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💀 From Frights to Festivities: The Best Halloween & Live Music Events This Weekend

🎃 Your Ultimate Halloween & Live Music Weekend Guide in and around Fairfield County 👻

Get ready for a weekend packed with spooks, sounds, and seasonal fun! Fairfield County is buzzing with Halloween happenings — from haunted attractions and ghost tours to pumpkin patches, costume parties, and live music galore. Whether you’re looking to dance the night away, explore something spooky, or make family memories under the fall sky, there’s something for everyone this weekend. 


Local breweries and bars are hosting costume bashes and creepy cocktail nights, theaters are showing classic horror flicks, and historic venues are bringing back ghostly gatherings you won’t want to miss. 


👻 Thrill-seekers can brave haunted trails and scream parks popping up across the county. Check out FAD’s full Halloween Events List for all the eerie details! 


🎃 Families can enjoy trick-or-treat events, pumpkin patches, and fall festivals — all featured in our Halloween Calendar. 


🍸 Night owls can dance the night away at masquerade balls, bar crawls, and live DJ sets. Find all the music and nightlife highlights in our Live Music Calendar. 


So grab your costume, round up your ghoul gang, and get ready for a frightfully good time! This is your ultimate guide to all the fun and fear happening in and around Fairfield County this Halloween weekend. 


🕸️ Stay spooky — and remember, some events sell out faster than a witch on a broomstick, so plan ahead! FAD also features a daily roundup of what’s happening in towns across Fairfield County — so keep scrolling and enjoy! 


 

Wednesday, October 22


Thursday, October 23


Friday,October 24,


Saturday,October 25


Sunday October 26


 From Frights to Festivities: The Best Halloween & Live Music Events This Weekend
October 25, 2025
Enjoy an unforgettable night of award-winning bluegrass when the Dan Tyminski Band performs live at Edmond Town Hall in Newtown, CT on November 14, 2025.
October 25, 2025
Experience family fun at The Palace Theatre Stamford! Enjoy the music of the Grateful Dead on Nov 9 & Queen on Dec 6—live, lively, and perfect for all ages!
October 24, 2025
Legendary rockers Wishbone Ash perform at Edmond Town Hall on Nov 6, 2025—get your tickets now!
By Cathy Ithier October 23, 2025
Stella Blue’s Band Returns to Edmond Town Hall – November 1 Get ready for an unforgettable night of music, community, and good vibes when Stella Blue’s Band returns to Edmond Town Hall on Friday, November 1. This fan-favorite Grateful Dead tribute band captures the true essence of a Dead show — from soulful improvisations to the euphoric connection that only this music can create. Founded in 2009, Stella Blue’s Band (SBB) was born from a deep love and reverence for the Grateful Dead’s legendary sound. The group has earned a reputation as one of the premier Dead tribute bands in the country, dedicated to recreating the authentic live experience that made the Dead a cultural phenomenon. The band’s commitment to musical authenticity has taken them to iconic stages including Garcia’s at The Capitol Theatre in Port Chester, NY — where they were the first band chosen for residency . They’ve shared stages with rock legends like Santana , Phil Lesh , and Melvin Seals , and even headlined the 50th Woodstock Anniversary at the original Yasgur’s Farm. Fans can expect an evening filled with songs from every era of the Grateful Dead’s 30-year journey — with dynamic jams, soulful harmonies, and spontaneous musical moments that make every Stella Blue’s show unique. Whether you’re a lifelong Deadhead or just love great live music, Stella Blue’s Band will transport you to that magical place where rhythm, harmony, and community meet. About Edmond Town Hall Located in the heart of Newtown, Connecticut , Edmond Town Hall has long been a cherished gathering place for live performances, movies, and community events. With its historic charm and modern sound system, the venue continues to bring incredible music and entertainment to audiences of all ages. From local showcases to nationally known acts like Stella Blue’s Band, Edmond Town Hall is proud to celebrate live music that unites the community and keeps the arts thriving. 📅 Event Details: Date: Friday, November 1, 2025 Location: Edmond Town Hall, 45 Main Street, Newtown, CT Doors Open: 7:00pm | Show: 8:00 pm Tickets: edmondtownhall.org
October 23, 2025
Norwalk Conservatory of the Arts presents Footloose at The Klein Auditorium in Bridgeport, November 13–16, 2025. Don’t miss this hit musical!
October 22, 2025
Fairfield County’s weekend scene just got more delicious. The award-winning LobsterCraft food truck has partnered with SoNo 1420 America’s Maritime Distillery to launch a new “Lobster x Cocktails” weekend collaboration —a weekly gathering designed to celebrate exceptional food, craft cocktails, and live entertainment. From Thursday through Saturday, 5–9 PM , guests can enjoy LobsterCraft’s signature Connecticut-style lobster rolls , indulgent lobster mac & cheese , and a variety of burgers and sandwiches featuring prime meats sourced from Darien Butcher Shop . For plant-based diners, the Portobello Mushroom Burger offers a satisfying alternative. Complementing the menu, SoNo 1420’s expertly crafted cocktails , curated by mixologist Blake Poon , highlight the distillery’s innovative approach to flavor and presentation. Guests can sip and savor by the outdoor fire pits or enjoy live music every Friday evening , creating an atmosphere that’s both inviting and sophisticated. This new collaboration blends culinary craftsmanship with local creativity , positioning SoNo 1420 as one of Norwalk’s premier weekend destinations.
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