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"Your Ultimate Guide to Tree Lighting Events in and around Fairfield County!"


πŸŽ„ Guide to Tree Lighting Ceremonies in and around Fairfield County.


'Tis the season! Towns throughout Fairfield County and nearby areas are gearing up for their annual tree lightings and holiday festivities. We've gathered a list of the top celebrations happening in the area to help you and your family make magical memories.


Friday, November 29

Bethel: Bethel Winterfest
πŸ—“οΈ Fri | Nov 29 | 2:00 PM – 7:00 PM
🎠 Enjoy holiday shopping, food trucks, and the lighting of Bethel’s Christmas tree.

Ridgefield: Annual Tree Festival of Lights

πŸ—“οΈ Fri | Nov 29 | 6:00 PM

🎡 Kick off the holidays with festive songs and tree lighting.


Saturday, November 30

Bridgeport: Annual Tree Lighting
πŸ—“οΈ Sat | Nov 30 | 4:00 PM – 7:00 PM
🎀 Features live music, family activities, and the lighting of the tree.

Brookfield: Holiday Tree Lighting
πŸ—“οΈ Sat | Nov 30 | 5:00 PM
πŸŽ… A classic tree lighting with carolers and holiday treats.

Mystic: "Jolly by the Water: Santa, Tree Lighting, & Boat Parade

  πŸ—“οΈ Sat | Nov 30 | 12:00 PM – 6:00 PM

πŸŽ…πŸš€πŸŽ„ Annual tradition Santa arriving by Tugboat!

New Fairfield: Holiday Light Parade & Tree Lighting
πŸ—“οΈ Sat | Nov 30 | 12:00 PM – 6:00 PM
πŸš’ Festive light parade leads to a dazzling tree lighting ceremony.

New Milford Tree Lighting with Santa

 πŸ—“️ Sat | Nov 30 |5:30 PM

πŸŽ… A classic tree lighting with carolers and holiday treats.


Sunday, December 1

Darien: Holiday Lighting
πŸ—“οΈ Sun | Dec 1 | 4:30 PM – 5:30 PM
🎡 Kick off the holidays with festive songs and tree lighting.

Westport: Annual Tree Lighting Ceremony
πŸ—“οΈ Sun | Dec 1 | Evening (Time TBD)
🎁 Features performances and holiday-themed surprises for the whole family.


Wednesday, December 4

Stratford: Town of Stratford Tree Lighting
πŸ—“οΈ Wed   Dec 4   5:30 PM
🌟 Santa joins the fun as Stratford’s tree comes alive with light.


Thursday, December 5

Weston: Holiday Tree Lighting and Music Festival
πŸ—“οΈ Thurs | Dec 5 | 5:00 PM
🎻 Live music, festive vibes, and Weston’s beautiful tree lighting.


Friday, December 6, 2024

Ansonia: The Lighting of the Ansonia Christmas Tree
πŸ—“οΈ Fri | Dec 6 | 6:30 PM
🌟 Local performers set the stage for this dazzling event.

Bethlehem: Bethlehem Christmas Tree Lighting & CristmasTown Festival
πŸ—“οΈ Fri & Sat | Dec 6 & 7
🏰 Stroll through Christmas Town and enjoy festivities over two magical days.

Greenwich: Annual Tree Lighting
πŸ—“οΈ Fri | Dec 6 | 4:00 PM – 5:00 PM
🎷 Caroling and the glow of the town’s festive tree lighting.

Oxford: Tree Lighting
πŸ—“οΈ Fri | Dec 6 | 6:00 PM – 7:00 PM
πŸŽ… Santa stops by Oxford’s annual festive gathering.

Norwalk: Tree Lighting Celebration
πŸ—“οΈ Fri | Dec 6 | 5:30 PM
🌟 A community celebration with seasonal treats and entertainment.

Shelton: Community Tree Lighting & Winter Market
πŸ—“οΈ Fri | Dec 6 | 5:00 PM – 9:00 PM
🎭 Family fun, music, and an enchanting lighting display.

Trumbull: Town of Trumbull Tree Lighting
πŸ—“οΈ Fri | Dec 6 | 6:00 PM
πŸŽ„ Holiday crafts, entertainment, and a cheerful lighting ceremony.

Wilton: Holiday Stroll & Tree Lighting

πŸ—“οΈ Fri | Dec 6 | 5:00 PM – 8:00 PM

🎨 Holiday crafts & Toy Drive, performances, lighting of the town tree & santa.


Saturday, December 7, 2024

Danbury: Light the Lights - Winter Festival
πŸ—“οΈ Sat | Dec 7 | 3:00 PM – 7:00 PM
🎨 Holiday crafts, performances, and the lighting of the town tree.

Fairfield: Tree Lighting & Menorah Lighting | Winter Whimsy
πŸ—“οΈ Sat | Dec 7 | 4:15 PM – 7:00 PM
πŸ•Ž Celebrate with lights, music, and a cozy winter marketplace.

Old Greenwich: First Light Celebration in Old Greenwich
πŸ—“οΈ Sat | Dec 7 | 5:00 PM – 8:00 PM
πŸ•―οΈ Lantern strolls, live music, and a beautiful tree lighting.

Orange: Holiday Tree Lighting and Holiday Festival
πŸ—“οΈ Sat | Dec 7 | 3:00 PM – 6:00 PM
🎠 A holiday festival with crafts, food, and tree lighting magic.

Middlebury: Annual Tree Lighting, Santa's Mailbox and more!
πŸ—“οΈ Sat | Dec 7 | 4:00 PM
🎢 Gather for carols and cheer as the tree lights up.

Monroe: Tree Lighting Event
πŸ—“οΈ Sat | Dec 7 | 5:00 PM
πŸŽ… A visit from Santa completes Monroe’s festive tree lighting.

Redding: Tree Lighting Celebration
πŸ—“οΈ Sat | Dec 7 | 3:30 PM
🌟 Warm up with cocoa and enjoy the glow of the holiday tree.

Sandy Hook: Sandy Hook Village Tree Lighting
πŸ—“οΈ Sat | Dec 7 | 4:00 PM
🎁 Holiday cheer and festivities culminate in a magical tree lighting.


Sunday, December 8

Easton: Holiday Market & Tree Lighting
πŸ—“οΈ Sun | Dec 8 | 3:00 PM – 6:00 PM
🎁 Shop the holiday market before enjoying the tree lighting.

Milford: Walnut Beach Tree Lighting
πŸ—“οΈ Sun | Dec 8 | 5:00 PM – 7:00 PM
🌟 Coastal charm meets holiday cheer with this beautiful event.

Newtown: Hawleyville Tree Lighting
πŸ—“οΈ Sun | Dec 8 | 5:30 PM – 6:30 PM
🎢 A quaint celebration filled with music and tree lighting joy.

Sherman: Annual Tree Lighting with Santa
πŸ—“οΈ Sun | Dec 8 | 5:30 PM
πŸŽ… Kids can meet Santa after the tree lighting ceremony.

Stamford: Heights and Lights
πŸ—“οΈ Sun | Dec 8 | 5:00 PM
πŸ§— Santa rappels down a skyscraper before lighting the tree!


Friday, December 13

Newtown: Annual Tree Lighting at Ram Pasture
πŸ—“οΈ Fri | Dec 13 | 6:30 PM
πŸŽ„ Stroll through historic Ram Pasture for a charming lighting event.


Sunday, December 15

Milford: Buoy Tree Lighting Ceremony
πŸ—“οΈ Sun | Dec 15 | 4:45 PM
🌊 Celebrate Milford’s nautical history with this unique tree lighting.



"Your Ultimate Guide to Tree Lighting Events in and around Fairfield County!"
Unwind and Unplug: Live Music & Craft Spirits Every Friday in South Norwalk.
By Cathy Ithier April 30, 2025
ACOUSTIC SONO Music Series at SONO 1420: More Music, More Flavor, More Fridays SoNo 1420 America’s Maritime Distillery is turning up the volume — and the vibes — with its ever-popular ACOUSTIC SONO Music Series , now running every Friday from 6:00 PM to 9:00 PM ! SoNo 1420 has extended the music, and the vibes, with an extra hour every Friday — giving you even more time to sip, savor, and soak up the sounds of the area's most talented local artists. Whether you're a devoted fan of live music or just craving a fresh way to kick off the weekend, SONO 1420 delivers the perfect mix of rhythm and relaxation. Imagine this: you and your crew unwinding with award-winning craft cocktails 🍸, sharing bites from our brand-new lite fare menu 🍴, and enjoying an intimate, ever-changing lineup of acoustic performances — all in the cozy, spirited atmosphere of SoNo 1420 . Here’s what’s on the musical menu this May: 🎢 May 2 – Lander Blue (Joni & John) This acoustic duo blends nostalgic country twang with rock and outlaw country flair. Joni's vocals evoke legends like Sheryl Crow and Patsy Cline, while John's resonator guitar adds grit and soul to every performance. 🎢 May 9 – Sarah Chesler Let this Swedish American songstress takes you on a global journey through bossa nova beats, jazz harmonies, and heartfelt songwriting that turns life’s little moments into melody. 🎢 May 16 – Carlos Miller A CT favorite and a true acoustic magician, Carlos brings soul, charm, and irresistible energy to the stage. Whether solo or with The Last Hoorah, his sound is always unforgettable. 🎢 May 23 – Bittersweet Descent Original. Genre-defying. Electrifying. This four-piece band blends folk, punk, country, and rock into high-octane performances that will keep you moving and mesmerized. 🎢 May 30 – Neil Currie A seasoned performer and a staple in the local music scene, Neil brings smooth vocals, seasoned guitar work, and crowd-pleasing favorites you’ll love. SoNo 1420 is more than a distillery — it's a destination. Come early, stay late, and celebrate the music, the drinks, and the community. It’s the ultimate way to start your weekend . 🎟️ No tickets needed — just bring your good vibes and grab a seat. πŸ‘‰ Tag your crew, mark your calendars, and make your Friday nights SONO 1420 nights . ο»Ώ
By Cathy Ithier April 30, 2025
May Happenings Heat Up at Edmond Town Hall – Don’t Miss These Upcoming Events! Edmond Town Hall is your destination for top-tier entertainment this spring! Located in the heart of Newtown, CT, this beloved venue continues to bring nationally recognized talent and family-friendly programming to the Western Connecticut region of Fairfield County. Kicking off a stellar month of May is Almost Queen – the nation’s premier Queen tribute band – rocking the stage on Saturday, May 3 . This show is nearly sold out , so if you haven’t grabbed your tickets yet, call the Box Office at (203) 270-4285. Then, on Thursday, May 8 , the Speaker Series returns with a heartfelt and uplifting evening featuring Steve Gross , Chief Playmaker of the Life is Good Company. He’ll share his inspiring mission to help children heal through joy and optimism. Reserve your seat here. Looking for the perfect Mother’s Day gift? How about laughter? On Thursday, May 16 , comedian and The Daily Show correspondent Michael Kosta brings his Lucky Loser Tour to Edmond Town Hall. It’s a smart, witty night of stand-up you won’t want to miss. Get your tickets here before they’re gone! The whole family will love the launch of the ETH Family Series on Sunday, May 18 , with Vanessa Trien and the Jumping Monkeys . This high-energy band brings kid-friendly tunes and interactive fun that will have everyone dancing. Make Sunday afternoon family time special—tickets available here. Looking ahead to June, treat Dad early this Father’s Day with a night of laughs! Saturday, June 7 features Stand-Up Comedy with Jason Salmon , with special guest Joe Gerics , lighting up the comedy stage from 8–10 PM. Don’t miss this hilarious night out—get your tickets here. Whether you’re looking for live music, comedy, or family fun, Edmond Town Hall is the place to be this spring .
April 29, 2025
Aquila’s Nest Vineyards is Now Open for Full Hours! 🌟 We’re thrilled to welcome you back to enjoy our extended hours at the vineyard! Our enchanting Fairy Gazebos , along with the Pergola and Fireplace areas, are now open — offering the perfect open-air settings to relax and unwind. 🍷 Join us for Happy Hour Thursdays: 4–6 PM Fridays: 1–4 PM It’s the ideal time to sip, savor, and soak in the vineyard views. 🍦✨ Introducing Sweet Fridays — starting at 4 PM! Treat yourself to a rotating lineup of food trucks serving ice cream , waffles , and fresh-baked goodies — the sweetest way to kick off your weekend at Aquila’s Nest.
Otto’s Full Service Elevates the Piermont Scene with Dining, Drinks, and Live Music
By Cathy Ithier April 28, 2025
Since opening in the summer of 2022, Otto’s Full Service has redefined the dining and entertainment landscape in Piermont, NY. Restaurateurs David and Jill Kaliff transformed a historic gas station into a vibrant restaurant and social hub, blending an elevated American menu with global influences. With a lively bar and piano lounge, an expansive outdoor patio, and versatile private event spaces, Otto’s has quickly become a beloved destination for both locals and visitors.
Comics To Know: Brandon Reaves Takes the Stage at NY Comedy Club Stamford on Wednesday April 30.
By Cathy Ithier April 27, 2025
Get ready for a night of unforgettable laughs! New York Comedy Club Stamford presents Comics To Know featuring Brandon Reaves on Wednesday, April 30 at 7 PM — and trust us, this is a show you don’t want to miss. Born and raised in the Bronx, Brandon Reaves’ story is one of resilience, heart, and undeniable talent. Originally setting out as an actor and writer, Brandon first found success creating viral videos across social media. But fate had other plans: after losing a bet to a friend, he took a chance on the comedy stage — and instantly fell in love with stand-up. Life threw Brandon some heavy challenges, including the heartbreaking loss of his mother, which led him to battle and overcome alcohol abuse. His incredible strength in reclaiming his life, stepping into the role of guardian for his little brother, and returning to the comedy world is nothing short of inspiring. Now, with performances at top comedy clubs and colleges nationwide — even headlining and hosting at the world-famous Apollo Theater — Brandon’s authentic storytelling, sharp wit, and one-of-a-kind perspective captivate every audience he meets. Don't miss your chance to see this rising comedy star up close and personal! 🎟️ Tickets are on sale now — grab yours and get ready for an evening packed with laughter, heart, and maybe even a little inspiration. πŸ“ New York Comedy Club Stamford πŸ—“οΈ Wednesday, April 30 | 7 PM 🎀 Featuring: Brandon Reaves ο»Ώ
Mike DelGuidice Returns to The Palace Theatre for One Night Only, Saturday, May 3!
By Cathy Ithier April 27, 2025
Saturday, May 3, 2025 – The Palace Theatre, Stamford, CT Get ready for a night of jaw-dropping vocals, powerhouse performances, and timeless classics! The Palace Theatre Stamford is thrilled to welcome back Mike DelGuidice —renowned vocalist, singer-songwriter, and longtime member of Billy Joel’s band—for a one-night-only show on Saturday, May 3, 2025 . Whether you know him from center stage with Billy Joel or his viral renditions of classic rock anthems and opera arias, Mike DelGuidice is a performer like no other. Backed by his stellar band, Mike delivers astonishing versions of the biggest names in Classic Rock, from Queen to Aerosmith to Led Zeppelin—plus a few of his own crowd-favorite originals. 🎀 Yes, he sings opera too! (Remember that unforgettable performance from Billy Joel’s Wembley concert? That was Mike!) Watch here πŸ‘‰ Mike sings opera with Billy Joel Having shared the stage with legends like Bruce Springsteen, Sting, and Paul Simon, and having appeared on NBC Today Show , Rolling Stone , CNN , and more—Mike is no stranger to the spotlight. Beyond the covers, his original work is equally captivating. His song “Ordinary Guy” was chosen as the theme for Kevin James’ sitcom Kevin Can Wait . Kevin even stars in Mike’s music video for “Mona Lisa” — watch here . Don’t miss this unforgettable night of music, stories, and soul-stirring vocals. Whether you’re a diehard Billy Joel fan or just love a phenomenal live show, Mike DelGuidice delivers a performance that hits all the right notes. ο»Ώ 🎟️ Tickets available now at https://bit.ly/3YENCth πŸ“ The Palace Theatre, Stamford, CT πŸ“… Saturday, May 3, 2025
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