Make your life happening by enrolling to entertainment events in Middletown. Find a partner through a salsa night or take your partner to live in concerts by upcoming bands in your town. Get high while playing Beer Pong in a pub crawl or attending stand-up comedy events in Middletown. Shake your legs in the happy streets, zumba or dance workshops or go for a film screening in the nearby cafes or theaters.
Explore Entertainment Events in Middletown.
## Entertainment Events in Middletown - **Event Name**: Classic Rock Trivia at The Vineyard at Hershey - **Description**: Free trivia is back!About this EventCheaters Never Prosper is hosting trivia on Sunday Funday!!! This is family friendly! Feel free to bring food and sealed non-alcoholic beverages. There is no alcohol - **Date**: Sun Sep 13 2026 at 06:00 pm – Sun Sep 13 2026 at 08:30 pm (-04:00) - **Event URL**: https://allevents.in/middletown/classic-rock-trivia-at-the-vineyard-at-hershey/100001997283165714 - **Venue**: The Vineyard at Hershey - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy9hY2VlZTAzODA3MzE4MGNmNGQwNjZhNWNhYmY4NTk1NjA2NDNkZjVlM2M3MGUwNDYyMmY2ZDc0YzNjZDFjN2ZjLXJpbWctdzEyMDAtaDYyOC1kY2Y4ZjhmOC1nbWlyLmpwZz92PTE3ODYyNDczNDQ.avif - **Price**: Free - **Categories**: fitness, Entertainment - **Event Name**: Free Live music with Crossing Abbey Road at The Vineyard at Hershey - **Description**: The best Beatles cover band is back and better than ever1About this EventCrossing Abeey Road is back for a free show! Join us on the patio for a wonderful night of Central PA's best beer wine, cider an - **Date**: Sat Oct 17 2026 at 07:00 pm – Sat Oct 17 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/middletown/free-live-music-with-crossing-abbey-road-at-the-vineyard-at-hershey/100001997622916919 - **Venue**: The Vineyard at Hershey - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy8wNWMwNGNmZDQzYTQ5ZWVhNGU4MDZlZGY0YjdhMTNhZWE0YmU0NGIyYzA4YjBiYzY5NjlkNDcwMzkzMTk5ZTVhLXJpbWctdzEyMDAtaDEyMDAtZGNmOGY4ZjgtZ21pci5qcGc_dj0xNzg2NzkyNzU5.avif - **Price**: Free - **Categories**: fitness, Music, Entertainment - **Event Name**: Comedy Night at The Vineyard at Hershey! - **Description**: Enjoy a night of giggles with out October lineup!!About this EventEDR Entertainment presents Comedy Night at The Vineyard at Hershey! Another group of comedians is coming to the Vineyard at Hershey for an evening of good - **Date**: Sat Oct 24 2026 at 07:00 pm – Sat Oct 24 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/middletown/comedy-night-at-the-vineyard-at-hershey/100001986838577670 - **Venue**: The Vineyard at Hershey - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy8wNGUyYTE4N2VlMzBlMjkyODRlMWM5YWI4Yjk3N2FlMjU2YjY1OTk1NDdhNzAxNWVkMTQzYzM3YjVlMjNmZmY2LXJpbWctdzUxMi1oMzg0LWRjMDgxMTJiLWdtaXIuanBnP3Y9MTc3NjY2MDQ2OA.avif - **Price**: USD 31 - **Categories**: fitness, comedy, Entertainment - **Event Name**: Rock N Roll music trivia at The Vineyard at Hershey - **Description**: ARE YOU READY TO ROCK!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!About this EventCheaters Never Prosper is hosting trivia every Wednesday!!!This is family friendly! Feel free to bring food and sealed non-alcohol - **Date**: Wed Sep 16 2026 at 06:00 pm – Wed Sep 16 2026 at 08:30 pm (-04:00) - **Event URL**: https://allevents.in/middletown/rock-n-roll-music-trivia-at-the-vineyard-at-hershey/100001998995884502 - **Venue**: The Vineyard at Hershey - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvNjUzZjBkZTQyZjhlOTZlOTliZGU4MzUxM2JjODM0ZGI2ZTg0ZjlkNjFiZmZiNmRkNjY2NWY0MDFjM2I0NTdkNC1yaW1nLXcxMjAwLWg2MjgtZGMwODA4MDgtZ21pci5qcGc_dj0xNzg3ODA2OTMw.avif - **Price**: Free - **Categories**: fitness, Entertainment - **Event Name**: Ladies Day out - Witch Party at The Vineyard at Hershey - **Description**: Costumes, spooky fun, and more!About this EventGrab your broomsticks and gather your coven for a spellbinding Ladies Day Out: Witch Party at the Vineyard at Hershey. Join us for an afternoon of wicked fun featuring local - **Date**: Sun Oct 25 2026 at 12:00 pm – Sun Oct 25 2026 at 05:00 pm (-04:00) - **Event URL**: https://allevents.in/middletown/ladies-day-out-witch-party-at-the-vineyard-at-hershey/100001996167692303 - **Venue**: The Vineyard at Hershey - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy9lM2IzZjQyOWFlNmY3OGJjNzZiYmFjYmY0OTRhOTJiYWFmYzY3MmE5ZjU3YzNlMjE4OTU4MmI1OTFiZTNhZGRlLXJpbWctdzEyMDAtaDY3NS1kYzY4NjgxOC1nbWlyLmpwZz92PTE3ODU1NTA1NjM.avif - **Price**: Free - **Categories**: parties, entertainment, workshops - **Event Name**: Pink Party at The Vineyard at Hershey - **Description**: Let's party and raise funds for Pink Hands of Hope!About this EventBreak out your best pink outfit and help raise money for Pink Hands of Hope! There will be specialty drinks, raffles and music with Th - **Date**: Fri Oct 09 2026 at 06:00 pm – Fri Oct 09 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/middletown/pink-party-at-the-vineyard-at-hershey/100001996027786842 - **Venue**: The Vineyard at Hershey - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvOWZjYWM1ZjRmOTc5MzEyZWI0OGE0OTJmYmQ5OTU4MWYwYWNjYjUzOTVhYzY5NjYzN2NiYWE1ZGFkZjRjZGI5Yi1yaW1nLXcxMjAwLWg2NzUtZGNkYTJmNjMtZ21pci5qcGc_dj0xNzg1Mzg5NDI4.avif - **Price**: Free - **Categories**: fitness - **Event Name**: Yesterday and Today - The Interactive Beatles Experience - **Description**: 📍 Venue: Penn State Harrisburg 🏠 Address: 777 West Harrisburg Pike, Middletown, PA 17057 🌆 City: Middletown 📍 Location: 40.2012, -76.7436✨ Experience the magic of Yesterday and Today - The Interactive Beatles Experience, where moments be - **Date**: Thu Oct 15 2026 at 07:30 pm – Thu Oct 15 2026 at 09:30 pm (-05:00) - **Event URL**: https://allevents.in/middletown/yesterday-and-today-the-interactive-beatles-experience/3200030487333419 - **Venue**: Penn State Harrisburg - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy9hNTFiZjBlMC1hNWVkLTExZjEtODk5MC01ZDA0ZDIzMWEyZGQtcmltZy13MTIwMC1oNzIwLWRjMDgwODA4LWdtaXIuanBnP3Y9MTc4ODI1NzU1Mg.avif - **Categories**: trips-adventures, Contests - **Event Name**: Golden Girls trivia at The Vineyard at Hershey - **Description**: Thank you for being a friend!About this EventCheaters Never Prosper is hosting its weekly Trivia Night at The Vineyard at Hershey!Doors open at 6pm, trivia begins at 6:30pmFeel free to bring sna - **Date**: Wed Sep 23 2026 at 06:00 pm – Wed Sep 23 2026 at 08:30 pm (-04:00) - **Event URL**: https://allevents.in/middletown/golden-girls-trivia-at-the-vineyard-at-hershey/100001997616422494 - **Venue**: The Vineyard at Hershey - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy81MzJiMWY5ODVhZjcwZWZlMDgyZWI3N2NlNGMzODgyOGI1NTQ5MDQxNWVhYzdhMzA5N2MzMzExYTdkZTViMjhiLXJpbWctdzEyMDAtaDYwMC1kYzA4MDgwOC1nbWlyLmpwZz92PTE3ODY3OTM1MjM.avif - **Price**: Free - **Categories**: entertainment - **Event Name**: JOKES AND JAZZ - **Description**: 🎤😂 Get Ready for a Night of Laughs, Music & Unforgettable Fun! 🎷✨ The Undivided Singles Ministry of DaySpring Ministries invites you to Jokes & Jazz Comedy Show—an evening filled with side-splitting comedy, great vibes, and amazing fellowship! 🎙️ - **Date**: Fri Sep 25 2026 at 07:00 pm – Fri Sep 25 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/middletown/jokes-and-jazz/200030495973826 - **Venue**: DaySpring Ministries - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy8yNGJlM2JmYTg2NTYxZjM5NzhmYjhiYjc0ODE1MGVkNGZlNzNlNGMwYzgxNDFjMzFmOWQ3YWQ3N2Q1MWVhMmYyLXJpbWctdzEyMDAtaDY3NS1kYzM4MDg2OC1nbWlyP3Y9MTc4NzgxNDAzMA.avif - **Categories**: Music, comedy, Entertainment ## Trending Events in Middletown - **Event Name**: The Power Palette: Women in Business Edition - **Description**: A curated evening for women in business to connect, discover local resources, plant seeds for collaboration, and unwind together.About this EventThe Power Palette: Women in Business Edition - **Venue**: Giuseppe's Place - **Banner**: https://cdn-az.allevents.in/events10/banners/04217bdb65df2363847ad576a7ae62764a221b0aa86c71e9424162b16e21f0b0-rimg-w1200-h600-dc080808-gmir.jpg?v=1786357207 - **Event Name**: 29th Annual Cruise Night on Main Street - **Description**: 🚗 Save the Date! The 29th Annual Cruise Night on Main Street presented by NAPA AUTO PARTS returns to downtown Middletown on Wednesday, September 2, 2026 from 4:30–8:00 PM! In collaboration with the City of Middletown, Connecticut Government, we’ve moved - **Venue**: Main Street, 06457 - **Banner**: https://cdn-az.allevents.in/events1/banners/cc084287121fd21132fe7c0447e2db8a1913f5b4a80561da2adbbddad9a896ef-rimg-w1200-h675-dc98c8d8-gmir?v=1787366626 - **Event Name**: Newport Polo - American Polo Classic at Newport Polo - **Venue**: Newport Polo - **Banner**: https://cdn-az.allevents.in/events10/banners/e0ba9ff0-952d-11f1-8024-43018c8ac4af-rimg-w1024-h1011-dc0898e8-gmir.png?v=1786415970 - **Event Name**: NGHL Labor Day Challenge (AA) - **Description**: NGHL LABOR DAY CHALLENGE, Sept 4-6, 2026, Cromwell, CT Divisions: 12U, 14U, 16U, 19U AA. Predominantly CT, NJ, NY, MA teams. Est. 60-65 teams. - **Venue**: Connecticut - **Banner**: https://cdn-az.allevents.in/events7/banners/07a2eec352c8ca2eac82559ef3beb916b3c3cb748e655baab409c565ff854eb9-rimg-w1000-h1000-dcf8f8f8-gmir?v=1788248798 - **Event Name**: Decked Out Live with Katz 22 at The Vineyard at Hershey - **Description**: Get out of your seat and dance!About this EventIt’s back and better than ever for our 14th Anniversary!! Decked-Out-Live comes back, with your favorite bands, some new ones, and never a repeat. Every Friday evening, all s - **Venue**: The Vineyard at Hershey - **Banner**: https://cdn-az.allevents.in/events3/banners/33b7579944dd101ba1e48fbd17828c4a5486dc6299dbdc60a9f5ca6d2dac5cc2-rimg-w1000-h1000-dc000000-gmir.jpg?v=1764617638 - **Event Name**: Reggae at The Vineyard at Hershey - **Description**: Join us for a day of fun!About this EventFeel the island vibes!Spend the day enjoying live reggae music, delicious food, local wine & craft beer, refreshing cocktails, and a laid-back atmosphere surrounded by t - **Venue**: The Vineyard at Hershey - **Banner**: https://cdn-az.allevents.in/events8/banners/9442f3085044501d8bcac70e96ee0ee8b26c9075757cb121ed35a09d512531f7-rimg-w851-h315-dc1c1a1d-gmir.jpg?v=1776931396 - **Event Name**: 2026 Fall Festival at Summers Farm! - **Description**: Join us for our annual Fall Festival at Summers Farm! 🎃 Experience 45+ attractions, meet farm animals, enjoy delicious treats and drinks & so much more! 🍂 Here's what we have planned: 🎃 Pumpkin Train 📸 Photo Ops 🍦 Specialty Food & Drinks 🌽 Fam - **Venue**: 7503 Hollow Road, Middletown, MD, United States, Maryland 21769 - **Banner**: https://cdn-az.allevents.in/events10/banners/34acc2b1d05cec692819adbcd278c684467f451a9d19e7a4ed7f8522f0abd735-rimg-w1200-h628-dc88b8e8-gmir?v=1787868974 - **Event Name**: 2026 Opening Weekend at Jumbo's Pumpkin Patch! - **Description**: 🎉Kick off the 2026 Fall season at Jumbo's!!!!🎃 🎃🍂 Fall Fun Awaits at Jumbo’s Pumpkin Patch! 🍂🎃 Looking for the perfect autumn adventure? 🍁 Jumbo’s has it all: ✨ 20+ Activities Included with Admission 🚜 Hayrides 🌽 Corn Maze 🎈 Jumping Pillow 🐮 Farm Anima - **Venue**: 6521 Holter Rd, Middletown, MD, United States, Maryland 21769 - **Banner**: https://cdn-az.allevents.in/events2/banners/aba82eeff97f16e5f6abb471075c72fe14c1e4132fe0026de82e299fd3a67179-rimg-w1080-h1080-dc080808-gmir?v=1788231133 - **Event Name**: Decked Out Live with Vertigo Vibe at The Vineyard at Hershey - **Description**: Vertigo Vibe brings classic rock to the stage!About this EventIt’s back and better than ever for our 14th Anniversary!! Decked-Out-Live comes back, with your favorite bands, some new ones, and never a repeat. Every Friday - **Venue**: The Vineyard at Hershey - **Banner**: https://cdn-az.allevents.in/events2/banners/59803fc82678c79955cd31820b92aed183b5c54b0c778867987aa6c910ddd22d-rimg-w1200-h1192-dc060606-gmir.jpg?v=1784670531 ## Browse Entertainment Events by Date - [Entertainment Events Today in Middletown](https://allevents.in/middletown/entertainment--today) - [Entertainment Events This Weekend in Middletown](https://allevents.in/middletown/entertainment--this-weekend) - [Entertainment Events in September in Middletown](https://allevents.in/middletown/entertainment--september) - [Entertainment Events in October in Middletown](https://allevents.in/middletown/entertainment--october) ## FAQs - **Q**: What are the top Entertainment events in Middletown? - **A:** Classic Rock Trivia at The Vineyard at Hershey (Sun Sep 13 2026 at 06:00 pm at The Vineyard at Hershey), Free Live music with Crossing Abbey Road at The Vineyard at Hershey (Sat Oct 17 2026 at 07:00 pm at The Vineyard at Hershey), Comedy Night at The Vineyard at Hershey! (Sat Oct 24 2026 at 07:00 pm at The Vineyard at Hershey), Rock N Roll music trivia at The Vineyard at Hershey (Wed Sep 16 2026 at 06:00 pm at The Vineyard at Hershey), Ladies Day out - Witch Party at The Vineyard at Hershey (Sun Oct 25 2026 at 12:00 pm at The Vineyard at Hershey). - **Q**: What are the top free Entertainment events in Middletown? - **A:** Classic Rock Trivia at The Vineyard at Hershey (Sun Sep 13 2026 at 06:00 pm at The Vineyard at Hershey), Free Live music with Crossing Abbey Road at The Vineyard at Hershey (Sat Oct 17 2026 at 07:00 pm at The Vineyard at Hershey), Rock N Roll music trivia at The Vineyard at Hershey (Wed Sep 16 2026 at 06:00 pm at The Vineyard at Hershey), Ladies Day out - Witch Party at The Vineyard at Hershey (Sun Oct 25 2026 at 12:00 pm at The Vineyard at Hershey), Pink Party at The Vineyard at Hershey (Fri Oct 09 2026 at 06:00 pm at The Vineyard at Hershey). - **Q**: What Entertainment events are happening in Middletown in September 2026? - **A:** Classic Rock Trivia at The Vineyard at Hershey (Sun Sep 13 2026 at 06:00 pm at The Vineyard at Hershey), Rock N Roll music trivia at The Vineyard at Hershey (Wed Sep 16 2026 at 06:00 pm at The Vineyard at Hershey), Golden Girls trivia at The Vineyard at Hershey (Wed Sep 23 2026 at 06:00 pm at The Vineyard at Hershey), JOKES AND JAZZ (Fri Sep 25 2026 at 07:00 pm at DaySpring Ministries). - **Q**: How can I find Entertainment events in Middletown? - **A:** You can discover upcoming Entertainment events in Middletown on AllEvents.in. Browse by date, venue, or price to find events that match your interests. - **Q**: How do I buy tickets for Entertainment events in Middletown? - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets. - **Q**: What are the popular venues for Entertainment events in Middletown? - **A:** Some popular venues hosting Entertainment events in Middletown include The Vineyard at Hershey, Penn State Harrisburg, DaySpring Ministries. - **Q**: What is the price range for Entertainment events in Middletown? - **A:** Prices for Entertainment events in Middletown range from USD 31 to USD 31. Many events also offer free entry. - **Q**: Who are the top organizers for Entertainment events in Middletown? - **A:** Popular organizers hosting Entertainment events in Middletown include The Vineyard and Brewery at Hershey, Seat Geek. - **Q**: Are there any online Entertainment events available? - **A:** Yes, many Entertainment events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere. - **Q**: How can I get notified about new Entertainment events in Middletown? - **A:** Follow the Entertainment category on AllEvents.in to get notified when new Entertainment events are listed in Middletown. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/58/5efbefdb8e438db5c829e697673309/Maskgroup-3-.webp ## Entertainment events from nearby cities - [Entertainment events in Highspire](https://allevents.in/highspire/entertainment) - [Entertainment events in Etters](https://allevents.in/etters/entertainment) - [Entertainment events in Hummelstown](https://allevents.in/hummelstown/entertainment) - [Entertainment events in Elizabethtown](https://allevents.in/elizabethtown-pa/entertainment) - [Entertainment events in Lewisberry](https://allevents.in/lewisberry/entertainment) - [Entertainment events in Bainbridge](https://allevents.in/bainbridge-pa/entertainment) - [Entertainment events in New Cumberland](https://allevents.in/new-cumberland/entertainment) - [Entertainment events in Lemoyne](https://allevents.in/lemoyne-pa/entertainment)