Sip, Sparkle & Stroll returns to Kent for a festive evening of holiday cheer

Get ready to sip, sparkle, and stroll your way through one of Connecticut’s most charming towns. The beloved holiday event Sip, Sparkle & Stroll returns to Kent this season, transforming Main Street into a glowing celebration of community, local business, and festive spirit.
Formerly known as the Champagne Stroll, this cherished annual tradition invites guests to enjoy a night of holiday cheer as Kent’s shops, galleries, and restaurants open their doors for an evening filled with twinkling lights, delicious sips, and seasonal treats. Visitors can explore over 30 local businesses — from clothing boutiques and antique shops to art galleries and cafés — all while sampling sparkling beverages and soaking in the town’s cozy small-town charm.
Sponsored by the Kent Chamber of Commerce with help from the Kent Lions Club, the event is both a celebration and a cause for giving back: 15% of ticket sales benefit the Kent Lions Club, and attendees are encouraged to bring donations for the Kent Food Bank.
See the Message Center below for Connecticut’s top November events — from Hartford Wolf Pack games to events at Fairfield Theatre Company — and don’t miss our links for Connecticut merch by town!
This year’s stroll coincides with Small Business Saturday on November 29, part of the national campaign by American Express that celebrates and supports small retailers — the heart of local economies.
After exploring Main Street, guests can complete their evening at one of Kent’s many acclaimed restaurants, each offering creative menus to complement the celebration.
For event details, ticket information, and participating locations, visit the Kent Chamber of Commerce online.
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Don’t miss
• Keeler Tavern Museum’s Holiday Boutique in the Barn opens on November 20
• Best-selling author Kiran Desai to discuss booker-shortlisted novel in Stamford on Dec. 8
• Lake Compounce brings the magic of the season back with Holiday Lights 2025
••••••• Message center – Connecticut savings and messages from our sponsors •••••••
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Show your Connecticut pride with our exclusive Connecticut merch, featuring designs that celebrate every corner of the state. From our popular “Just a Kid From…” town series to Patriotic, Coordinates, and other locally inspired styles, each design captures what makes Connecticut home. Explore a variety of items, including T-shirts, hoodies, mugs, tote bags, blankets, and more, all with free shipping. Whether you’re representing your hometown or celebrating your love for the state, these pieces are the perfect way to wear your Connecticut pride every day.
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November events at Fairfield Theatre Company
November at Fairfield Theatre Company is packed with a diverse lineup of events, from live music and tribute shows to film and community gatherings. Highlights include Kelsey Waldon on November 1, Color Me Obsessed: A Film about The Replacements and The Monet plays Jamiroquai on the 2nd, Heather Maloney & Dan Rodriguez on the 4th, Brian Dolzani as the Loner: The Music of Neil Young on the 6th, and the FTC Encore Gala on the 8th. The month also features performances by Zoso, Paul Bogaev, Mike Farris, Tropidelic, Black Flag, Mary Fahl, Shemekia Copeland, Marshall Crenshaw, The Jayhawks, and more, including multi-night appearances from Reid Genauer Soloand festive events like Funksgiving. With something for every taste, November at FTC offers music, film, and seasonal celebrations for the whole community.
November 2025 calendar of events
11/8 – FTC Encore Gala
11/9 – Zoso
11/10 – An Evening with Paul Bogaev
11/12 – Randye Kaye
11/12 – Mike Farris
11/13 – FTC Short Film Festival
11/13 – Tropidelic
11/14 – Black Flag
11/14 -Mary Fahl
11/15 – A Night of Music
11/15 -Shemekia Copeland
11/16 – 399 Forever
11/16 – The Strange Dark
11/19 – Marshall Crenshaw
11/20 – The Arcadian Wild
11/21 – The Jayhawks
11/21 – Reid Genauer Solo
11/22 – Reid Genauer Solo
11/23 – Reid Genauer Solo
11/24 -Funksgiving
11/28 – Jake Swamp & The Pine
11/28 – Mullett
11/29 – Faster Things
Click here for more information & order tickets.
Learn to cook this fall with AMG Catering
AMG Catering and Events in Wilton, Connecticut, is offering a fall series of cooking classes designed to celebrate seasonal flavors and global cuisine. Each class combines hands-on instruction with perfectly paired beverages, from wine and beer to creative cocktails, as participants learn to prepare a variety of savory and sweet dishes. From autumn-inspired comfort foods to festive holiday treats, these classes provide an interactive, fun experience for home cooks of all skill levels. Join AMG this fall to sharpen your culinary skills, explore new flavors, and enjoy delicious meals in a vibrant, social setting. Click here for more information.
November events at PeoplesBank Arena
11/7 – UMass Lowell vs UConn Men’s Basketball, click here to purchase tickets
11/8 – Playboi Carti, click here to purchase tickets
11/13 – Bert Kreischer, click here to purchase tickets
11/14 – Rochester Americans vs Hartford Wolf Pack, click here to purchase tickets
11/15 – Laval Rocket vs Hartford Wolf Pack, click here to purchase tickets
11/16 – Ohio State vs UConn Women’s Basketball, click here to purchase tickets
11/18 – Springfield Thunderbirds vs Hartford Wolf Pack, click here to purchase tickets
11/21 – Wilkes-Barre Scranton Penguins vs Hartford Wolf Pack, click here to purchase tickets
11/22 – Lehigh Valley Phantoms vs Hartford Wolf Pack, click here to purchase tickets
11/23 – Bryan vs UConn Mens Basketball, click here to purchase tickets
11/25 – Stonehill College vs UConn Ice Hockey, click here to purchase tickets
11/26 – Springfield Thunderbirds vs Hartford Wolf Pack, click here to purchase tickets
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