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**: Sunday, September 6th, Live Music at Birdseye Rooftop - **Description**: One last sunset. One last rooftop party. Join us for the final live music night on the rooftop on Sunday, September 6th from 6:00PM–9:00PMAbout this EventOne last sunset. One last rooftop party.Join us for the fina - **Date**: Sun Sep 06 2026 at 06:00 pm – Sun Sep 06 2026 at 09:00 pm (-04:00) - **Event URL**: https://allevents.in/gloucester/sunday-september-6th-live-music-at-birdseye-rooftop/100001996424785275 - **Venue**: Beauport Hotel Gloucester - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy82ZmMyNmRkOWZkNDBkMTNjNDFhNjIzYzg5ZGYwMjQyN2UzYzcwYWRlY2VlNjA5MGY0YjBmMTE4NDFmYjU4YWM5LXJpbWctdzEyMDAtaDYwMC1kYzc4NTg0OC1nbWlyLmpwZz92PTE3ODU3OTYzMzE.avif - **Price**: USD 34 to 322 - **Categories**: fitness, Music, Entertainment - **Event Name**: 3rd Annual So-Long-To-Summer Comedy Show with Paul D'Angelo - **Description**: Doors 7:00pm Show 8:00pm 21+, Positive ID Required Premium Seating with cocktail service: $34.50-$39.50 + $6.95 service fee Standard Seating with cocktail service: $29.50 + $6.95 service fee Rear Floor Seating: $24.50 + $6.95 service fee GA Standing: $19. - **Interested Audience**: - Count: 12 - **Date**: Sat Sep 12 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/gloucester/3rd-annual-so-long-to-summer-comedy-show-with-paul-dangelo/200030461352531 - **Venue**: The Cut Live - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvYWY2NDFiZDk4ODU2NWY1NGFlMjhmMzgwMTg4ZjhiYjkyMGU0ODNlY2RlMjc2NzdiYWM5MDgwNmYxNGExNTE5YS1yaW1nLXcxMjAwLWg2NzUtZGMwODA4MDgtZ21pcj92PTE3ODc3NDQ4Mjk.avif - **Categories**: comedy, art, literary-art, entertainment - **Event Name**: Fortune - Vinyl-Era Classic Rock Tribute - **Description**: Doors 7:00pm Show 8:00pm 21+, Positive ID Required Premium Seating with cocktail service: $34.50-$39.50 + $6.95 service fee Standard Seating with cocktail service: $29.50 + $6.95 service fee Rear Floor Seating: $24.50 + $6.95 service fee GA Standing: $19. - **Interested Audience**: - Count: 12 - **Date**: Sat Sep 19 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/gloucester/fortune-vinyl-era-classic-rock-tribute/200030004537749 - **Venue**: The Cut Live - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy8zNjk1MDE3MjhiMzgxNzM1ZDRlNjQ2YjZkMmY5NjhlNjVjODAyNzUyNWMxYjQ2Yjg0YWU3N2ZjZDI4ODJkZDMyLXJpbWctdzEyMDAtaDY3NS1kYzA4MDgwOC1nbWlyP3Y9MTc4NzA4NDM1NA.avif - **Categories**: music, entertainment, art - **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... - **Date**: Sat Sep 26 2026 at 08:00 pm – Sat Sep 26 2026 at 10:30 pm (-04:00) - **Event URL**: https://allevents.in/gloucester/gloucester-ma-the-absolute-men-takeover-tour/100001998229324701 - **Venue**: American Legion Post 3 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy8wZDE1YjExYjE4MGRlNmNlZjAwZDVhYzJjN2FiZTYyNTE3OWU0OTI1NTkwOTJkN2UxNzBmNmY4MmNkYzcxYTQ1LXJpbWctdzEwNzktaDEzNTAtZGNlOGY4ZjgtZ21pci5qcGc_dj0xNzg3MTI2NTIx.avif - **Price**: USD 18 to 45 - **Categories**: fitness, Entertainment - **Event Name**: Takedown: K-Pop Dance Battle! Presented by No Sitter Necessary - **Description**: From the creators of the viral K-Pop Sing-A-Long and Dance Experience that toured nationwide in 2025–2026 comes a brand-new interactive sing-and-dance experience made for families! We're back at The Cut to kick off Fall! Get ready for No Sitter Necessar - **Interested Audience**: - Count: 2 - **Date**: Sun Oct 04 2026 at 01:00 am (-04:00) - **Event URL**: https://allevents.in/gloucester/takedown-k-pop-dance-battle-presented-by-no-sitter-necessary/200030623024101 - **Venue**: The Cut Live - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy9lOGE4ODAwYzg2ZjEzNTcwYTQwZjZiNzYxZTFjNTE2MzE0ZDRkNjc4OTA2N2U4NjNkZjA2MzgyMDllZTViMDZmLXJpbWctdzEyMDAtaDY3NS1kYzI4MTg0OC1nbWlyP3Y9MTc4ODMwMjA0Mg.avif - **Categories**: kids, entertainment, dance, parties - **Event Name**: Reckoners with Kevin James Graham - **Description**: Friday 10/16/26 Doors 7:00pm Show 8:00pm 18+, Positive ID Required Premium Seating with cocktail service: $39.50-$44.50 + $6.95 service fee Standard Seating with cocktail service: $34.50 + $6.95 service fee Rear Floor Seating: $29.50 + $6.95 service fee G - **Interested Audience**: - Count: 5 - **Date**: Fri Oct 16 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/gloucester/reckoners-with-kevin-james-graham/200030496793531 - **Venue**: The Cut Live - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy9lZjhiMTFiNWQ2M2IyYTZhYjA0Njc3NTNmNGM4MWM5M2RjOGJkMzBlMWQ5Y2ZmOTdjMmMxZDQxMGE4Y2IxYzc4LXJpbWctdzEyMDAtaDY3NS1kYzE4MTgwOC1nbWlyP3Y9MTc4NzgyOTg0Ng.avif - **Categories**: music, entertainment, art - **Event Name**: Oct 22nd: Gloucester, MA- MAGIC HUNKS® AUSTRALIAN TAKEOVER at Kitchen at The Cut - **Description**: Premier Ladies Night Event Is Coming to Kitchen at The Cut on Thursday October 22nd! Limited Tickets On Sale NOW! Open to Ages 18+ Doors open at 7:00pm Purchase tickets here: https://thecutlive.com/pages/events/magic-hunks-girls-night-out _______________ - **Interested Audience**: - Count: 8 - **Date**: Thu Oct 22 2026 at 08:00 pm – Thu Oct 22 2026 at 10:30 pm (-04:00) - **Event URL**: https://allevents.in/gloucester/oct-22nd-gloucester-ma-magic-hunks-australian-takeover-at-kitchen-at-the-cut/200030623023958 - **Venue**: Kitchen at The Cut - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9hNTBiOTU1NTUxOWQ5NjZmMzg1YjMwMTAzNDBjNWZhZjEwNjZjOTM4OGQyMjE3NzI4ZjhjMWVjYjhmYjY4MWI0LXJpbWctdzEyMDAtaDc4My1kYzA4MDgwOC1nbWlyP3Y9MTc4ODMwMjA0Mw.avif - **Categories**: entertainment, parties, concerts, workshops, music - **Event Name**: Vyntyge Skynyrd - The Lynyrd Skynyrd Experience - **Description**: It's going to get loud in Gloucester! On October 24th, The Cut Live welcomes Vyntyge Skynyrd for a full-throttle night of classic Southern Rock! Travel back to 1977 and relive the legendary sound of Lynyrd Skynyrd with all the iconic hits — Sweet Home Ala - **Interested Audience**: - Count: 133 - **Date**: Sat Oct 24 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/gloucester/vyntyge-skynyrd-the-lynyrd-skynyrd-experience/200029887011728 - **Venue**: The Cut Live - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9lYmNjMDFiOTlhYjJlMGI1MWE1NTRlMzI3MjYyMzg4NWE2MmExYzMyMzU2NDUyNDYwM2ZkNTQyMGE0ZGRmZTI0LXJpbWctdzEyMDAtaDY3NS1kYzE4MDgwOC1nbWlyP3Y9MTc4NzQ2NTMxOA.avif - **Categories**: music, entertainment, art, literary-art, workshops - **Event Name**: SAFETY 80'S - 21+ Halloween Show (The Late Show) - **Description**: Friday 10/30/26 Doors 7:00pm Show 8:00pm 21+ Premium Seating with cocktail service: $39.50 + $6.95 service fee Standard Seating with cocktail service: $34.50 + $6.95 service fee GA Standing: $24.50 + $6.95 service fee + $5 Day of Show SAFETY is not your - **Interested Audience**: - Count: 5 - **Date**: Fri Oct 30 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/gloucester/safety-80s-21-halloween-show-the-late-show/200030496793631 - **Venue**: The Cut Live - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy9iNjE1ZDRmZTEwNzM3ZmU2YTEwNmY4Njg1NjNmY2EzNWNhMTFhYzI4NmIyYWY4MzYzNTg2YjU3YWNmNWU0YzdmLXJpbWctdzEyMDAtaDY3NS1kYzA4MDgwOC1nbWlyP3Y9MTc4NzA2ODQzMQ.avif - **Categories**: music, entertainment ## Trending Events in Gloucester - **Event Name**: Saturday, September 5th, Sunset Sessions: Summer's Grand Finale - **Description**: Celebrate Labor Day Weekend with a front-row seat to Gloucester Harbor fireworks during Beauport's 10th summer by the sea.About this EventSaturday, September 5 | 7:00 PM–10:00 PM | Birdseye Rooftop | 21+ - **Venue**: Beauport Hotel Gloucester - **Banner**: https://cdn-az.allevents.in/events1/banners/3dd13239e353c9adf3e1afe85a061fd2db4b83158dc9f3c50fc15a79359e3fac-rimg-w1200-h675-dc082848-gmir.jpg?v=1785538084 - **Event Name**: 2026 Boat Parade of Lights - Gloucester - **Description**: Boats Parade on Annisquam River to Gloucester Boulevard, Harbor and inlets of the inner harbor during the Schooner Festival weekend. - **Venue**: Central Gloucester - **Banner**: https://cdn-az.allevents.in/events6/banners/cadcd7356a033611c2e042d055d27b3331082751ea4785e68c961260e742779b-rimg-w1200-h799-dc080808-gmir?v=1787521468 - **Event Name**: Schooner Festival (Labor Day Weekend) Viewing Cruises - **Description**: Gloucester Schooner Festival Schedule of Events 2024 Calendar - Cruise Schedule aboard WEJACK to View the Schooners, Schooner Races, Boat Parade of Lights, Gloucester Fireworks, and Parade of Sail Plan ahead. Purchase tickets below to ensure your spot abo - **Venue**: 63 Rogers Street, Gloucester, MA, United States, Massachusetts 01930 - **Banner**: https://cdn-az.allevents.in/events6/banners/52bc64118e0cdc4619cc3c03817019b0178df231f6b3e2798cc2945186198452-rimg-w1200-h1200-dcf8e8d8-gmir?v=1787125796 - **Event Name**: Gloucester Schooner Festival - **Description**: Be part of the action and join us onboard the When And If and Schooner Malabar X as we attempt to continue our winning streak at the spectacular Gloucester Schooner Festival. Race lunch included and beverages available for purchase onboard. Space is ver - **Venue**: Gloucester Schooner Festival - **Banner**: https://cdn-az.allevents.in/events2/banners/419df8b79bac74095773f87191bb0b8cd26af05f42ea3cd90214d7944b988d69-rimg-w960-h640-dc4878a8-gmir?v=1787008250 - **Event Name**: Gloucester Day 2026 - **Description**: Gloucester Day 2026 Celebration! Celebrate Gloucester Day Join us on Saturday, September 5, 2026, as Gloucester County celebrates an incredible milestone, 375 years of history, community, and pride. While Gloucester's 375th anniversary will be commemor - **Venue**: 6504 Main St, Gloucester, VA, United States, Virginia 23061 - **Banner**: https://cdn-az.allevents.in/events4/banners/9b054bf33a10c94ad8c9acd7d8724997901a53690df575ef6947b7725f4ed945-rimg-w1200-h675-dcf8f8f8-gmir?v=1787344920 - **Event Name**: Avery, Gottlieb & Rothko: By the Sea – Symposium - **Description**: Avery, Gottlieb & Rothko: By the Sea – Symposium ************ This program is sold out. Register for the livestream at https://www.capeannmuseum.org/event/livestream-avery-gottlieb-rothko-by-the-sea-full-day-symposium/. ************* Join us for Cap - **Venue**: 27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930 - **Banner**: https://cdn-az.allevents.in/events9/banners/d81e3373b934ec744f816e18d411ad3c148882adaa705c8962a6af0ab7d04870-rimg-w1024-h614-dcf8f8f8-gmir?v=1788185397 - **Event Name**: Thursday, September 3rd, Rooftop Evening Access at Beauport Hotel - **Description**: Bringing live music every Sunday-Thursday on the Birdseye Rooftop at Beauport Hotel with craft cocktails and unbeatable views.About this EventElevate your weeknight above Gloucester Harbor. - **Venue**: Beauport Hotel Gloucester - **Banner**: https://cdn-az.allevents.in/events6/banners/2063168dc4184ca4774c48880620bb8d694069f8ef37ce5fef85bec31ce3f325-rimg-w1200-h600-dc77615d-gmir.jpg?v=1777792839 - **Event Name**: Labor Day Fireworks Cruise - **Description**: Celebrate the unofficial end of summer in unforgettable style at our annual Labor Day Weekend Fireworks Cruise on Saturday, September 5th from 7:00PM–10:00PM! 🎆 Step aboard for an evening of breathtaking views as we cruise through the scenic Gloucester H - **Venue**: Central Gloucester - **Banner**: https://cdn-az.allevents.in/events3/banners/0b77a5d61e8f472142429370b0978a3150444d8d913923011bb38b33e7628f12-rimg-w940-h788-dc082848-gmir?v=1788252104 - **Event Name**: Tanya Donelly - **Description**: Doors 7:00pm Show 8:00pm 18+, Positive ID Required Premium Seating with cocktail service: $39.50 + $6.95 service fee Standard Seating with cocktail service: $34.50 + $6.95 service fee GA Standing: $24.50 + $6.95 service fee + $5 Day of Show Tanya Donell - **Venue**: The Cut Live - **Banner**: https://cdn-az.allevents.in/events3/banners/7a39289ef0791efad7270bad6b552f41f1e20d48bc27cf3337d9da6fcd44a525-rimg-w1200-h675-dc080808-gmir?v=1787129785 ## 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:** Sunday, September 6th, Live Music at Birdseye Rooftop (Sun Sep 06 2026 at 06:00 pm at Beauport Hotel Gloucester), 3rd Annual So-Long-To-Summer Comedy Show with Paul D'Angelo (Sat Sep 12 2026 at 08:00 pm at The Cut Live), Fortune - Vinyl-Era Classic Rock Tribute (Sat Sep 19 2026 at 08:00 pm at The Cut Live), Gloucester, MA the Absolute Men Takeover Tour!! (Sat Sep 26 2026 at 08:00 pm at American Legion Post 3), Takedown: K-Pop Dance Battle! Presented by No Sitter Necessary (Sun Oct 04 2026 at 01:00 am at The Cut Live). - **Q**: What Entertainment events are happening in Gloucester today September 03, 2026? - **A:** Thursday, September 3rd, Rooftop Evening Access at Beauport Hotel (Thu, 03 Sep at 06:00 pm at Beauport Hotel Gloucester). - **Q**: What Entertainment events are happening in Gloucester this weekend September 4–6, 2026? - **A:** Sunday, September 6th, Live Music at Birdseye Rooftop (Sun Sep 06 2026 at 06:00 pm at Beauport Hotel Gloucester). - **Q**: What Entertainment events are happening in Gloucester in September 2026? - **A:** Sunday, September 6th, Live Music at Birdseye Rooftop (Sun Sep 06 2026 at 06:00 pm at Beauport Hotel Gloucester), 3rd Annual So-Long-To-Summer Comedy Show with Paul D'Angelo (Sat Sep 12 2026 at 08:00 pm at The Cut Live), Fortune - Vinyl-Era Classic Rock Tribute (Sat Sep 19 2026 at 08:00 pm at The Cut Live), Gloucester, MA the Absolute Men Takeover Tour!! (Sat Sep 26 2026 at 08:00 pm at American Legion Post 3), Thursday, September 3rd, Rooftop Evening Access at Beauport Hotel (Thu, 03 Sep at 06:00 pm at Beauport Hotel Gloucester). - **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 Beauport Hotel Gloucester, The Cut Live, American Legion Post 3. - **Q**: What is the price range for Entertainment events in Gloucester? - **A:** Prices for Entertainment events in Gloucester range from USD 18 to USD 322. 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 Beauport Hotel, The Cut Live, Kevin Walker. - **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 ## Entertainment events from nearby cities - [Entertainment events in Rockport](https://allevents.in/rockport/entertainment) - [Entertainment events in South Hamilton](https://allevents.in/south-hamilton/entertainment) - [Entertainment events in Beverly](https://allevents.in/beverly-ma/entertainment) - [Entertainment events in Marblehead](https://allevents.in/marblehead/entertainment) - [Entertainment events in Salem](https://allevents.in/salem-ma/entertainment) - [Entertainment events in Peabody](https://allevents.in/peabody-ma/entertainment)