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**: New Year's Eve Comedy - Early Show - **Description**: Want a night out on New Year’s Eve, but also want to be cozy at home well before midnight? We’ve got the perfect show for you! NYE Comedy at The Cut with national headliner, Janelle Draper, Boston favorite Big D, Boston Comedy Festival standout Dan Hall, - **Interested Audience**: - Count: 2 - **Date**: Thu Dec 31 2026 at 05:00 pm (-05:00) - **Event URL**: https://allevents.in/gloucester/new-years-eve-comedy-early-show/200030981746907 - **Venue**: The Cut Live - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy80YzA0NjQ1YWYxMmU1M2RiNmQxODE3ZmEwNDNmYzMxZDUyMDljZmUwYjQ0NGNkYWZkMDBmODFiMDQ0YjQ4MWY0LXJpbWctdzEyMDAtaDY3NS1kYzE4MDgwOC1nbWlyP3Y9MTc5Mzk0NTU4Nw.avif - **Categories**: new-year, comedy, festivals - **Event Name**: Once Upon a Winter: Tales of Wonder Through a Child's Eyes - **Description**: Join us for an imaginative concert exploring the season through stories of wonder, memory, family, and hope. The program features Matthew Harris's "A Child's Christmas in Wales,” based on the beloved holiday tale by Dylan Thomas, alongside a seasonal tape - **Interested Audience**: - Count: 5 - **Date**: Sun Dec 13 2026 at 04:00 pm (-05:00) - **Event URL**: https://allevents.in/gloucester/once-upon-a-winter-tales-of-wonder-through-a-childs-eyes/200030996404349 - **Venue**: Gloucester Unitarian Universalist Church - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy81MTBhNzViYzM2MDU5OTE1Yjk5YzRmMTYzMzQ5NjAyYzRhYzhlMTk2YzNhNzBiMjYxMTZiZjM4YTFhODc5MTY0LXJpbWctdzEyMDAtaDYyOC1kYzA4MTgyOC1nbWlyP3Y9MTc5NDEwMDMwOQ.avif - **Categories**: music, entertainment, concerts, holiday - **Event Name**: Bars Over Bars Presents: Luke’s Lost Planet Pub Party 11/13/26 - **Description**: Free! Music 8-11 - **Interested Audience**: - Count: 3 - **Date**: Fri Nov 13 2026 at 08:00 pm – Fri Nov 13 2026 at 11:00 pm (-05:00) - **Event URL**: https://allevents.in/gloucester/bars-over-bars-presents-lukes-lost-planet-pub-party-11-13-26/200030896975101 - **Venue**: Jd & Meyers Best Friends - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy9lNGNkNDc4Y2QyZTFkODAzMGE4Y2Y5ZGUxNjU3ZmVhZjA2ODY5MmFjZTIwNDVlMTI3YThjZjJmZGQ1NmU2OWIwLXJpbWctdzEyMDAtaDE0OTktZGMwODA4MDgtZ21pcj92PTE3OTI4MTA0NDE.avif - **Categories**: parties, entertainment, pub-crawl - **Event Name**: Tease The Season Burlesque Show - **Description**: Join us for a night of burlesque extravagance, holiday surprises, glitz and glam! Order drinks and food from your seats (Rail and Table Seating ONLY), sit back and let the incredible performers wow you! This is not your average Holiday Show. Hosted by A G - **Interested Audience**: - Count: 2 - **Date**: Sun Dec 13 2026 at 08:00 pm (-05:00) - **Event URL**: https://allevents.in/gloucester/tease-the-season-burlesque-show/200030919564607 - **Venue**: The Cut Live - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvZTUxMWEzNThjOWRkZGExNDM1OTVkYTZmODBhMGYyZWRmMjE2Y2Q2N2FlODcyOGJhNTY0Y2U3ODM3YjBhZDEwMS1yaW1nLXcxMjAwLWg2NzUtZGMxODA4MDgtZ21pcj92PTE3OTMwNzc0NDY.avif - **Categories**: performances, entertainment, holiday - **Event Name**: Will Evans with Steve Rondo @ The Cut | Gloucester, MA - **Description**: Will Evans creates music as an open invitation—to drop your guard, tune in, and move through the world a little more freely. Rooted in folk tradition yet unconfined by genre, his songs blend thoughtful, quotable lyrics with sunlit grooves and global textu - **Interested Audience**: - Count: 8 - **Date**: Sat Jan 30 2027 at 08:00 pm (-05:00) - **Event URL**: https://allevents.in/gloucester/will-evans-with-steve-rondo-the-cut-gloucester-ma/200030851889802 - **Venue**: The Cut Live - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9kMWM1YTUxZGJiZGE5NjM0MjdmMjZjODIwMGQyZmUyN2NjNWY4YmUyNDk0NzM1M2U2Y2RmNWI2MjRmMTZlOWY1LXJpbWctdzEyMDAtaDY3NS1kYzg4YThiOC1nbWlyP3Y9MTc5MjMzNTA2Mg.avif - **Categories**: music, entertainment, festivals, music-festivals, nonprofit, charities, live-music, art, storytelling - **Event Name**: Albert Lee with Special Guest The Cryers - **Description**: The Albert Lee "Lay It Down" tour is on its way. Albert is back out on the road in 2026 and 2027 performing tracks from his newest album, "Lay It Down" recorded at the legendary Konk Studios in London. Double Grammy winner with Earl Scruggs and Brad Pai - **Interested Audience**: - Count: 7 - **Date**: Tue Jan 19 2027 at 08:00 pm (-05:00) - **Event URL**: https://allevents.in/gloucester/albert-lee-with-special-guest-the-cryers/200030851889257 - **Venue**: The Cut Live - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy82YTEwYjZjM2IxMDMxY2I2NGRiOWY1NDI5OTJhY2NmOGRmY2QzZDRjMjA0ZGE5YzBhOTliNDBjYjZjNTlmZTY5LXJpbWctdzEyMDAtaDY3NS1kYzA4MDgwOC1nbWlyP3Y9MTc5MjMzNTA1Ng.avif - **Categories**: music, entertainment, performances, sports, country-music-festivals - **Event Name**: An Andrea Bocelli Candlelight Opera Experience in Gloucester, MA - Thursday, December 31st - **Description**: Lumos brings you enchanting concert experiences paying homage to world famous artists. We've partnered with spectacular locations & churches across the UK & US to deliver a concert experience that is nothing short of magical ✨ 🌍A donation - **Date**: Thu Dec 31 2026 at 11:00 pm – Fri Jan 01 2027 at 02:00 am (-05:00) - **Event URL**: https://allevents.in/gloucester/an-andrea-bocelli-candlelight-opera-experience-in-gloucester-ma-thursday-december-31st/3600030843850915 - **Venue**: Gloucester Unitarian Universalist Church - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy8yNjBmMzAxMC1kZDE0LTExZjEtYTUzYi1lNzNlN2Y1YzQ2YmMtcmltZy13MTIwMC1oOTAxLWRjMDgwODA4LWdtaXIuanBnP3Y9MTc5NDMyMTQwMw.avif - **Categories**: Music, Entertainment, Concerts, Nonprofit, Art - **Event Name**: Bim Skala Bim w/ special guest The Chip Rockers - **Description**: Doors 7:00pm Show 8:00pm 18+, Positive ID Required Premium Seating with cocktail service: $34.50 + $6.95 service fee Standard Seating with cocktail service: $29.50 + $6.95 service fee GA Standing: $19.50 + $6.95 service fee + $5 Day of Show Bim Skala Bi - **Interested Audience**: - Count: 52 - **Date**: Sat Nov 28 2026 at 08:00 pm (-05:00) - **Event URL**: https://allevents.in/gloucester/bim-skala-bim-w-special-guest-the-chip-rockers/200030815004551 - **Venue**: The Cut Live - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy84ZDZiMjEwYzEzNjZmMzNjZjY4OWJkOGZkY2QwMGUzOTU1NzY4ZjUwYTFhNWZkYzg4ZjVkNjE0NzQ2YzM2NzNjLXJpbWctdzEyMDAtaDY3NS1kY2Y4ZjhmOC1nbWlyP3Y9MTc5MTYwNzA3MA.avif - **Categories**: music, entertainment, reggae - **Event Name**: John Cafferty and The Beaver Brown Band - **Description**: 18+, Positive I.D. Required The legendary Rhode Island multi-platinum rock’n’roll group John Cafferty & The Beaver Brown Band began their career in 1973 and achieved mainstream success in the 1980s with the "Eddie & The Cruisers - Motion Picture - **Interested Audience**: - Count: 5 - **Date**: Fri Dec 11 2026 at 08:00 pm (-05:00) - **Event URL**: https://allevents.in/gloucester/john-cafferty-and-the-beaver-brown-band/200030878385129 - **Venue**: The Cut Live - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy8wZGIxYTZiOTkwN2JjMjg0NDNkZTdjODAyYTI4ZTU1YmFhOGFkM2MxZDFlNjFkZGU3NDQ3MzNlNTQ2MmRjNjIyLXJpbWctdzEyMDAtaDY3NS1kYzA4MDgwOC1nbWlyP3Y9MTc5MjY2NjY0OQ.avif - **Categories**: entertainment, music, trips-adventures ## Trending Events in Gloucester - **Event Name**: 2026 Christmas & Holiday Parade & Annual Tree Lighting - **Description**: Experience the quaint charm of Gloucester Main Street under the glowing lights and twinkle of the holidays. The annual Christmas and Holiday Parade kicks off at 3:00 PM. Carols and the tree lighting, sponsored by The Cook Foundation, will follow at dusk - **Venue**: 6504 Main St, Gloucester, VA 23061-6103, United States - **Banner**: https://cdn-az.allevents.in/events4/banners/07bb87c4704f6ff16df3515f4ea7da3e6574b89df851ce75b2c6ac072c48be7a-rimg-w1200-h675-dce8f8f8-gmir?v=1787211311 - **Event Name**: Dead to the Core - November Show - **Description**: Dead to the Core is Sam Bouve (Bass), Sean Galbraith (Guitar), John Spurr (Drums), Phil Todisco (Guitar), and Scotty King (Keys). This collective of North Shore original artists, songwriters, and producers came together in 2020 to honor the timeless catal - **Venue**: The Cut Live - **Banner**: https://cdn-az.allevents.in/events8/banners/9b2ae3bd16f9c731260d1a4812ffb17afa4ba0820af06aebe90d4aaa39953816-rimg-w1200-h675-dc483848-gmir?v=1794236308 - **Event Name**: Holiday Wreath Making Class with Meredith McCarthy - **Description**: Wreaths, Waves, and Wishes: Craft your holiday joy with us at our annual Holiday Wreath Making Class brought to you by Meredith McCarthy!About this EventA little greenery, a touch of holiday magic, and a festive evening w - **Venue**: Beauport Hotel Gloucester - **Banner**: https://cdn-az.allevents.in/events9/banners/3c571ede50707fab14bcf0574fb2d2821ee994eaf254ea79ccb4b9037e4b6f75-rimg-w1200-h675-dc080808-gmir.jpg?v=1793293506 - **Event Name**: Delta Generators with Julie Rhodes - **Description**: Doors 7:00pm Show 8:00pm ALL AGES Premium Seating with cocktail service: $39.50 + $6.95 service fee Standard Seating with cocktail service: $29.50 - $34.50 + $6.95 service fee Rear Floor Seating: $24.50 + $6.95 service fee GA Standing: $19.50 + $6.95 serv - **Venue**: The Cut Live - **Banner**: https://cdn-az.allevents.in/events1/banners/209acbdf3a729d83412764e42d557fd11d791ef35e45fdda34dbbe6eadb42b3d-rimg-w1200-h675-dc58a8b8-gmir?v=1788530647 - **Event Name**: Aquatic Float Sound Bath - **Description**: Join Kelley Annese of Wild Rose Holistic Health at the Cape Ann Marina for a sound bath experience at their indoor pool next to the Mile Marker One restaurant. Picture yourself floating on a raft listening to the blissful sounds of crystal bowls, gongs, - **Venue**: Cape Ann Marina - **Banner**: https://cdn-az.allevents.in/events1/banners/66fab2180a5e7cd5f1f2df10545f90f45e36ce19c7e21bf36083c3ef80d08ed3-rimg-w1200-h988-dc282828-gmir?v=1792810439 - **Event Name**: BT ALC BIG BAND - **Description**: Saturday 11/21/26 Doors 7:00pm Show 8:00pm 18+, Positive ID Required Premium Seating with cocktail service: $34.50 - $44.50 + $6.95 service fee Standard Seating with cocktail service: $29.50 + $6.95 service fee Rear Floor Seating: $24.50 + $6.95 service f - **Venue**: The Cut Live - **Banner**: https://cdn-az.allevents.in/events2/banners/b14d6d540a4e6f37bca53c03de15e9e0305e7520b20d478f19a2edc8e8370550-rimg-w1200-h675-dc080808-gmir?v=1788530655 - **Event Name**: Neon 90’s Thanksgiving Eve - **Description**: Get ready for the holiday right with 90’s night in Gloucester, MA! - **Venue**: Minglewood Harborside - **Banner**: https://cdn-az.allevents.in/events10/banners/e90e8587fdab2befa1c59f6f032267002d5adfd2a17857e0ee0ffecb902891a4-rimg-w1200-h675-dc181858-gmir?v=1794319962 - **Event Name**: Yule Candle Making Course - **Description**: Embrace the Solstice: A Yule Candle Making Workshop Step away from the holiday rush and immerse yourself in the ancient traditions of the winter season. Join us for a hands-on Yule Candle Making Course, where we blend rustic craftsmanship with the enchan - **Venue**: Apothecary Suil Crow - **Banner**: https://cdn-az.allevents.in/events3/banners/de74e23ccd80df4529efd1fbe93986e858d8828b44780ef961b244ba7be74e77-rimg-w708-h1024-dcd8c8a8-gmir?v=1788173166 - **Event Name**: Holiday Wreath Making Course - **Description**: Traditional Holiday Wreath Crafting Bring the warmth and beauty of the season into your home or shop with our hands-on Holiday Wreath Crafting Masterclass. Perfect for artisans, business owners, and holiday enthusiasts alike, this course guides you throug - **Venue**: Apothecary Suil Crow - **Banner**: https://cdn-az.allevents.in/events10/banners/9f71abc75801663a5fc017c66f88b348f7b55480a240853f536bab4500754a8d-rimg-w750-h990-dc080808-gmir?v=1789280970 ## 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 November in Gloucester](https://allevents.in/gloucester/entertainment--november) - [Entertainment Events in December in Gloucester](https://allevents.in/gloucester/entertainment--december) ## FAQs - **Q**: What are the top Entertainment events in Gloucester? - **A:** New Year's Eve Comedy - Early Show (Thu Dec 31 2026 at 05:00 pm at The Cut Live), Once Upon a Winter: Tales of Wonder Through a Child's Eyes (Sun Dec 13 2026 at 04:00 pm at Gloucester Unitarian Universalist Church), Bars Over Bars Presents: Luke’s Lost Planet Pub Party 11/13/26 (Fri Nov 13 2026 at 08:00 pm at Jd & Meyers Best Friends), Tease The Season Burlesque Show (Sun Dec 13 2026 at 08:00 pm at The Cut Live), Will Evans with Steve Rondo @ The Cut | Gloucester, MA (Sat Jan 30 2027 at 08:00 pm at The Cut Live). - **Q**: What Entertainment events are happening in Gloucester this weekend November 13–15, 2026? - **A:** Bars Over Bars Presents: Luke’s Lost Planet Pub Party 11/13/26 (Fri Nov 13 2026 at 08:00 pm at Jd & Meyers Best Friends). - **Q**: What Entertainment events are happening in Gloucester in November 2026? - **A:** Bars Over Bars Presents: Luke’s Lost Planet Pub Party 11/13/26 (Fri Nov 13 2026 at 08:00 pm at Jd & Meyers Best Friends), Bim Skala Bim w/ special guest The Chip Rockers (Sat Nov 28 2026 at 08:00 pm at The Cut Live). - **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 The Cut Live, Gloucester Unitarian Universalist Church, Jd & Meyers Best Friends. - **Q**: Who are the top organizers for Entertainment events in Gloucester? - **A:** Popular organizers hosting Entertainment events in Gloucester include The Cut Live, Cantemus Chamber Chorus, Bars Over Bars. - **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 Ipswich](https://allevents.in/ipswich-ma/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 Danvers](https://allevents.in/danvers-ma/entertainment) - [Entertainment events in Peabody](https://allevents.in/peabody-ma/entertainment)