An Evening with The Berkshire Medium

15 Crissey Rd, Great Barrington, MA, United States, Massachusetts 01230 15 Dec 2025

Piano Lover's Dream

Flynn Pianos Workshop & Gallery 20 Dec 2025

🍕 Family Meal Series: Pizza & Movie Night

141 West Ave., Great Barrington, MA 01230 19 Dec 2025

Luke Winslow-King live at the Barn!

17 Main Street, South Egremont, MA, United States, Massachusetts 01258 11 Jan 2026

Delightful & Delectable Holiday Market

34 Bridge St, Great Barrington, MA 01230-3103, United States 20 Dec 2025

BTU's

17 Main Street, South Egremont, MA, United States, Massachusetts 01258 27 Dec 2025

Winter Solstice Kirtan with Carrie Grossman & Friends

40 Railroad Street, Suite 6 (2nd Flr.), Great Barrington, MA, United States, Massachusetts 01230 20 Dec 2025

"It's a Wonderful Life" (1946)

14 Castle St, Great Barrington, MA, United States, Massachusetts 01230 19 Dec 2025

Tarot Soirée: An Evening of Intuition, Art & Connection

STUDIO LAB ELEVEN 23 Dec 2025

Black Violin

14 Castle St, Great Barrington, MA, United States, Massachusetts 01230 27 Feb 2026

FLO Presents: Dads Night Out! Because parenting is hard!

The Miller 19 Dec 2025

Sip & Glaze - Pottery Painting w/ The Glazing Ladies

87 Railroad St 10 Jan 2026

Chanukkah at the Co-op: Berkshire Jewish Collective 20’s, 30’s, 40’s Event

Berkshire Food Co-op 18 Dec 2025

FLO Presents: After-the-Holidays Party & Toy Exchange!

Berkshire South Regional Community Center 18 Jan 2026

John Pizzarelli in Great Barrington

Mahaiwe Performing Arts Center 20 Dec 2025

Les Ballets Trockadero de Monte Carlo

The Mahaiwe Performing Arts Center 6 Feb 2026

London's National Theatre in HD: "Hamlet"

14 Castle St, Great Barrington, MA, United States, Massachusetts 01230 31 Jan 2026

John Pizzarelli Trio

The Mahaiwe Performing Arts Center 19 Dec 2025

John Pizzarelli Trio: Tony Bennett at Mahaiwe Performing Arts Center

Mahaiwe Performing Arts Center 20 Dec 2025

John Pizzarelli Trio

Mahaiwe Performing Arts Center 21 Dec 2025