Westport Holiday Events

44th Annual Production of The Nutcracker

Staples High School, Westport 20 Dec 2025

Marco Bicego Trunk Show

136 Main St, Westport, CT 06880 13 Dec 2025

A Sherlock Carol

Westport Country Playhouse 13 Dec 2025

Holiday Dance

Ballroom Elegance Dance Studio 20 Dec 2025

Pop Shop Holiday Market - Westport

Westport Museum for History & Culture 13 Dec 2025

Ana Gasteyer - Sugar & Booze Holiday Spectacular

Westport Country Playhouse 22 Dec 2025

Holiday Gingerbread - Parent + Child Workshop

Wakeman Town Farm 20 Dec 2025

Jingle & Mingle

1141 Post Rd E, Westport, CT, United States, Connecticut 06880 17 Dec 2025

44th Annual Production of The Nutcracker

Staples High School, Westport 20 Dec 2025

44th Annual Production of The Nutcracker

Staples High School, Westport 21 Dec 2025

Holiday Storytelling Show

The Westport Library 14 Dec 2025

Storytelling Sundays at the Library!

The Westport Library 19 Apr 2026

Winter Baking for Adults

Wakeman Town Farm 18 Dec 2025

Holiday Baking for Kids Ages 7-12

Wakeman Town Farm 9 Dec 2025

Winter Cooking for the Minis - Grades K-2

Wakeman Town Farm 15 Dec 2025

Little Farmers Parent and Me Fall Sessions 2025 September - December

Wakeman Town Farm 8 Sep 2025