Stockbridge Main Street at Christmas 2019Have you ever seen a painting that was so warm and welcoming that you wish you could step right into it? The chance exists at Stockbridge Main Street at Christmas 2019, the annual recreation of Norman Rockwell’s famous 1967 painting. December 6-7 in Stockbridge, MA.

Norman Rockwell may have been gone for over half a century, now but his body of stunning artwork continues to live on. One of his most iconic holiday images, “Home for Christmas,” depicts a quintessential, small New England town on Christmas Eve. Rockwell was living in Stockbridge, MA at the time and its Main Street served as both inspiration and a model for the painting.

Moving forward to today, very little of Stockbridge’s Main Street has changed since Rockwell copied it to canvas. Add in a few vintage cars and Christmas decorations you could be looking at a live version of the painting. What a great idea! So great, in fact, that that is exactly what has occurred every holiday season for the past 30 years.

This year’s event is just weeks away – and you’re invited!

Stockbridge Main Street at Christmas 2019

December 6, 7 & 8, 2019

Visit Stockbridge, MA the first weekend in December and experience a living Norman Rockwell painting!

Along with vintage automobiles and Christmas decorations placed as seen in the painting, the 3-day event includes caroling, house tours, a concert, and more.

Friday, December 6 –
Readings Around The Hearth at the Stockbridge Library – 5pm-6:30pm

Saturday, December 7 –
Holiday House Tour – 11am-4pm
Enjoy a self-guided tour of some of the area’s most iconic, historic properties, inns and private homes.

Children’s Holiday Sing Along at the Stockbridge Library – 11am-11:30am

Caroling & Luminaria Walk – 6pm-7:00pm
Candlelight caroling down Main Street from the Red Lion to the First Congregational Church.
carolers at Stockbridge Main Street at Christmas
Holiday Concert at the First Congregational Church – 7:30pm – SOLD OUT

Sunday, December 8 –
Stockbridge Main Street at Christmas Recreation – 12pm-2pm
Learn more about this annual event at

Norman Rockwell Museum in Stockbridge

Norman Rockwell loved New England and its small villages so much that he eventually settled in Stockbridge. When he passed, he left his collection in trust to the Stockbridge Historical Society, who used it to establish The Norman Rockwell Museum.

Fans of the Rockwell’s work, illustration, and art should definitely consider visiting the museum (9 Glendale Rd, Stockbridge) when in the area. This is especially true during the Stockbridge Main Street at Christmas, when the museum presents its own special event around the work:

Saturday, December 7
Holidays at the Norman Rockwell Museum
– 2pm–5pm
See the original, panoramic “Home for Christmas” painting that inspired Stockbridge Main Street at Christmas and other holiday-inspired artworks. Hot cocoa, tea, coffee, cookies, and treats will be available for purchase along with special holiday discounts in the Museum Store.

Berkshires Lodging

Stockbridge, MA and The Norman Rockwell Museum are just 10 minutes away from our Berkshires bed and breakfast, Applegate Inn. Spend a day or two enjoying the festivities knowing that you have a luxurious guest room waiting for you at Applegate Inn. See you soon – and happy holidays!