Make your life happening by enrolling to entertainment events in Windsor. 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 Windsor. 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 Windsor.
## Entertainment Events in Windsor - **Event Name**: CT River & Roots Series: The Dad Bods - **Description**: As a part of our CT River & Roots Series, enjoy a performance by The Dad Bods on Windsor Town Green at 6:30pm. Bring your blankets, chairs, family and friends–all are welcome! This event is free, but donations are always appreciated. The Dad Bods are - **Interested Audience**: - Count: 38 - **Date**: Thu Sep 10 2026 at 06:30 pm (-04:00) - **Event URL**: https://allevents.in/windsor/ct-river-and-roots-series-the-dad-bods/200030532711735 - **Venue**: Windsor, Connecticut - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvZTE4MDBjNWE3ZDcyYmYyMmI5NmI5ZWUwMjBlYjliNzc4Y2M2MDkwYzRmNzhmYjUxMTUzMzNkMTEyMDc1YjdmOS1yaW1nLXcxMjAwLWgxMjAwLWRjZjhmOGY4LWdtaXI_dj0xNzg2OTU5Mjg4.avif - **Categories**: music, entertainment, nonprofit - **Event Name**: CT River & Roots Series: Zak Trojano - **Description**: As a part of our CT River & Roots Series, enjoy a performance by Zak Trojano, a local singer/songwriter and guitar player, at 6:30pm on the Windsor Town Green. Bring your blankets, chairs, and family and friends–all are welcome! This event is free, bu - **Interested Audience**: - Count: 7 - **Date**: Thu Sep 17 2026 at 06:30 pm (-04:00) - **Event URL**: https://allevents.in/windsor/ct-river-and-roots-series-zak-trojano/200030542347417 - **Venue**: Windsor, Connecticut - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy9mMjQ4NjIxMzI4MDQ0ZTU5MmVmNTg1YTBjZWEwOTdiMDJkYTllOGQ2MjQ1ZDliZTQ1MGJhM2VlNDZmOTVjY2I0LXJpbWctdzEyMDAtaDEyMDAtZGM1ODQ4MzgtZ21pcj92PTE3ODcxMzk5MjA.avif - **Categories**: music, entertainment, performances, nonprofit - **Event Name**: E-Cycle Event - **Description**: On Saturday, September 12, 2026, from 9:00 AM to noon, the Windsor Conservation Commission will be holding its annual free E-Cycle event in cooperation with Take 2 in the rear parking lot of Windsor Town Hall. Residents are welcome to drop off their elect - **Date**: Sat Sep 12 2026 at 09:00 am – Sat Sep 12 2026 at 12:00 pm (-04:00) - **Event URL**: https://allevents.in/windsor/e-cycle-event/200030560319221 - **Venue**: Windsor Town Hall Rear Parking Lot, 275 Broad St, Windsor, CT 06095 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9hNjYzZDNkY2MyMjZiYzVjMDkzNDQ1M2I4OTM5ZmE3ZDg0N2RhNmY4MjI4MmM4Y2YyNjk0MjBiY2E3MTg5YmRmLXJpbWctdzk0MC1oNzg4LWRjZjhmOGY4LWdtaXI_dj0xNzg3NDYxOTA3.avif - **Categories**: music, entertainment - **Event Name**: Next Stop Comedy at Beer Garden @ Bart's! - Windsor, CT - **Description**: Next Stop! - A Comedy Show Near You! Join us at Beer Garden @ Bart's for a brand new line-up of comedians every time!About this EventNext Stop Comedy brings top stand-up comedians to your favorite local venues! Each show - **Date**: Fri Oct 16 2026 (-04:00) - **Event URL**: https://allevents.in/windsor/next-stop-comedy-at-beer-garden-barts-windsor-ct/100001983260432341 - **Venue**: Beer Garden @ Bart's Drive-In Restaurant - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy8wMTBkZGFiNzhkZGYwMGNiZjU4NjFkZmQ1ZjE2Zjk4N2M2ZjlhNzNlNjRkZmVkMWIwODI5OWZkNTIxYTIxNDA2LXJpbWctdzEyMDAtaDgwMS1kYzA1MDQwNi1nbWlyLmpwZz92PTE3ODI0OTEyMzM.avif - **Price**: USD 28 - **Categories**: fitness, comedy, Entertainment - **Event Name**: The Gathering At Sweet Water A Witchy Artisan Event - **Description**: The Gathering at Sweet Water is an annual witchy artisan event that is inclusive and welcomes all. It is a magical, welcoming spaceAbout this EventThe Gathering at Sweet Water is a first annual witchy artisan market that - **Date**: Sun Nov 08 2026 at 10:00 am – Sun Nov 08 2026 at 08:00 pm (-05:00) - **Event URL**: https://allevents.in/windsor/the-gathering-at-sweet-water-a-witchy-artisan-event/100001997422679002 - **Venue**: The Birdcage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvY2Q3Yjk5MjFiMjY3MDNiNmQwNDQyOTc3NmM3NjFmODRhOTc0ZmVhNDU4MWRmODM4OTkzMGM3MThkNGViMzgwZC1yaW1nLXcxMDgwLWgxNDQwLWRjZjhmOGY4LWdtaXIuanBnP3Y9MTc4NzEyMDQ5NA.avif - **Price**: USD 7 to 18 - **Categories**: art, entertainment, christmas-markets-and-fairs - **Event Name**: CT River & Roots Series: Hiroya Tsukamoto - **Description**: As a part of our CT River & Roots Series, enjoy a free acoustic performance of "A Journey Through Strings and Stories" by Hiroya Tsukamoto, a composer, guitarist and singer-songwriter from Kyoto, Japan, in our gallery at 2:00pm. Bring your family and - **Interested Audience**: - Count: 15 - **Date**: Sat Dec 19 2026 at 02:00 pm – Sat Dec 19 2026 at 03:30 pm (-05:00) - **Event URL**: https://allevents.in/windsor/ct-river-and-roots-series-hiroya-tsukamoto/200029849355544 - **Venue**: 40 Mechanic Street, Windsor, CT, United States, Connecticut 06095 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy8zOTM1ZTdjMTNlMDkyY2IwMWIxODZiZTA1NmI0MjMxNmQ0MDg4NDJhM2Q5NDVkNmMxOTNhM2ZlOWM1MzcwY2IwLXJpbWctdzEyMDAtaDEyMDAtZGMwODA4MDgtZ21pcj92PTE3ODcyNjgzNDA.avif - **Categories**: music, entertainment, performances, sports, storytelling - **Event Name**: Bruce Gregory @ Beer Garden @ Bart’s - **Description**: We’re so excited to have Bruce Gregory here performing LIVE from 1:00 PM – 4:00 PM! 🎶🎸 Call up some friends, come grab a bite to eat, enjoy a drink or two, and kick back with some great live music. Sounds like the perfect way to spend the afternoon to us! - **Interested Audience**: - Count: 6 - **Date**: Sun Nov 15 2026 at 01:00 pm – Sun Nov 15 2026 at 04:00 pm (-05:00) - **Event URL**: https://allevents.in/windsor/bruce-gregory-beer-garden-barts/200030400474925 - **Venue**: 55 Palisado Ave, Windsor, CT - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy8yNTlkZmUyOGI5YTdkNmVjNzFlOTdjNGRlYTVmY2I1M2E2MjRmMzliZjA3M2JhMjcxZmYxMjg4OWZjMWU3MTQ2LXJpbWctdzExNzktaDk3MC1kY2Y4ZjhmOC1nbWlyP3Y9MTc4NzQ2MTkwOA.avif - **Categories**: music, entertainment, live-music, performances ## Trending Events in Windsor - **Event Name**: 104th Annual Windsor Harvest Festival - **Description**: 104th annual Windsor Harvest Festival, featuring over 250 booths, concert Saturday night, parade Monday morning. Pie eating contest and lots of entertainment and kids rides and games - **Venue**: 300 Locust St, Windsor, CO - **Banner**: https://cdn-az.allevents.in/events1/banners/d6372188b74e1b7c9f8125440a95f9f1b82768f9908e27eb486184bd6ea2ccdf-rimg-w1200-h900-dc182828-gmir?v=1787391540 - **Event Name**: Windsor Public Schools Back-to-School Rock the Block Party - **Description**: Windsor Public Schools' 5th Annual Back-to-School Block Party is just around the corner! Get ready for FREE food, ice cream, school supply giveaways for Windsor students, bounce houses, games, music, The Windsor Mobile Classroom, and more! Date: August - **Venue**: Windsor High School - **Banner**: https://cdn-az.allevents.in/events2/banners/c68498cfb1f125d0bc20c37ba4cf0de2303717d55dca81a0c61601a5e73d3832-rimg-w1200-h675-dcf89848-gmir?v=1787063168 - **Event Name**: 🎶 Taylor Swift Music Bingo at Beer Garden at Bart's 🎶 - **Description**: Join us for 🎶Taylor Swift Music Bingo🎶 at Beer Garden at Bart's. This special event will be an entire evening of Taylor Swift. Grab your friends to sing along to the incredible Taylor Swift! Here's what you need to know: 🆓 It's FREE to play! 🎶 Instead - **Venue**: Beer Garden At Bart's - **Banner**: https://cdn-az.allevents.in/events8/banners/1ccc2f6d43274583fee8ddf1492f4337e5d17e4eb120dd2b8fffdd15daf96961-rimg-w1200-h628-dcf8f8f8-gmir?v=1787343611 - **Event Name**: Gamba's 125 Year Celebration - **Description**: Join us for Gamba’s 125 Year Celebration, celebrating the anniversary of our historic MCM Vineyard!About this EventJoin Us for Gamba's 125 Year Celebration!You are cordially invited to join the Gamba Family i - **Venue**: Gamba Vineyards & Winery - **Banner**: https://cdn-az.allevents.in/events7/banners/2354539a78e09a09fa7f88c64a46337d4f64e559756245aedc2ed149af185101-rimg-w1200-h800-dcc4d4eb-gmir.jpg?v=1777449776 - **Event Name**: Beautiful Losers - Bob Seger Tribute Band at the Windsor Fair, Sat. Aug. 29th, no extra charge - **Description**: The Windsor Fair Presents: The Beautiful Losers Tribute to Bob Seger & the Silver Bullet Band! This concert is included with the price of fair admission on Saturday August 29th. "The most authentic Bob Seger Show" Vocally, Musically, sonically and d - **Venue**: 82 Ridge Rd, Windsor, ME, United States, Maine 04363 - **Banner**: https://cdn-az.allevents.in/events3/banners/988c1d6d5911ab05835c1cbdf3100e0a0f969ab51944cc3a7b1ddf1ccc44adfd-rimg-w1131-h607-dc080808-gmir?v=1787030458 - **Event Name**: EPIC Back-2-School Event - **Description**: Get ready Sonoma County — the EPIC Back to School Event is happening Saturday, September 19, 2026 at 1PM at Windsor High School! This is the first of its kind fundraiser for Every 15 Minutes, with a huge focus on not driving impaired, e-bike safety, and - **Venue**: Windsor High School Jaguar Athletics - **Banner**: https://cdn-az.allevents.in/events6/banners/675e57326a229027263a82d4cb65c4c553212c3c7e21e497ae50ee7bb64b8f8a-rimg-w942-h2048-dc181818-gmir?v=1787391262 - **Event Name**: 🐾 WINE & WAG 🍷 with Sileo Pet Services at Working Dog Winery! - **Description**: Join us for Wine & Wag, a pet friendly afternoon filled with local vendors, wine, shopping, and plenty of wagging tails! 📅 Saturday, August 29, 2026 🕛 12:00 PM to 6:00 PM 📍 Working Dog Winery Bring your family, friends, and well behaved dogs for an - **Venue**: Working Dog Winery - **Banner**: https://cdn-az.allevents.in/events3/banners/0390cf01da73f5d56d874ee10ffecb5d6035e0a1724b6bed1df3db10b95f5cd5-rimg-w1200-h1200-dcf8f8e8-gmir?v=1787446970 - **Event Name**: Windsor Farmers Market - **Description**: The Farmers Market is back! Stroll through vendor booths featuring seasonal foods, baked treats and unique finds, all while enjoying live entertainment in a lively outdoor setting. Support local businesses, connect with neighbors and savor the flavors of - **Venue**: Boardwalk Park - **Banner**: https://cdn-az.allevents.in/events3/banners/dddf868ee7344c3c21b801f45b72217f53c5b2d7ea9d013a178b5177971333ea-rimg-w1200-h800-dc2f2b2e-gmir?v=1780177377 - **Event Name**: The Band Perry, Dillon Carmichael in Windsor - **Description**: 🎶 Don't Miss this Out! Dillon Carmichael is Live at Hoedown Hill on Saturday, September 19, 2026! 🎶 This is your moment. Dillon Carmichael is hitting Hoedown Hill on Saturday, September 19, 2026, an - **Venue**: Hoedown Hill - **Banner**: https://cdn-az.allevents.in/events2/banners/b901e6d0-8619-11f1-9a9e-39ca0151cd66-rimg-w1200-h675-dc030303-gmir.webp?v=1784758046 ## Browse Entertainment Events by Date - [Entertainment Events Today in Windsor](https://allevents.in/windsor/entertainment--today) - [Entertainment Events This Weekend in Windsor](https://allevents.in/windsor/entertainment--this-weekend) - [Entertainment Events in August in Windsor](https://allevents.in/windsor/entertainment--august) - [Entertainment Events in September in Windsor](https://allevents.in/windsor/entertainment--september) ## FAQs - **Q**: What are the top Entertainment events in Windsor? - **A:** CT River & Roots Series: The Dad Bods (Thu Sep 10 2026 at 06:30 pm at Windsor, Connecticut), CT River & Roots Series: Zak Trojano (Thu Sep 17 2026 at 06:30 pm at Windsor, Connecticut), E-Cycle Event (Sat Sep 12 2026 at 09:00 am at Windsor Town Hall Rear Parking Lot, 275 Broad St, Windsor, CT 06095), Next Stop Comedy at Beer Garden @ Bart's! - Windsor, CT (Fri Oct 16 2026 at Beer Garden @ Bart's Drive-In Restaurant), The Gathering At Sweet Water A Witchy Artisan Event (Sun Nov 08 2026 at 10:00 am at The Birdcage). - **Q**: How can I find Entertainment events in Windsor? - **A:** You can discover upcoming Entertainment events in Windsor 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 Windsor? - **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 Windsor? - **A:** Some popular venues hosting Entertainment events in Windsor include Windsor, Connecticut, Windsor Town Hall Rear Parking Lot, 275 Broad St, Windsor, CT 06095, Beer Garden @ Bart's Drive-In Restaurant. - **Q**: What is the price range for Entertainment events in Windsor? - **A:** Prices for Entertainment events in Windsor range from USD 7 to USD 90. Many events also offer free entry. - **Q**: Who are the top organizers for Entertainment events in Windsor? - **A:** Popular organizers hosting Entertainment events in Windsor include Windsor Art Center, Town of Windsor CT, How Bout Comedy. - **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 Windsor? - **A:** Follow the Entertainment category on AllEvents.in to get notified when new Entertainment events are listed in Windsor. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/58/5efbefdb8e438db5c829e697673309/Maskgroup-3-.webp ## Entertainment events from nearby cities - [Entertainment events in South Windsor](https://allevents.in/south-windsor/entertainment) - [Entertainment events in Bloomfield](https://allevents.in/bloomfield-ct/entertainment) - [Entertainment events in Windsor Locks](https://allevents.in/windsor-locks/entertainment) - [Entertainment events in Hartford](https://allevents.in/hartford/entertainment) - [Entertainment events in Broad Brook](https://allevents.in/broad-brook/entertainment) - [Entertainment events in East Windsor](https://allevents.in/east-windsor/entertainment) - [Entertainment events in East Hartford](https://allevents.in/east-hartford/entertainment) - [Entertainment events in East Granby](https://allevents.in/east-granby/entertainment)