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**: 8th Annual Street Food Festival - Brattleboro Vermont - **Description**: Enjoy great food, drink and entertainment at the 9th annual Street Food Festival!! Family friendly and FREE to attend! The list of food vendors attending so far this year are: Juniors Food Truck J&B Curbside Cafe Vermont Lemon Wheel Frisky Cow Ge - **Date**: Sat Sep 05 2026 at 11:00 am – Sat Sep 05 2026 at 05:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/8th-annual-street-food-festival-brattleboro-vermont/200030024339505 - **Venue**: Brattleboro Common - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9mMjQzMTgwODQ4OGNiMzIzZDFlYjk1OGNhODFhZDUyZTg0YTkyYmFkNWZjMTA4ODQ4MmI4NzYwNjUxODliMzc4LXJpbWctdzEyMDAtaDUyNC1kY2Y4ZjhmOC1nbWlyP3Y9MTc4NzA2MTU2Ng.avif - **Categories**: food-truck-festivals, food-drinks, festivals, music, entertainment, live-music, dance, art, music-festivals - **Event Name**: Vacation Manor in Brattleboro - **Description**: 🎤 Catch Vacation Manor Live at Stone Church on Friday, August 28, 2026! 🎤 Ready to experience the night of your life? Vacation Manor is bringing their infectious energy and hit songs like A Toast and a Spiri - **Date**: Fri Aug 28 2026 at 08:00 pm – Fri Aug 28 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/vacation-manor-in-brattleboro/3300029957758939 - **Venue**: Stone Church - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy8xY2E0MzgzMC0zYTEzLTExZjEtYmQxZi1mMWUxMGYwM2JlNmYtcmltZy13MTIwMC1oNjc1LWRjMTAxMTA1LWdtaXIud2VicD92PTE3NzYzOTg5MTg.avif - **Categories**: entertainment, concerts, music, performances, live-music - **Event Name**: Vacation Manor - **Interested Audience**: - Count: 1 - **Date**: Thu Aug 27 2026 at 07:00 pm – Fri Aug 28 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/vacation-manor/2300029961968912 - **Venue**: The Stone Church - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy9iMjRmYzdjMC03YjAyLTExZjEtODc4YS03MWExOTgyZTk4MzAtcmltZy13MTIwMC1oMTIwMC1kYzFiMTkxYS1nbWlyLmpwZz92PTE3ODM1Mzg2OTM.avif - **Categories**: trips-adventures, Contests - **Event Name**: Kaki King - **Description**: Dubbed by Rolling Stone as "a genre unto herself," Brooklyn, NY-based Kaki King has proven to be just that. Her career has taken her all over the world, sharing stages with Dave Grohl of Foo Fighters, contributing music to award-winning films (Sean Penn' - **Interested Audience**: - Count: 7 - **Date**: Thu Aug 20 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/kaki-king/200030357588651 - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy80YjcxNzZjN2Y4ZGE5ODczNjQyNjliZDk4ZmMyNTJkYmQ0YzEzOWJkMDM1NmQyNmFmZmUzYjQxOGIxNGNhMTRjLXJpbWctdzEwODAtaDE0NzItZGM4ODQ4MDgtZ21pcj92PTE3ODY3MzM1Mjk.avif - **Categories**: entertainment, music, performances, festivals, live-music, jazz - **Event Name**: Prouty Presents: Outdoor Movie Night (Free!) - **Description**: Join us for a FREE outdoor movie on the field on Friday, August 21 at 7:45pm. Bring friends and family, and chairs or blankets to sit on. Popcorn and other refreshments will be available for purchase to support our mission. We will be showing the beloved - **Date**: Fri Aug 21 2026 at 07:45 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/prouty-presents-outdoor-movie-night-free/200030543102158 - **Venue**: 209 Austine Drive, Brattleboro, VT, United States, Vermont 05301 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9kNjRhMGYxMjU2Y2ZkZGViNTA1ZmEzNGJiOTFkNDE1Yzg3OGViMzljYzgwYmYwNGI4YWEzMDg5N2IyODg5NWY2LXJpbWctdzkwMC1oNjAwLWRjMDgwODA4LWdtaXI_dj0xNzg2NDg0Mjc4.avif - **Categories**: Entertainment, Music, Kids - **Event Name**: The Meditations - **Description**: One of the legends who has sculpted the Roots Rock sound with years of contributions to this music called Reggae. As part of the foundation of reggae music, The Meditations have over forty years of producing, writing, arranging, and performing. They perf - **Interested Audience**: - Count: 28 - **Date**: Thu Aug 27 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/the-meditations/200030357613402 - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy8wZWZmY2I2YmU5MjgzMTI3NDgwNDhiZjc1NTRkNjI3NDgyMTZiM2EwYzRjNjAwMTU3M2I5N2U1YzM4NmQ5NDk3LXJpbWctdzEwODAtaDE0NzItZGMwODA4MDgtZ21pcj92PTE3ODY3MzM1MjU.avif - **Categories**: health-wellness, entertainment, meditation, music, reggae, performances, concerts, festivals - **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 EventWe use Eventbrite for promotion only. To attend, ple - **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**: Free - **Categories**: fitness, comedy, Entertainment, Nonprofit - **Event Name**: BUTTERFLY SWING BAND Returns to Marigold Brattleboro - **Description**: 𝐁𝐔𝐓𝐓𝐄𝐑𝐅𝐋𝐘 𝐒𝐖𝐈𝐍𝐆 𝐁𝐀𝐍𝐃 🪩Marigold Brattleboro 📅 Sunday, August 23rd 📍 157 Main Street – Brattleboro, VT 🍸 Bar & Kitchen open 5PM 🎶 Music 7 – 9pm 🎟️ FREE ADMISSION! Bring your dancing shoes and get ready to cut some rug! BUTTERFLY SWING BAND and jazz - **Interested Audience**: - Count: 18 - **Date**: Sun Aug 23 2026 at 07:00 pm – Sun Aug 23 2026 at 09:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/butterfly-swing-band-returns-to-marigold-brattleboro/200030536314527 - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy8zN2QzODM4NjZkMjI1YjQzYjQzMWJiMjY4MzNkMzU3NGZiNGM3YmVjMmI3YmExMzc1ZDhmMGE0NjIwYzY0YTFjLXJpbWctdzExNzYtaDExNzUtZGMwODA4MDgtZ21pcj92PTE3ODcwMDI2NjM.avif - **Categories**: music, entertainment - **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 - **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**: Start Again @ Marigold’s w/s/g Match - **Description**: Start Again will be making its Marigold’s debut. This is a neat venue with great sound/vibes/food. They will be joined with local indie rock band Match. The music starts at 8 PM. There is a $10 cover - come out and support local music 👏❤️🙌 - **Interested Audience**: - Count: 4 - **Date**: Sat Aug 22 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/start-again-marigolds-w-s-g-match/200030240779440 - **Venue**: Marigold Brattleboro - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy82MjEyOGRmNmNmMzJjZDdhYzkwZGNkNTM0N2Y0YzQwZjdjNmY4ZjgwNjFhZTFlM2QzNDgxZTYzNDAwZjdhY2IxLXJpbWctdzY0MC1oMTk3NS1kYzA4MDgwOC1nbWlyP3Y9MTc4NjM4NDY3MQ.avif - **Categories**: music, 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**: comedy, entertainment, performances, workshops, kids, art, theatre, storytelling - **Event Name**: Dirty Sound Magnet/ Gran Moreno - **Description**: With over 800 shows across Europe, the UK, and Mexico, Dirty Sound Magnet have become one of the most electrifying forces in modern rock. Hailing from Switzerland, the trio has built a reputation for their mesmerising musical world and intense, unpredicta - **Interested Audience**: - Count: 8 - **Date**: Thu Sep 10 2026 at 08:00 pm – Thu Sep 10 2026 at 11:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/dirty-sound-magnet-gran-moreno/200030240778937 - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy9jZDE1ODZhZWU5NWE4MGMyY2UxYjE3OWY2ZDQxMTk4MTg5OWZiNmU1Njc5OWM4NWUzNTI4YzliNGQ2MWQ1ZTlmLXJpbWctdzEyMDAtaDY3NS1kYzI4MDgwOC1nbWlyP3Y9MTc4NjU1NjM0Mg.avif - **Categories**: music, entertainment, festivals, performances, live-music - **Event Name**: Akira Kurosawa’s DREAMS - **Description**: In a visually sumptuous journey through the master’s imagination, tales of childlike wonder give way to apocalyptic apparitions... a deeply personal lament for a world at the mercy of human ignorance, interspersed with hopeful reflections on the redemptiv - **Interested Audience**: - Count: 15 - **Date**: Fri Sep 04 2026 at 07:30 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/akira-kurosawas-dreams/200030516662244 - **Venue**: Epsilon Spires - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy80NTU1NTlkMjQ4MDc2YjIwYjRmMThiZWMzMTIxNmE4NDdiNWFmZjYwZTA1N2YzZDJiYzI0YTExNTlhYzdiZmU0LXJpbWctdzYwNy1oMzI5LWRjMjgyODI4LWdtaXI_dj0xNzg2NjUzNzE1.avif - **Categories**: entertainment, live-music - **Event Name**: THE THIEF OF BAGDAD (1924) w/ Pipe Organ Score by Jeff Rapsis! - **Description**: An Epic Fantasy-Action-Spectacle inspired by The Arabian Nights, The Thief Of Bagdad is Douglas Fairbanks’s Silent Film Masterpiece! Experience it with a dynamic live soundtrack performed on our powerful Estey organ! The first film in our MAXIMALIST MYTHO - **Interested Audience**: - Count: 12 - **Date**: Fri Aug 28 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/the-thief-of-bagdad-1924-w-pipe-organ-score-by-jeff-rapsis/200030568663808 - **Venue**: Epsilon Spires - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy8xODI3ZGYwNDczMjFkNDAwODc1MzVmNDVkZmQ5OWNiNDk2MmRlMTRmMTI2ODU2NjdiMjg2Y2I2OGJmZTQ0NGFhLXJpbWctdzEyMDAtaDE1MjUtZGNiOGI4YjgtZ21pcj92PTE3ODY4ODAxMDg.avif - **Categories**: entertainment, art, music, literary-art, festivals, live-music, theatre, comedy, nonprofit - **Event Name**: MARE'S NEST (2025) VERMONT PREMIERE! - **Description**: Moon seeks meaning amid uncertainty in a mysterious world free of adults, encountering alternative ways of living in her journey. Shot beautifully on 16mm, Mare's Nest offers a more hopeful take on post-apocalyptic storytelling. Opening performance by Tuc - **Interested Audience**: - Count: 18 - **Date**: Fri Aug 21 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/mares-nest-2025-vermont-premiere/200030417647413 - **Venue**: Epsilon Spires - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9mYzA1OGFlYTcyOTQwOTQzODk4ZTA5NmVmMjVmM2ZkOWZkNzU5ZWZhNWE0YzQ2ZTQwYjJmMmVhODg1YTMxMWM2LXJpbWctdzEyMDAtaDY3NS1kYzA4MDgwOC1nbWlyP3Y9MTc4NzEyODk3Mg.avif - **Categories**: entertainment, art, music, literary-art, performances, theatre, storytelling, live-music ## Trending Events in Brattleboro - **Event Name**: Karl Denson's Tiny Universe + Rebirth Brass Band - **Description**: Two incredible bands on one very special night!! KDTU has electrified audiences around the world for over 25 years from the fields of Naeba in Japan at the infamous Fuji Rock Festival to the hallowed stage of Madison Square Garden where they previously j - **Venue**: 210 Main St, Brattleboro, VT, United States, Vermont 05301 - **Banner**: https://cdn-az.allevents.in/events9/banners/75f4510336103c5d199c7ef5610a502f1ef78aa5f313d7ef9e2682ec64927098-rimg-w1200-h727-dc080808-gmir?v=1786705375 - **Event Name**: Music Under the Stars: Celtic Night - **Description**: The three-part Music Under the Stars series returns to Farmhouse Square. Presented by the Brattleboro Music Center and Retreat Farm, this free outdoor concert series is rated one of Vermont’s Top 10 Summer Events. This striking duo is a leading light in - **Venue**: 45 Farmhouse Square, Brattleboro, VT, United States, Vermont 05301 - **Banner**: https://cdn-az.allevents.in/events4/banners/18391bb3b41860345f0b4cf2d4c3be9cec248ae126abaab267dad7db2eb7440f-rimg-w859-h671-dc385838-gmir?v=1786733528 - **Event Name**: 8th Annual Street Food Festival - Brattleboro Vermont - **Description**: Enjoy great food, drink and entertainment at the 9th annual Street Food Festival!! Family friendly and FREE to attend! The list of food vendors attending so far this year are: Juniors Food Truck J&B Curbside Cafe Vermont Lemon Wheel Frisky Cow Ge - **Venue**: Brattleboro Common - **Banner**: https://cdn-az.allevents.in/events5/banners/f2431808488cb323d1eb958ca81ad52e84a92bad5fc1088482b876065189b378-rimg-w1200-h524-dcf8f8f8-gmir?v=1787061566 - **Event Name**: Mad Caddies, The Supervillains in Brattleboro - **Description**: 🎶 Get Ready for Mad Caddies Live at Stone Church on Wednesday, August 26, 2026! 🎶 This is not just a concert—it's a moment you'll talk about for years. Mad Caddies is set to light up Stone Church with their unforget - **Venue**: Stone Church - **Banner**: https://cdn-az.allevents.in/events1/banners/faa9c8b0-862c-11f1-9a9e-39ca0151cd66-rimg-w1200-h675-dc472e1a-gmir.webp?v=1784766316 - **Event Name**: Mad Caddies - **Description**: Formed in Santa Barbara, California, in 1995, the Mad Caddies quickly emerged as a unique force in the music scene with their original name "The Ivy League". Known for their energetic blend of ska and punk rock, they add unique touches of reggae and jazz - **Venue**: 210 Main St, Brattleboro, VT, United States, Vermont 05301 - **Banner**: https://cdn-az.allevents.in/events7/banners/77fb072135115d3c83b6d3a6275ee3d98db044021d30b9d77032fc9f72ad1291-rimg-w1200-h1499-dc181818-gmir?v=1786733527 - **Event Name**: Vacation Manor in Brattleboro - **Description**: 🎤 Catch Vacation Manor Live at Stone Church on Friday, August 28, 2026! 🎤 Ready to experience the night of your life? Vacation Manor is bringing their infectious energy and hit songs like A Toast and a Spiri - **Venue**: Stone Church - **Banner**: https://cdn-az.allevents.in/events6/banners/1ca43830-3a13-11f1-bd1f-f1e10f03be6f-rimg-w1200-h675-dc101105-gmir.webp?v=1776398918 - **Event Name**: Juice in Brattleboro - **Description**: 🎶 The Ultimate Juice Experience LIVE at Stone Church—This Friday, September 11, 2026! 🎶 It's that time of the year where everyone wants to have a musical breath! Your favorite, Juice is hitting Stone Church on Frida - **Venue**: Stone Church - **Banner**: https://cdn-az.allevents.in/events10/banners/7da0c6f0-8296-11f1-8a8c-3fe57d70e589-rimg-w1200-h675-dc1b1017-gmir.webp?v=1784371829 - **Event Name**: New England Deaf Night Out - **Description**: Mark your calendars! The 2nd Annual New England DNO has been set! August 29th at Bar 580 in Brattleboro at 4pm. Last year, Salem NH was a huge success with around 200 attendees. The NE DNO hosts expect the same to happen in Vermont this years. Can’t wait - **Venue**: BAR 580 - **Banner**: https://cdn-az.allevents.in/events3/banners/e3723aa74ad8628055115d4863ae84d301d8fdc3445dc46028725e06c2f510a2-rimg-w1080-h1293-dc181818-gmir?v=1787128808 - **Event Name**: David Murphy- For My Peeps - **Description**: David Murphy – For My Peeps is the latest chapter in the storied musical journey of bassist and synth player David Murphy, a founding member of the pioneering electronic/jam band STS9 (Sound Tribe Sector 9). After spending 17 transformative years with STS - **Venue**: 210 Main St, Brattleboro, VT, United States, Vermont 05301 - **Banner**: https://cdn-az.allevents.in/events1/banners/9a8a48f0f2d5fe140429bf8d4c747183b240b870d88931319bb88c593f97c156-rimg-w1200-h1499-dcd8d8d8-gmir?v=1786733525 ## 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 August in Brattleboro](https://allevents.in/brattleboro/entertainment--august) - [Entertainment Events in September in Brattleboro](https://allevents.in/brattleboro/entertainment--september) ## FAQs - **Q**: What are the top Entertainment events in Brattleboro? - **A:** 8th Annual Street Food Festival - Brattleboro Vermont (Sat Sep 05 2026 at 11:00 am at Brattleboro Common), Vacation Manor in Brattleboro (Fri Aug 28 2026 at 08:00 pm at Stone Church), Vacation Manor (Thu Aug 27 2026 at 07:00 pm at The Stone Church), Kaki King (Thu Aug 20 2026 at 08:00 pm at 210 Main St, Brattleboro, VT, United States, Vermont 05301), Prouty Presents: Outdoor Movie Night (Free!) (Fri Aug 21 2026 at 07:45 pm at 209 Austine Drive, Brattleboro, VT, United States, Vermont 05301). - **Q**: What are the top free 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). - **Q**: What Entertainment events are happening in Brattleboro this weekend August 21–23, 2026? - **A:** Prouty Presents: Outdoor Movie Night (Free!) (Fri Aug 21 2026 at 07:45 pm at 209 Austine Drive, Brattleboro, VT, United States, Vermont 05301), BUTTERFLY SWING BAND Returns to Marigold Brattleboro (Sun Aug 23 2026 at 07:00 pm at 157 Main Street, Brattleboro, VT, United States, Vermont 05301), Start Again @ Marigold’s w/s/g Match (Sat Aug 22 2026 at 08:00 pm at Marigold Brattleboro), MARE'S NEST (2025) VERMONT PREMIERE! (Fri Aug 21 2026 at 07:00 pm at Epsilon Spires). - **Q**: What Entertainment events are happening in Brattleboro in August 2026? - **A:** Vacation Manor in Brattleboro (Fri Aug 28 2026 at 08:00 pm at Stone Church), Vacation Manor (Thu Aug 27 2026 at 07:00 pm at The Stone Church), Kaki King (Thu Aug 20 2026 at 08:00 pm at 210 Main St, Brattleboro, VT, United States, Vermont 05301), Prouty Presents: Outdoor Movie Night (Free!) (Fri Aug 21 2026 at 07:45 pm at 209 Austine Drive, Brattleboro, VT, United States, Vermont 05301), The Meditations (Thu Aug 27 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 Brattleboro Common, Stone Church, The Stone Church. - **Q**: What is the price range for Entertainment events in Brattleboro? - **A:** Prices for Entertainment events in Brattleboro range from USD 24 to USD 327. 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 New England Street Food Fest, Melody Mapper, Ticket Network Events. - **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 West Brattleboro](https://allevents.in/west-brattleboro/entertainment) - [Entertainment events in Marlboro](https://allevents.in/marlboro-vt/entertainment) - [Entertainment events in Putney](https://allevents.in/putney-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)