Make your life happening by enrolling to entertainment events in Gloucester. 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 Gloucester. 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 Gloucester.
## Entertainment Events in Gloucester - **Event Name**: Halloween Kids Movie Night - **Description**: Settle in for a Halloween Kids Movie Night! ππ¬πΎ Kids ages 6β12 are invited to join us for a fun and festive evening featuring the Halloween favorite Casper, along with pizza, popcorn, activities, and, of course, some time with our shelter pets! Even bett - **Date**: Fri Oct 23 2026 at 05:30 pm β Fri Oct 23 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/gloucester/halloween-kids-movie-night/200030702755126 - **Venue**: Gloucester-Mathews Humane Society - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvMmUxYjUyYjcxNzE1NGY0Y2Y1YTQ0YzEyMDM0MmRiM2Q5YWIyMzc3MWM4MzVjMzYwZDVhMjFjZGQ2Y2E1ZTFhZi1yaW1nLXc5NDAtaDc4OC1kYzE4MDgwOC1nbWlyP3Y9MTc4OTUxMDcxMQ.avif - **Categories**: entertainment, kids, halloween, workshops, nonprofit, dog - **Event Name**: Flat Iron Crossroads - **Description**: The band has had several private events recently, but looks forward to playing music for our regular fans in the Fall. Seems far away, but it will be here "before you know it"! We have a couple more private events, and then will be so pleased to entert - **Interested Audience**: - Count: 13 - **Date**: Sat Oct 10 2026 at 07:00 pm β Sat Oct 10 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/gloucester/flat-iron-crossroads/200030466193050 - **Venue**: 7709 Flat Iron Rd, Gloucester, VA 23061-5120, United States - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy9iZmUwNjdlNzYwYmNhODRkY2Y5Y2RmMDg5YWMyMmIyZTc5ZTFhZDkxMDU1YjVmYjZhNWMzY2MxOTlmNzA4OTJjLXJpbWctdzQ1Ni1oNDc2LWRjMTgxODA4LWdtaXI_dj0xNzg4MTkzNjQz.avif - **Categories**: music, entertainment ## Trending Events in Gloucester - **Event Name**: Guitar Monsters feat. Jon Butcher, Johnny A. w/special guest Dave Amato - **Description**: Rockinβ 4 Vets presents Guitar Monsters as it makes its highly anticipated initial venture into The Cut Live for an electrifying night of world-class guitar rock. The show features ac - **Venue**: The Cut - Stage β’ Studio β’ Restaurant β’ Bar - **Banner**: https://cdn2.allevents.in/thumbs/thumb6a830db240886.jpg - **Event Name**: Guitar Monsters with Jon Butcher, Johnny A. and Dave Amato (formerly of REO Speedwagon) - **Description**: Thursday 9/24/26 Doors 7:30pm Show 8:00pm 18+, Positive ID Required Premium Seating with cocktail service: $44.50-$49.50 + $6.95 service fee Standard Seating with cocktail service: $34.50-$39.50 + $6.95 service fee Rear Floor Seating: $29.50 + $6.95 servi - **Venue**: The Cut Live - **Banner**: https://cdn-az.allevents.in/events7/banners/3b899698e9f4205e0432b946bb3dafb3ae56701fe3e404d177e53d8b765ad1ab-rimg-w1200-h675-dc080808-gmir?v=1788058313 - **Event Name**: Goblin King Ball at Hammond Castle Museum - **Description**: UPDATE: We are sold out for the 2026 Goblin King Ball! Thank you to all who purchased tickets, making this fundraiser a success. - **Venue**: 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 - **Banner**: https://cdn-az.allevents.in/events9/banners/e93fc6b957dd8c3debb360b3122fee4969c003c55d1f75bcf597e2541cd6bbfd-rimg-w1200-h628-dc282818-gmir?v=1788695011 - **Event Name**: Cape Ann Artisans Open Studios - Fall Event - **Description**: The Cape Ann Artisans are a juried group of diverse makers that host the oldest Open Studios in the country.About this EventThe Cape Ann Artisans are a juried group of diverse makers that host the oldest Open Studios in t - **Venue**: Gloucester and Rockport MA - **Banner**: https://cdn-az.allevents.in/events5/banners/22433dffa7851e9823e39788d309ea0cede39111a4eed8eb6651ad8300a1d9ff-rimg-w1200-h625-dc161d2d-gmir.jpg?v=1770241582 - **Event Name**: Gloucester, MA the Absolute Men Takeover Tour!! - **Description**: Get ready for a sexy night with Absolute Men. Live performances one after another, as seen in the movie "Magic Mike" THIS WILL SELL OUT... - **Venue**: American Legion Post 3 - **Banner**: https://cdn-az.allevents.in/events9/banners/0d15b11b180de6cef00d5ac2c7abe625179e492559092d7e170f6f82cdc71a45-rimg-w1079-h1350-dce8f8f8-gmir.jpg?v=1787126521 - **Event Name**: Next Wave Event - **Description**: A Gloucester Harbor cruise, live music, bites, and the people shaping what comes next across the North Shore.About this EventThis October, Northshore Magazine brings its signature fall celebration to Gloucester Harbor. - **Venue**: Beauport Cruiselines - **Banner**: https://cdn-az.allevents.in/events8/banners/d85e40ca23751f2dfb0351374f0876763a9e92ed9e01d2da9863270413ed31f4-rimg-w1200-h600-dc080808-gmir.jpg?v=1787627715 - **Event Name**: Moon Man Walk at Gloucester Stage Company - **Venue**: Gloucester Stage Company - **Banner**: https://cdn-az.allevents.in/events9/banners/0dc6f4a0-b61f-11f1-a286-03acc9eb40ab-rimg-w800-h1303-dc080808-gmir.png?v=1790037998 - **Event Name**: Hogwarts Comes To The Apothecary - **Description**: Bring the magic of Hogwarts to your October at our apothecary this year with a crafting collection of enchanting potions and wizarding flair. Each potion created by your children is crafted with care, featuring ingredients inspired by the wizarding world - **Venue**: 153 Main Street Gloucester MA 01930 - **Banner**: https://cdn-az.allevents.in/events3/banners/d19f6ecf1a2884d09616ac586ddb120912fc67cb6cc3c577c5a583e38086309e-rimg-w512-h512-dc080808-gmir?v=1787577077 - **Event Name**: Around Cape Ann Half Marathon - **Description**: USATF Certified Half Marathon! Since 1933, the Around Cape Ann Road Race has been a running tradition. Considered one of the best and oldest races in America, the Around Cape Ann Road Race is also among the most beautiful race courses in New England. The - **Venue**: 32 Cherry Street Gloucester, MA 01930 - **Banner**: https://cdn-az.allevents.in/events10/banners/5ab0b58b21191cd327b7d5960c02ca26db951697701618e115026e6f28d668e8-rimg-w1200-h1222-dcf8f8f8-gmir?v=1787298647 ## Browse Entertainment Events by Date - [Entertainment Events Today in Gloucester](https://allevents.in/gloucester/entertainment--today) - [Entertainment Events This Weekend in Gloucester](https://allevents.in/gloucester/entertainment--this-weekend) - [Entertainment Events in September in Gloucester](https://allevents.in/gloucester/entertainment--september) - [Entertainment Events in October in Gloucester](https://allevents.in/gloucester/entertainment--october) ## FAQs - **Q**: What are the top Entertainment events in Gloucester? - **A:** Halloween Kids Movie Night (Fri Oct 23 2026 at 05:30 pm at Gloucester-Mathews Humane Society), Flat Iron Crossroads (Sat Oct 10 2026 at 07:00 pm at 7709 Flat Iron Rd, Gloucester, VA 23061-5120, United States), Next Wave Event (Wed, 14 Oct at 06:00 pm at Beauport Cruiselines). - **Q**: How can I find Entertainment events in Gloucester? - **A:** You can discover upcoming Entertainment events in Gloucester 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 Gloucester? - **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 Gloucester? - **A:** Some popular venues hosting Entertainment events in Gloucester include Gloucester-Mathews Humane Society, 7709 Flat Iron Rd, Gloucester, VA 23061-5120, United States, Beauport Cruiselines. - **Q**: What is the price range for Entertainment events in Gloucester? - **A:** Prices for Entertainment events in Gloucester range from USD 70 to USD 80. Many events also offer free entry. - **Q**: Who are the top organizers for Entertainment events in Gloucester? - **A:** Popular organizers hosting Entertainment events in Gloucester include Gloucester-Mathews Humane Society, Dana Newsome, Northshore Magazine. - **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 Gloucester? - **A:** Follow the Entertainment category on AllEvents.in to get notified when new Entertainment events are listed in Gloucester. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/58/5efbefdb8e438db5c829e697673309/Maskgroup-3-.webp ## Explore Events in Nearby Cities - [Entertainment events in Hayes](https://allevents.in/hayes-va/entertainment) - [Events in White Marsh](https://allevents.in/white-marsh-va) - [Events in Hayes](https://allevents.in/hayes-va)