Make your life happening by enrolling to entertainment events in Brattleboro. 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 Brattleboro. 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 Brattleboro.
## Entertainment Events in Brattleboro - **Event Name**: Alex Clark | Jokes From The Brink | Stand-Up Comedy - **Description**: With 4 million YouTube subscribers and 500 million views, Alex has mastered funny ways of oversharing. Alex is an award-winning comedian.About this EventFrom L.A. for one night only: Come - **Date**: Sat Sep 26 2026 at 08:00 pm – Sat Sep 26 2026 at 09:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/alex-clark-jokes-from-the-brink-stand-up-comedy/100001988688205958 - **Venue**: Hooker-Dunham Theater & Gallery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy9jNzdlZDEzMjhmNTgyOWJiOTVmNTgzYjA0ZDllNTU2YjI1ZDcxMTkyZmI5ZjYzNmUxOTE1MTZlZWE0MmMwNTAzLXJpbWctdzEyMDAtaDY3NS1kYzE2MTExMy1nbWlyLmpwZz92PTE3Nzc4MTYyNTM.avif - **Price**: USD 25 - **Categories**: fitness, comedy, Entertainment, Nonprofit - **Event Name**: Tophouse in Brattleboro - **Description**: 🎶 Don't Miss this Out! Tophouse is Live at Stone Church on Saturday, September 26, 2026! 🎶 This is your moment. Tophouse is hitting Stone Church on Saturday, September 26, 2026, and with chart-toppi - **Interested Audience**: - Count: 1 - **Date**: Sat Sep 26 2026 at 08:00 pm – Sat Sep 26 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/tophouse-in-brattleboro/3300030164073033 - **Venue**: Stone Church - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy85ODNjNGExMC01YzkwLTExZjEtOWQ5ZS1lM2FiM2JiMWE0ZmMtcmltZy13MTIwMC1oNjc1LWRjMGYxMzE2LWdtaXIud2VicD92PTE3ODAxOTExNTI.avif - **Categories**: concerts, music, entertainment, live-music - **Event Name**: Deadgrass - **Description**: Matt Turk and C Lanzbom joined forces to form Deadgrass, a string band jamgrass adventure through Jerry Garcia’s musical world. Bassist Dave Richards, banjo player Kris Bauman and fiddler Kensuke Shoji complete this fine group of seasoned pros exploring t - **Interested Audience**: - Count: 41 - **Date**: Thu Oct 08 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/deadgrass/200030368114247 - **Venue**: 210 Main St, Brattleboro, VT, United States, Vermont 05301 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy83MGRjMjFkNTExMDlhYTEyZGJiYjU2MDEzZjhmMjVjNGM3ZGE3ZTI4NjhiYmNmMDJjNWQzNTE5ZWY2Y2FiMDcyLXJpbWctdzEyMDAtaDkwMC1kYzA4MDgwOC1nbWlyP3Y9MTc4NzQ0Mzg0MA.avif - **Categories**: entertainment, music, art, performances, festivals, theatre, live-music, fine-arts, trips-adventures, pop - **Event Name**: Brain Medicine // Dylan Patrick Ward LIVE @ Marigold Brattleboro! - **Description**: Join us for an evening of live music with Brain Medicine & Dylan Patrick Ward kicking things off at 8pm!🎸🎙️🎶 🪩 Marigold Brattleboro 📅 Friday, September 25th 📍 157 Main Street - Brattleboro, VT 🍸 Bar & Kitchen open at 5:00 PM 🎶 Show @ 8:00 PM 🎟️ - **Interested Audience**: - Count: 13 - **Date**: Fri Sep 25 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/brain-medicine-dylan-patrick-ward-live-marigold-brattleboro/200030448690335 - **Venue**: 157 Main Street, Brattleboro, VT, United States, Vermont 05301 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy9iOGYwOGFmY2YzOGZiMDA5YjdhMjFhOTI1ZmRhYTM2ZjA3NDhiYzJiOGQxOGY0Y2IwNGRjMjRkNDZhMDhkNTM3LXJpbWctdzEyMDAtaDE2MDAtZGNlOGU4ZDgtZ21pcj92PTE3ODc1Nzg3ODE.avif - **Categories**: music, entertainment, live-music, storytelling - **Event Name**: Comedian Bob Marley BRATTLEBORO VERMONT Friday November 6! - **Description**: COME AND LAUGH! NO REFUNDS OR EXCHANGES! TICKET PRICE INCLUDES ALL FEES! SEATING IS GENERAL ADMISSION! - **Date**: Fri Nov 06 2026 at 07:30 pm – Fri Nov 06 2026 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/brattleboro/comedian-bob-marley-brattleboro-vermont-friday-november-6/100001994965179555 - **Venue**: Latchis Theatre - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy9mYWNiNjc1ZTZkOTE3YjRkNTQ5ZDQ0N2RhOWFjNWU3NDBiODYyN2FiZjVmMWI5YWEyZWRmMWE3NGUyZjg0ZGYzLXJpbWctdzEyMDAtaDYyOC1kYzAwMDAwMC1nbWlyLmpwZz92PTE3ODQ5MjU5NjU.avif - **Price**: USD 46 - **Categories**: comedy, entertainment - **Event Name**: Carsie Blanton with The Burning Hell - **Description**: Carsie Blanton is a songwriter with hooks, chutzpah, and revolutionary optimism. A radical folk artist in the tradition of Woody Guthrie, her infectious melodies and lyrical wit keep listeners rapt while she conjures spirits of vaudeville, campfire singal - **Interested Audience**: - Count: 15 - **Date**: Thu Oct 22 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/carsie-blanton-with-the-burning-hell/200030417647916 - **Venue**: 210 Main St, Brattleboro, VT, United States, Vermont 05301 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy82YzAyZmU3ZWRiYWIxZDEyNTAzNzhmOWY5ZTVmODM2MjUyNzUzZDViNWM1NzljYTY4NjVjMDk0ZWQ0NTJlMDA3LXJpbWctdzEyMDAtaDE1MDAtZGNmOGY4ZjgtZ21pcj92PTE3ODg2NjcyOTA.avif - **Categories**: entertainment, art, music, performances, live-music, literary-art, parties - **Event Name**: IAN SWEET with Meg Elsier - **Description**: ince the release of her debut album Shapeshifter in 2016, New York based songwriter Jilian Medford – better known as IAN SWEET, has worked vigorously towards reinvention with each album. From the rocking rush of Crush Crusher (2018) into the emotional dep - **Interested Audience**: - Count: 12 - **Date**: Fri Oct 16 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/ian-sweet-with-meg-elsier/200030425278357 - **Venue**: 210 Main St, Brattleboro, VT, United States, Vermont 05301 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9kNjViOWU2OGRmYTA2NDQwN2JlZWRiY2YyNDU0MWFiOWMyMDAyNmVhMDA0ZTlmZDRkZjgyYWYwNWY2OTE5Y2E2LXJpbWctdzEyMDAtaDEyMDAtZGNiOGI4YjgtZ21pcj92PTE3ODcyMTEzNjk.avif - **Categories**: music, entertainment, art, performances, workshops, contests, live-music, theatre, jazz, pop - **Event Name**: Otto Benson - **Description**: Otto Benson is a musician and recording artist from Brooklyn, NY. After first gaining online recognition under his teenage alias “Memo Boy,” his sound has evolved in increasingly surreal and introspective directions, blending emotional vulnerability with - **Interested Audience**: - Count: 8 - **Date**: Fri Sep 25 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/otto-benson/200030421200003 - **Venue**: 210 Main St, Brattleboro, VT, United States, Vermont 05301 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy8xNzE0NWZiYTU5ZTJkNjI3ZTYzNGE1NjU2OTA5ZDQ0NWM4ZDQ4NTdmYjFlYzJhMDRhMWUxZDVlMTI1ODgzYWY0LXJpbWctdzY2Ny1oNTAwLWRjMDgwODA4LWdtaXI_dj0xNzg4MTg4MzI5.avif - **Categories**: music, art, entertainment - **Event Name**: BRATTLEBORO, VT: Optimistic Personality Disorder Show - **Description**: If a TED Talk and a tequila shot had a baby, it would be this hilarious & heartwarming show!About this EventOptimistic Personality DisorderIf a TED Talk and a tequ - **Date**: Tue Oct 06 2026 at 07:00 pm – Tue Oct 06 2026 at 09:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/brattleboro-vt-optimistic-personality-disorder-show/100001995170494658 - **Venue**: Hooker-Dunham Theater & Gallery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy9jMjJlOWVmMDAzYzY1YWQxNDFhZDlhYmRhOTE1OTlhNzhiNTY5YjM3MDk2ZTRhZjI5NTZiM2M1MDIzNTRlYTU3LXJpbWctdzEyMDAtaDYwMC1kYzAxMDEwMS1nbWlyLmpwZz92PTE3ODQ5NDEyNzU.avif - **Price**: USD 34 to 300 - **Categories**: fitness, comedy, Entertainment, Art, Theatre, Kids, Workshops, performances - **Event Name**: ALTERED STATES + Preshow by Sagan & Sigourney! - **Description**: The ultimate cinematic head trip of the 1980s! Ken Russell’s psychedelic supernova is an odyssey from humankind’s primordial past to the outer limits of consciousness, encompassing everything from the pagan to the cosmic sublime in a brain-wave-blasting b - **Interested Audience**: - Count: 11 - **Date**: Sat Oct 24 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/altered-states-preshow-by-sagan-and-sigourney/200030680018535 - **Venue**: Epsilon Spires - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy9mMjgxYTY0ZWM4NmI4NGRiYjhkM2Q0YjNhOTA2NTg2NDU5NDdjOGQwMDYzZDYwZjYzNDkxOTg0MmZmMDNkNzhhLXJpbWctdzEyMDAtaDYyOC1kYzY4MDhmOC1nbWlyP3Y9MTc4ODk3NDYxMw.avif - **Categories**: entertainment, live-music - **Event Name**: SOAK, The Barr Brothers in Brattleboro - **Description**: 🎶 Get Ready for The Barr Brothers Live at Stone Church on Wednesday, October 28, 2026! 🎶 This is not just a concert—it's a moment you'll talk about for years. The Barr Brothers is set to light up Stone Church with t - **Date**: Wed Oct 28 2026 at 08:00 pm – Wed Oct 28 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/soak-the-barr-brothers-in-brattleboro/3300030396163406 - **Venue**: Stone Church - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy81ZGVmNjM0MC03ZTAyLTExZjEtYTBmMC1iM2ZjMDU5MzBlMTYtcmltZy13MTIwMC1oNjc1LWRjNzY3MTYyLWdtaXIud2VicD92PTE3ODM4Njg0MDU.avif - **Categories**: concerts, music, entertainment ## Trending Events in Brattleboro - **Event Name**: Gonzalo Rubalcaba at the Vermont Jazz Center - **Description**: Gonzalo Rubalcaba TrioSaturday, September 19, 20267:30-10 pmPianist Gonzalo Rubalcaba was already a young phenom with a budding career in his native Cuba when he was discovered by Dizzy Gillespie in 1985. - **Venue**: Vermont Jazz Center - **Banner**: https://cdn2.allevents.in/thumbs/thumb6a826a52dd241.jpg - **Event Name**: Alex Clark | Jokes From The Brink | Stand-Up Comedy - **Description**: With 4 million YouTube subscribers and 500 million views, Alex has mastered funny ways of oversharing. Alex is an award-winning comedian.About this EventFrom L.A. for one night only: Come - **Venue**: Hooker-Dunham Theater & Gallery - **Banner**: https://cdn-az.allevents.in/events6/banners/c77ed1328f5829bb95f583b04d9e556b25d71192fb9f636e191516eea42c0503-rimg-w1200-h675-dc161113-gmir.jpg?v=1777816253 - **Event Name**: Ladies Night {Early Price} - Men in Motion Brattleboro VT (21+) FULL MENU! - **Description**: An Exciting Night Out With America's #1 Hunky, Wild, Performers in Brattleboro VT - Men in Motion!!About this Event💋 MEN IN MOTION — LADIES NIGHT OUT! 🔥Grab your best girlfriends and get ready for a night - **Venue**: BAR 580 - **Banner**: https://cdn-az.allevents.in/events9/banners/d1c83fdd751c60a73578d51f971a10b20acf1d6d36f35d783caa3b90b55d2c9a-rimg-w1200-h600-dc181a16-gmir.jpg?v=1777379635 - **Event Name**: Tophouse in Brattleboro - **Description**: 🎶 Don't Miss this Out! Tophouse is Live at Stone Church on Saturday, September 26, 2026! 🎶 This is your moment. Tophouse is hitting Stone Church on Saturday, September 26, 2026, and with chart-toppi - **Venue**: Stone Church - **Banner**: https://cdn-az.allevents.in/events6/banners/983c4a10-5c90-11f1-9d9e-e3ab3bb1a4fc-rimg-w1200-h675-dc0f1316-gmir.webp?v=1780191152 - **Event Name**: 23rd Annual Heirloom Apple Day - **Description**: It’s time for our 23rd Annual Heirloom Apple Day, Scott Farm’s biggest event of the year! Every Year, we welcomes visitors of all ages, from near and far, for Heirloom Apple Day - a one-day celebration of apples of all shapes, colors, tastes, and their hi - **Venue**: 707 Kipling Rd, Dummerston Center, VT, United States, Vermont 05301 - **Banner**: https://cdn-az.allevents.in/events7/banners/223dbd2124366d8b8e1dc4f607c1d176cd3768b15559e90157aa3437835df247-rimg-w1200-h900-dc481808-gmir?v=1788327348 - **Event Name**: Hayley Jane Band + Organ Fairchild at Stone Church - Brattleboro VT - **Description**: The powerhouse double bill you didn't know you needed! 7pm doors | 8pm show Both bands play equal time! Tickets on sale NOW at https://tickets.venuepilot.com/e/hayley-jane-band-organ-fairchild-2026-09-19-stone-church-brattleboro-3d38fe HAYLEY JANE BAN - **Venue**: The Stone Church - **Banner**: https://cdn-az.allevents.in/events4/banners/cded4c6c2ee88973e002f99a77d94c67f5f2b6313ea4032e89004a6976d22d9d-rimg-w1200-h628-dcf8f8f8-gmir?v=1788525342 - **Event Name**: Great Lake Swimmers in Brattleboro - **Description**: 🎶 The Ultimate Great Lake Swimmers Experience LIVE at Stone Church—This Tuesday, October 6, 2026! 🎶 It's that time of the year where everyone wants to have a musical breath! Your favorite, Great Lake Swimmers is hit - **Venue**: Stone Church - **Banner**: https://cdn-az.allevents.in/events7/banners/34e773d0-75ff-11f1-b452-0f2e0e513fce-rimg-w1200-h675-dc151315-gmir.webp?v=1782987439 - **Event Name**: Angelo De Augustine in Brattleboro - **Description**: 🎤 Catch Angelo De Augustine Live at Stone Church on Friday, October 9, 2026! 🎤 Ready to experience the night of your life? Angelo De Augustine is bringing their infectious energy and hit songs like Time, You - **Venue**: Stone Church - **Banner**: https://cdn-az.allevents.in/events3/banners/f8973bf0-81c4-11f1-a0f0-b3fc05930e16-rimg-w1200-h675-dc45494a-gmir.webp?v=1784281841 - **Event Name**: Puppetry 4.0 Museum without Walls - **Description**: The German Forum for Puppetry Arts brings the diverse world of puppet theatre to life in an interactive virtual reality exhibition.About this EventUnique virtual reality exhibit:Th - **Venue**: Brattleboro Museum & Art Center - **Banner**: https://cdn-az.allevents.in/events5/banners/164fae1b19c5382395ef43c77ea6c7cc5d05af42e38b40975f6e3e670d2d7062-rimg-w1200-h675-dc61442d-gmir.jpg?v=1782357454 ## Browse Entertainment Events by Date - [Entertainment Events Today in Brattleboro](https://allevents.in/brattleboro/entertainment--today) - [Entertainment Events This Weekend in Brattleboro](https://allevents.in/brattleboro/entertainment--this-weekend) - [Entertainment Events in September in Brattleboro](https://allevents.in/brattleboro/entertainment--september) - [Entertainment Events in October in Brattleboro](https://allevents.in/brattleboro/entertainment--october) ## FAQs - **Q**: What are the top Entertainment events in Brattleboro? - **A:** Alex Clark | Jokes From The Brink | Stand-Up Comedy (Sat Sep 26 2026 at 08:00 pm at Hooker-Dunham Theater & Gallery), Tophouse in Brattleboro (Sat Sep 26 2026 at 08:00 pm at Stone Church), Deadgrass (Thu Oct 08 2026 at 08:00 pm at 210 Main St, Brattleboro, VT, United States, Vermont 05301), Brain Medicine // Dylan Patrick Ward LIVE @ Marigold Brattleboro! (Fri Sep 25 2026 at 08:00 pm at 157 Main Street, Brattleboro, VT, United States, Vermont 05301), Comedian Bob Marley BRATTLEBORO VERMONT Friday November 6! (Fri Nov 06 2026 at 07:30 pm at Latchis Theatre). - **Q**: What Entertainment events are happening in Brattleboro in September 2026? - **A:** Alex Clark | Jokes From The Brink | Stand-Up Comedy (Sat Sep 26 2026 at 08:00 pm at Hooker-Dunham Theater & Gallery), Tophouse in Brattleboro (Sat Sep 26 2026 at 08:00 pm at Stone Church), Brain Medicine // Dylan Patrick Ward LIVE @ Marigold Brattleboro! (Fri Sep 25 2026 at 08:00 pm at 157 Main Street, Brattleboro, VT, United States, Vermont 05301), Otto Benson (Fri Sep 25 2026 at 08:00 pm at 210 Main St, Brattleboro, VT, United States, Vermont 05301). - **Q**: How can I find Entertainment events in Brattleboro? - **A:** You can discover upcoming Entertainment events in Brattleboro 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 Brattleboro? - **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 Brattleboro? - **A:** Some popular venues hosting Entertainment events in Brattleboro include Hooker-Dunham Theater & Gallery, Stone Church, 210 Main St, Brattleboro, VT, United States, Vermont 05301. - **Q**: What is the price range for Entertainment events in Brattleboro? - **A:** Prices for Entertainment events in Brattleboro range from USD 25 to USD 300. Many events also offer free entry. - **Q**: Who are the top organizers for Entertainment events in Brattleboro? - **A:** Popular organizers hosting Entertainment events in Brattleboro include Alex Clark Studios, Concert Tracker, The Stone Church. - **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 Brattleboro? - **A:** Follow the Entertainment category on AllEvents.in to get notified when new Entertainment events are listed in Brattleboro. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/58/5efbefdb8e438db5c829e697673309/Maskgroup-3-.webp ## Entertainment events from nearby cities - [Entertainment events in Marlboro](https://allevents.in/marlboro-vt/entertainment) - [Entertainment events in Winchester](https://allevents.in/winchester-nh/entertainment) - [Entertainment events in Newfane](https://allevents.in/newfane-vt/entertainment) - [Entertainment events in Bernardston](https://allevents.in/bernardston/entertainment)