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Holiday Stroll at Mill River Park
Immerse yourself in the beautiful holiday displays and stunning illuminations at Mill River Park while taking a stroll with loved ones.
Comfort & Joy Christmas Concert
The Norwalk Community Chorale will perform a selection of traditional holiday songs, from familiar favorites to spins on the classics.
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22nd Annual Terry Conners Open
This two-day synchronized skating competition will feature hundreds of skaters from throughout the East Coast.
Greenwich Reindeer Festival & Santa’s Workshop
Santa and his reindeer will return for this family-favorite holiday hotspot at the Sam Bridge Nursery.
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Sustainability Holiday Pop-Up Shop
Explore sustainable products from local businesses while networking and enjoying refreshments.
Todd Brewster Book Discussion
Best-selling author Todd Brewster will discuss his latest book release, A Photographic History of American Childhood at the Westport Library.
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From Realism to Abstraction Course
The Rowayton Arts Center will host this art course led by Dana Goodfellow, welcoming all ages and skill levels to participate.
Paint & Sip Class: Aurora Reflections
Participants will paint their very own wintery work of art while enjoying their choice of the studio’s wide selection of wine, beer, and specialty cocktails.
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Chanukah Menorah Car Parade
Part of Chabad of Stamford’s calendar of holiday activities, a parade of cars decked out with menorahs will illuminate the streets of Stamford. The event culminates with a Menorah lighting at Latham Park.
Chanukah Celebration & Menorah Lighting
Attend a special menorah lighting at Grove Street Plaza, which is taking place each night of Chanukah.
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Martin Kline: “In Monochrome” Exhibition
The Heather Gaudio Fine Art gallery will showcase the latest exhibition of popular artist Martin Kline, on-view throughout the month.
JWC Chanukah Package Party
Bring a wrapped gift worth $15 or more, which will be auctioned off in support of your chosen charity.
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SCAPES Exhibition
The Flinn Gallery will have the works of artists Paul Balmer, Julie Langsam, and William Ruller, on display throughout the month.
Winter Holiday Centerpiece Workshop
This workshop, led by Chryse Terrill, will instruct attendees on how to arrange a beautiful holiday centerpiece, with all materials provided by Wakeman Town Farm.
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Mike DelGuidice Live Performance
Mike DelGuidice, best known as the guitarist and vocalist of Billy Joel’s band, brings his band to Wall Street Theatre.
“The Nutcracker” Ballet performance
See the iconic, timeless George Balanchine holiday ballet come to life at the Palace Theatre in Stamford.
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The Holiday Wish Express
Perfect for the little ones, this immersive virtual holiday train ride takes participants through holiday-themed stops, with fun activities along the way.
Gentle Yoga Session
The New Canaan Library, in partner with the local YMCA, will offer a gentle Yoga session led by expert instructor Martha Risom.
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Tuesday Night Live Jazz
Villa Italia hosts a recurring jazz showcase, with a wide selection of songs played by local musicians.
Chess Club for Adults
Each Wednesday, the Westport Library offers chess games and lessons for adults and high school students.
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Live Reading of “A Christmas Carol”
Get your tickets to this live dramatic reading of Charles Dickens’ classic story, performed by a talented group of actors.
Tai Chi Lesson
Whether new to Tai Chi or looking to sharpen your skills, you’re bound to benefit from this course led by expert instructor Lucy Gao.
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A Sherlock Carol
This holiday production combines the beloved holiday tales of Charles Dickens and Sir Arthur Conan Doyle.
Selfies with Santa
Take a picture with Santa at the SoNo Collection’s holiday pop-up, which runs through Christmas Eve.
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La Plage Prix Fixe Christmas Dinner
Enjoy your holiday at Westport’s popular eatery La Plage, which will offer an exquisite three-course Christmas feast.
Tuesday Night Zumba
Perfect for beating the post-holiday lull, this fun Zumba Class with instructors Christina Rabasco and Amber Allen is a can’t-miss!
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Kwanzaa: Community Gatherings & Celebrations
This all-ages, multi-day celebration of Kwanzaa and its seven principles features activities, presentations, a documentary screening, and more.
Docent-Led Exhibition Tour
The Westport’s Museum of Contemporary is hosting a docent-led tour of their latest exhibition, This is the Life I See by Purvis Young.
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Connecticut Modern: Art, Design, and the Avant-Garde, 1930-1960
The exhibition will feature selection of works by well-known artists like Robert Motherwell, Helen Frankenthaler, Cleve Gray, and more.
Bollywood Dance
Experience an upbeat workout set to rythmic Bollywood beats. Children age 6 and up are welcome.
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NYE Stand-Up Comedy Show
Ring in the New Year at Tutti Pazzi, which will feature a variety of stand-up comics, delicious food and drinks, and fun night of laughs.

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