Brewing
Fri, 06 Mar at 07:00 pm
Aspire Brewing
USD 29
A DANGEROUS METAL MEETING
Sat, 21 Feb at 06:00 pm
The Zone at Clemson
An EPIK ALL IN-VITATIONAL
Sat, 11 Apr at 08:00 am
15 Industrial Dr #10, Middletown, NY, United States, New York 10941
GrayRose debuts at Aspire Brewery
Sat, 21 Mar at 07:00 pm
Aspire Brewing
Cassidy Rain at Cosimo’s
Thu, 02 Apr at 06:30 pm
Cosimos Brick Oven Ristorante & Bar
Celebratory Mass Honoring St. Patrick
Sun, 15 Mar at 09:00 am
The National Shrine Of Our Lady of Mount Carmel
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
Paris Love Cookie Decorating Class - Intermediate Level
Sun, 15 Feb at 12:30 pm
Microtel Inn & Suites by Wyndham Middletown
USD 25 to 68
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
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
Andy Cooney at Paramount Theatre - Middletown
Sat, 21 Mar at 03:00 pm
Paramount Theatre - Middletown
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
Switch Shirt Saturday @ The Switch Inn
Sat, 07 Feb at 11:00 am
126 E Main St, Middletown, NY
Fritay Night
Sat, 10 Jan at 01:07 am
RestoPam Haitian Restaurant
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
Wing Wednesday @ The Switch Inn
Wed, 21 Jan at 11:00 am
126 East Main St Middletown NY 10940
2026 Relay For Life of Berks
Sat, 30 May at 11:00 am
Berks County Fairgrounds
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
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
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
June 2026 Grade A Compliant Lab Course. STOP!-See below before paying
Tue, 16 Jun 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
May 2026 Grade A Compliant Lab Course. STOP!-See below before paying
Tue, 19 May at 08:30 am
Wallkill Town Hall
USD 85
Commotion: A Tribute to the Music of Creedence Clearwater Revival
Sat, 07 Feb
Paramount Theatre - Middletown
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Upcoming Middletown Events