Stockbridge Main Street at the holidays

Stockbridge celebrates the holidays with wreaths and festive lights and activities for all ages — live performances, holiday markets, Winterlights and more.

Festivities open on Friday evening, and on Saturday the downtown brings music.

Sunday December 8

Stockbridge Main Street at Christmas Recreation — noon to 2 p.m., Stockbridge presents Main Street as Norman Rockwell saw it, with more than 25 antique cars parked along the street (weather permitting).

The town offers holiday performances and activities including Horse drawn wagon rides by Clay Hill Farm (except in heavy rain), holiday music by the Victorian Carolers and Monument Mountain Regional High School hot soup at The Red Lion Inn’s Back of the Bank Courtyard Bar,Roger the Jester and photo ops with Norman Rockwell and a Norman Rockwell Museum Pop-up Shop, face painting, stories and crafts and a visit from the Claus family and reindeer.

Winterlights at Naumkeag — This holiday season the garden sparkles with thousands of shimmering holiday lights.

For Friday and Saturday events, see the daily calendar listings.

2024 more holiday activities around town

Winter Family Fun Day and Nutcracker Collection Display presented by the Stockbridge Library, Museum & Archives held at the library, 10 a.m. to 2 p.m., Free Admission. All day long the library will have a craft table available where children can decorate a snowflake, indoor winter games and a scavenger hunt, and an outdoor StoryWalk© and decorated gardens that you can walk through. At 10:45 a.m. there will be a winter-themed storytime with the youth librarian.

Winter Wonderland Walkway sponsored by the Stockbridge Chamber of Commerce, December 7 to 31 — All are invited to take a stroll through the Winter Wonderland Walkway of decorated trees at the Stockbridge Library.

Holiday Marketplace and Gallery of Wreaths at Berkshire Botanical Garden — December 6 to 8, the annual Holiday Marketplace returns with wreathes and evergreens, garlands and artisans. Free Admission.

Norman Rockwell Museum — The museum has also newly opened Anita Kunz: Original Sisters, Portraits of Tenacity and Courage and Norman Rockwell: Home for the Holidays and The Light that Shines: Norman Rockwell and the Edison Mazda Paintings. December 7 and 8, the museum will lead Norman Rockwell’s Life and Holiday Art guided tours.

Nightwood — The Mount will present the fourth year of an innovative sound and light experience that immerses visitors in a fantastical winter landscape, with scenic elements, theatrical lighting and a dramatic score.

A Christmas Carol — December 6 to 8 and onward, Berkshire Theatre Group offers their annual retelling of the spirits of Christmas eve as they challenge Ebenezer Scrooge, the miser who faces his own bleak past and searches for liht. On a winter night in Victorian England, experience Charles Dickens’ story filled with holiday carols and the wonder of the season.