Connecticut's Christmas and Holiday Event Guide!

From December 5-24, Immerse yourself in the spirit of the holidays in Connecticut with events including the Downtown Mystic Holiday Stroll and Luminaria, the Festival of Tabletop Trees, the Jingle Bell 5k, the Annual Holiday Market, and the Connecticut Ballet's The Nutcracker, as well as many more!

Holiday Bakes, Mystic,CT

December 6, 2023 at 6:00pm
Delight in the 19th-century New England holiday season flavors at Mystic Seaport Museum! Enjoy preparing traditional festive treats on the museum's hearth, and then cozy up to learn how the holidays would have been celebrated in an 1830s home. An unforgettable evening awaits!

Festival of Tabletop Trees, Cos Cob,CT

December 6, 2023 at 9:00am
The Greenwich Historical Society invites you to join in the festivities of the fifth annual Festival of Tabletop Trees. Guests can admire and participate in bidding for locally crafted and decorated trees during the festive event. Celebrate the talent of your local artisans and take home your own unique work of art from 47 Strickland Road.

Jingle Bell 5k, Norwalk,CT

December 9, 2023 at 9:30am
Calf Pasture Beach in Norwalk will be hosting its 3rd Annual Jingle Bell 5K on December 9th! Everyone is welcome to this festive and holiday run, whether you run as a group or alone. The event will help support the Norwalk Play and Learn Camps with all net proceeds. Be sure to wear your favorite festive attire, and join in on the finish line party at 11:15am!

Annual Holiday Market, Washington,CT

December 9, 2023 at 11:00am
The Institute for American Indian Studies is hosting an annual holiday market on December 9, 2023 from 11:00am to 4:00pm. Shop a variety of one-of-a-kind gifts and meet with local and Native American artists. Admissions to the holiday market are free, and the museum can be toured with a price of admission.

Santa Express, Thomaston,CT

December 15, 2023 at 12:00pm
Join the Railroad Museum of New England for the Santa Express on December 15 and hop aboard for the opportunity to meet and play with Santa and his Elves. Sing along to Christmas Carols and get a special gift from Santa's toy bag. !

Winterfest and the Tunnel of Lights, East Windsor,CT

December 15, 2023 at 5:00pm
Experience a magical winter holiday celebration at the Connecticut Trolley Museum! Take a trip through a 20-30 minute tunnel of lights and enjoy traditional carols sung by your trolley car operator. Step inside to a festive Winter Wonderland with model train layouts, holiday lights, and more! Don't miss this family tradition now celebrating its 45th year.

Frosty Forest Trail 5K, Stratford,CT

December 16, 2023 at 10:00am
Explore the Roosevelt Forest on December 16th for a fun and festive 5K! Run, jog, hike, or even walk through the scenic New England trails while embracing the holiday spirit! Enjoy the picturesque sights this Frosty Forest Trail 5K offers at the Roosevelt Forest. All are welcome!

Connecticut Ballet's The Nutcracker, Stamford,CT

December 17, 2023 at 1:00pm
Witness the spectacular Connecticut Ballet production of The Nutcracker at The Palace Theatre. Professional ballerinas from American Ballet Theatre and New York City Ballet will be taking the stage in four stunning performances. Meet the principal dancers in the lobby after each show.

Nightcap Before Christmas, Stonington,CT

December 20, 2023 at 6:00pm
The Captain Palmer House in Stonington, CT invites you to get into the holiday spirit at the Nightcap Before Christmas. Enjoy cocktails crafted from classic Christmas movie inspirations in a festive setting. Don't miss this festive event to get into the holiday spirit!

Magic of Lights, East Hartford,CT

December 24, 2023 at 5:00pm
Pratt & Whitney Stadium at Rentschler Field hosts Magic of Lights, an incredible drive-through holiday lights experience for all ages. Enjoy the sparkle and cheer of favorite holiday scenes and characters with LED technology and digital animations from the comfort and safety of your own car. Treat yourself to a night of holiday wonder at Magic of Lights.

This text was created by the author with the assistance of GPT-3, a large-scale language generation model developed by OpenAI. The author reviewed, edited, and revised the draft language to their satisfaction and is fully responsible for the content of this publication.

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