Skip To Content

Holidays in The Shires – Regional Events

Check out all the things that are happening in the region and plan your trip accordingly! https://exploretheshires.com/holidaysintheshires  

Wine & Improv

Bennington Theater 331 Main Street, Bennington, VT, United States

Get ready to uncork your creativity and uncage your laughter as we dive into a night of hilarious improvisation. You'll be part of an evening filled with interactive improv games

It’s a Wonderful Life: A Live Radio Play

Bennington Theater 331 Main Street, Bennington, VT, United States

It's A Wonderful Life: A Live Radio Play Bennington Players is pleased to present this beloved American holiday classic comes to captivating life as a live 1940s radio broadcast. With

Trivia Night Live with Jim Thatch!

Bennington Theater 331 Main Street, Bennington, VT, United States

Trivia Night Live with Jim Thatch! Gather your friends, family, or colleagues and join us at the Bennington Theater for a fun night of questions and answers led by trivia

The Sound of Music

Monument Arts & Cultural Center 44 Gypsy Lane, Bennington, VT, United States

Join us for a wonderful performance of this beloved classic. Featuring Corinne Holland as Maria, Metropolitan Opera singer, Oren Gradus as Captain Von Trapp, and Special Guest, Sam Von Trapp

Reed Foehl – Performance

Bennington Theater 331 Main Street, Bennington, VT, United States

Born in a small country town in New England and into a musical family, Grammy-nominated songwriter Reed Foehl writes stories of the human condition with a lyric and voice that

New Year’s Eve Party – Four Chimneys Inn

Four Chimneys Inn 21 West Rd., Bennington, VT, United States

Celebrate New Year’s Eve at The Four Chimneys with a fine dining dinner until 9pm, life piano music and drinks in the bar until 1am. Reservations recommended.

Learn about more community events at the Bennington Area Chamber Calendar