Make your life happening by enrolling to entertainment events in [CITY]. 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 [CITY]. 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 [CITY].
## Entertainment Events in Westbrook - **Event Name**: Duck Island Raft Party 2026 🇺🇸 - **Description**: The biggest day on the water is back and this year, it’s all about red, white, and blue. Join us at Duck Island for an unforgettable raft-up featuring live music by The Take and a full-on American celebration in honor of the 250th anniversary. Hundreds - **Interested Audience**: - Count: 549 - **Date**: Sat Aug 01 2026 at 12:00 pm – Sat Aug 01 2026 at 04:00 pm (-04:00) - **Event URL**: https://allevents.in/westbrook/duck-island-raft-party-2026/200029924260330 - **Venue**: Duck Island - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy81MTc0NjI1MWJlZmJjOGNmOGVjNzRlYjczOGI5YzZhN2ZjOTIzZjlmNjgxMWEyMGQ5Mjc3NzEzMDk0MWQwMmMxLXJpbWctdzEyMDAtaDEyMDAtZGM1ZTdjOGUtZ21pcj92PTE3ODA0NTM0NzY.avif - **Categories**: entertainment, parties, music, contests, live-music, nonprofit - **Event Name**: A CONNECTICUT CHRISTMAS In July FESTIVAL - **Description**: COME CELEBRATE OUR NATIONS 250TH BIRTHDAY WITH A CHRISTMAS PARTY!! 5-Hours of Live Music, Performers, Entertainers Food and Beverage Trucks Connecticut Book Festivals Authors Vendors & Crafters Kid and Adult Activities Furry Family Member Friendly Wa - **Interested Audience**: - Count: 12 - **Date**: Sat Jul 11 2026 at 11:00 am – Sat Jul 11 2026 at 04:00 pm (-04:00) - **Event URL**: https://allevents.in/westbrook/a-connecticut-christmas-in-july-festival/200029942199334 - **Venue**: 314 Flat Rock Pl, Westbrook, CT, United States, Connecticut 06498 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvZGIyODU3M2E5Njc1M2IwOWI0MTVhMmNmNmE1ZDEyZmU3NjVhMDY1ODg1MjA0ZmU1ZDc3NjZlNGFkMWE4NTA5MC1yaW1nLXcxMjAwLWg2MDAtZGNmZWZlZmUtZ21pcj92PTE3NzcxODM0MzU.avif - **Categories**: festivals, entertainment, music, performances, live-music, art, literary-art, parties, music-festivals - **Event Name**: Trainwreck Live at Westbrook Recreation Concert Series - **Description**: The Westbrook Recreation Concert Series & Trainwreck invite you to bring the whole family on Friday, September 4th, 2026 from 5:30 pm to 8:00 pm for a wonderful evening of live music & fun on the Westbrook Town Green!! We hope to see everyone come - **Interested Audience**: - Count: 29 - **Date**: Fri Sep 04 2026 at 05:30 pm (-04:00) - **Event URL**: https://allevents.in/westbrook/trainwreck-live-at-westbrook-recreation-concert-series/200029598857303 - **Venue**: Westbrook Town Green - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy9lODRhOTliOTEzNjI2MDU4YjViYmRlNzY1NmQxYzI3MzE2OGY4N2NmMmRhODM0YzU2ZGUxOWI0OTZkMjg1NjY0LXJpbWctdzEyMDAtaDEwODQtZGMxNjE2MTUtZ21pcj92PTE3ODAyODgxMTA.avif - **Categories**: music, entertainment, concerts, live-music, pop - **Event Name**: Army’s Legacy 1st Block Party - **Description**: Unfortunately, we have made the difficult decision to reschedule The Legacy Unmasked Masquerade until October due to low ticket sales. We are truly saddened, as this event was meant to honor two absolutely incredible organizations — Desmond’s Army Animal - **Interested Audience**: - Count: 109 - **Date**: Sun Jul 19 2026 at 12:00 pm – Sun Jul 19 2026 at 04:00 pm (-04:00) - **Event URL**: https://allevents.in/westbrook/army’s-legacy-1st-block-party/200030072025104 - **Venue**: 647 Horse Hill Rd, Westbrook, Connecticut - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy8wZGU0OTAzYzBiZDc4ODc5NDZjMGMyNTFiODE5ODQ2YjdiYTU2N2M0MDg5NDdhOThkMjRkZmIzMGMzYTRjMmIzLXJpbWctdzExNDktaDEzNjktZGMxOTE2MTUtZ21pcj92PTE3Nzk5MDgzNTE.avif - **Categories**: parties, entertainment, music, nonprofit, kids - **Event Name**: The Highliner III - **Description**: WB returns to the Highliner III. Git ya some! - **Interested Audience**: - Count: 31 - **Date**: Sat Jun 27 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/westbrook/the-highliner-iii/200030075868337 - **Venue**: The Highliner III - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy80M2YwMWE1MzBlZGNmOTM4NmJhODBiOWNkOTljMzBlNjhlNDBlZWVhZGZhNTNkNDdiNmM1OWJmMzI1ZWJlNzM2LXJpbWctdzEyMDAtaDc1MC1kYzE4MTcxNi1nbWlyP3Y9MTc3OTk0NDM3NA.avif - **Event Name**: Katie Perkins Band @ The Highliner III - **Description**: Full band - **Interested Audience**: - Count: 7 - **Date**: Sat Aug 15 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/westbrook/katie-perkins-band-the-highliner-iii/200030075865830 - **Venue**: The Highliner III - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy9hZmI5ZjY2ZWJjNjJlYzc3MjQ0YmJiMWMwOTRkNzkzZmM3NWEyYzk0YzAwYjMxMTM0YWUyMTBjN2Y5YTEyMzFkLXJpbWctdzEyMDAtaDY3NS1kYzFmMzc0Zi1nbWlyP3Y9MTc3OTk0NDM4Mg.avif - **Categories**: music, entertainment - **Event Name**: Bad Mannerz @ The Highliner III - **Description**: Come Join The Party' - **Interested Audience**: - Count: 9 - **Date**: Sat Oct 31 2026 at 07:00 pm – Sat Oct 31 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/westbrook/bad-mannerz-the-highliner-iii/200029712299052 - **Venue**: The Highliner III - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy9iNzBkYWFkYmEyNTM4NTJmODI4YzQ2ZTI3ZDgzYTRiNmFhODc5ODlkZWY1MmQ4MTA4OGQ0YmMxNDNlOWIyZGE3LXJpbWctdzEyMDAtaDc3OC1kYzA0MDExNS1nbWlyP3Y9MTc3OTg3NzgwOA.avif - **Categories**: parties, entertainment ## Trending Events in Westbrook - **Event Name**: Westbrook Together Days - **Description**: We are back at Westbrook Together Days in 2026!! Westbrook Together Days is a FREE city wide event that several businesses and citizens volunteer their time and money to make it the success that it has become. In 2010, WTD was awarded the Spirit of Ameri - **Venue**: Riverbank Park, Westbrook. - **Banner**: https://cdn-az.allevents.in/events8/banners/69c19970b66c0395a48038b87b0494da89fd07b3b2c817a9119e1a334259ab9a-rimg-w1200-h1200-dcffffff-gmir?v=1780117949 - **Event Name**: ALOK: New Comedy Show! - **Description**: The internationally renowned poet, comedian, actor, and absolute icon ALOK returns with a new comedy show!About this EventALOK (they/them) is an internationally acclaimed poet, comedian, public speaker, and actor. ALOK’s - **Venue**: Westbrook Performing Arts Center - **Banner**: https://cdn-az.allevents.in/events6/banners/69d71080a1eb9b7546301c30dafcdba6c29a365dcba4afd509c3912daf43e1b9-rimg-w1200-h800-dcd9dadc-gmir.jpg?v=1776350801 - **Event Name**: Duck Island Raft Party 2026 🇺🇸 - **Description**: The biggest day on the water is back and this year, it’s all about red, white, and blue. Join us at Duck Island for an unforgettable raft-up featuring live music by The Take and a full-on American celebration in honor of the 250th anniversary. Hundreds - **Venue**: Duck Island - **Banner**: https://cdn-az.allevents.in/events7/banners/51746251befbc8cf8ec74eb738b9c6a7fc923f9f6811a20d92777130941d02c1-rimg-w1200-h1200-dc5e7c8e-gmir?v=1780453476 - **Event Name**: Fall Player Evaluations - **Description**: This is a mandatory event for ALL U9-U12 registered classic/travel players. U13-U14 will be asked to attend as needed by coaches. Please register in advance here: https://system.gotsport.com/programs/B17474300?reg_role=player 3-4 PM U9-U10 Boys and Gir - **Venue**: Westbrook Community Center - **Banner**: https://cdn-az.allevents.in/events5/banners/5779858daba302fbe67d6e505184ec8865085f6911f48770f4be87cdb8ed128e-rimg-w1200-h788-dc1948a9-gmir?v=1780448819 - **Event Name**: "Ferris Bueller's.." (1986) & "Breakfast Club"(1985) Fri & Sat June 5 & 6 - **Description**: "Ferris Bueller's Day Off" (1986)PG-13 approx. 8:40PM followed by "The Breakfast Club" (1985)R 10:35PM gates open by 7:30PMAbout this Event💫Double Feature Presentation at Prides Corner Drive In Theatre🎥"Ferris B - **Venue**: Prides Corner Drive-In - **Banner**: https://cdn-az.allevents.in/events7/banners/b02bede248bacf1d22d0e25227f36602b5ece290705f0c01db73dc8217854819-rimg-w273-h184-dcfefefe-gmir.jpg?v=1780368556 - **Event Name**: The Greg Hill Road Show @ Cowbell Rock Row - **Description**: 🚨 BIG NEWS, MAINE SPORTS FANS 🚨 The Greg Hill Road Show is rolling into Cowbell Rock Row for an exclusive Meet & Greet you won’t want to miss! 🍻🎙️ Join us Thursday, June 4 from 7:30PM–9:30PM for a night with the legendary Greg Hill crew, ice cold Mi - **Venue**: 90 Rock Row, Westbrook, ME - **Banner**: https://cdn-az.allevents.in/events1/banners/a46f67876b22d47f83447567021fd6ca41677e0a53f124bb04a29dec2b67a25a-rimg-w1200-h1589-dce7edf5-gmir?v=1779940617 - **Event Name**: Cats on Mats Yoga Class - **Description**: Come enjoy a relaxing Yoga class while spending time with a room full of adoptable kitties. Enjoy the energy our cat residents add to the class - and be guided by one of our professional Yoga instructors. Beginners welcome - mats provided if needed. Pre-r - **Venue**: 630 Main Street, Westbrook, ME, United States, Maine 04092 - **Banner**: https://cdn-az.allevents.in/events1/banners/75ddc52e26ce1a879aba32be58496954501db0fd8518b3b0be2d808d97521bc3-rimg-w1200-h1200-dc151619-gmir?v=1780377681 - **Event Name**: 13th Annual Westbrook Strong 5k - **Description**: Come join us for our 13th Annual Westbrook Strong walk or run 5k! Race takes place at 8am in Riverbank Park. Kid’s Fun run will take place in the park prior to the 5k at 7:30am. Register to participate or donate on our website. More information to come - **Venue**: Riverbank Park, Westbrook, ME - **Banner**: https://cdn-az.allevents.in/events8/banners/6d62f0d8413382f07b208e77981e081ff04f161d70e36d66c4188cc3c149571a-rimg-w850-h315-dcd9d9d6-gmir?v=1780117952 - **Event Name**: Scrum Alliance | CSM Certification Practical Workshop in Westbrook, ME - **Description**: Become an exceptional Scrum Master with real-time Scrum Activities and Simulations. Enjoy 2-year membership with Scrum Alliance. (CSM 2-Day)About this EventScrum is an Agile framework that helps teams work collaboratively - **Venue**: Regus Center - **Banner**: https://cdn-az.allevents.in/events1/banners/5843cb1632da57d593cec514739e61ee70056aeaef3debf7a8188c2d2a511d01-rimg-w1200-h604-dcdbdbd8-gmir.jpg?v=1779139996 ## Browse Entertainment Events by Date - [Entertainment Events Today in Westbrook](https://allevents.in/westbrook/entertainment--today) - [Entertainment Events This Weekend in Westbrook](https://allevents.in/westbrook/entertainment--this-weekend) - [Entertainment Events in June in Westbrook](https://allevents.in/westbrook/entertainment--june) - [Entertainment Events in July in Westbrook](https://allevents.in/westbrook/entertainment--july) ## FAQs - **Q**: What are the top Entertainment events in Westbrook? - **A:** Duck Island Raft Party 2026 🇺🇸 (Sat Aug 01 2026 at 12:00 pm at Duck Island), A CONNECTICUT CHRISTMAS In July FESTIVAL (Sat Jul 11 2026 at 11:00 am at 314 Flat Rock Pl, Westbrook, CT, United States, Connecticut 06498), Trainwreck Live at Westbrook Recreation Concert Series (Fri Sep 04 2026 at 05:30 pm at Westbrook Town Green), Army’s Legacy 1st Block Party (Sun Jul 19 2026 at 12:00 pm at 647 Horse Hill Rd, Westbrook, Connecticut), The Highliner III (Sat Jun 27 2026 at 07:00 pm at The Highliner III). - **Q**: What Entertainment events are happening in Westbrook in June 2026? - **A:** The Highliner III (Sat Jun 27 2026 at 07:00 pm at The Highliner III). - **Q**: How can I find Entertainment events in Westbrook? - **A:** You can discover upcoming Entertainment events in Westbrook 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 Westbrook? - **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 Westbrook? - **A:** Some popular venues hosting Entertainment events in Westbrook include Duck Island, 314 Flat Rock Pl, Westbrook, CT, United States, Connecticut 06498, Westbrook Town Green. - **Q**: Who are the top organizers for Entertainment events in Westbrook? - **A:** Popular organizers hosting Entertainment events in Westbrook include Atlantic Outboard, Westbrook Outlets, Trainwreckctband. - **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 Westbrook? - **A:** Follow the Entertainment category on AllEvents.in to get notified when new Entertainment events are listed in Westbrook. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/58/5efbefdb8e438db5c829e697673309/Maskgroup-3-.webp ## Entertainment events from nearby cities - [Entertainment events in Clinton](https://allevents.in/clinton-ct/entertainment) - [Entertainment events in Ivoryton](https://allevents.in/ivoryton/entertainment) - [Entertainment events in Old Saybrook](https://allevents.in/old-saybrook/entertainment) - [Entertainment events in Essex](https://allevents.in/essex-ct/entertainment) - [Entertainment events in Deep River](https://allevents.in/deep-river-ct/entertainment) - [Entertainment events in Madison](https://allevents.in/madison-ct/entertainment) - [Entertainment events in Killingworth](https://allevents.in/killingworth/entertainment) - [Entertainment events in Old Lyme](https://allevents.in/old-lyme/entertainment)