Norman Rockwell Museum will help celebrate the 33rd Annual Stockbridge Main Street at Christmas Weekend The town of Stockbridge, made famous by Norman Rockwell’s painting of the village during the holidays, becomes a magical New England setting decorated with holiday wreaths and festive lights.

Sponsored by the Stockbridge Chamber of Commerce, the holiday celebration offers a full range of activities, with highlights including holiday readings, house tours, caroling, and a holiday concert. Reserve your tickets to the annual Stockbridge Main Street at Christmas Weekend, celebrating Norman Rockwell’s iconic holiday painting of his hometown.

FRIDAY, December 2, 2022

Olga Dunn Dance Company performance “The Nutcracker Seedling” and Nutcracker Collection Display ~ 5:00-6:00pm Presented by the Stockbridge Library, Museum & Archives held at the library. Free Admission.

SATURDAY, December 3, 2022

Historic Holiday Property Tour ~ 11:00am-3:00pm Visit our areas Historic Properties all decked out for the holidays. This self-guided tour is one of our most popular events. Highlights of this year’s tour will feature the Mission House with warming fires, The Merwin House with special treats, Ventfort Hall Mansion and Gilded Age Museum with holiday music, High Lawn Farm Museum and The Old Rectory. Tickets are $25.00 per person. Masks are mandatory indoors at all locations. Ticket Holders should Click Here for Details . THIS EVENT IS SOLD OUT! SORRY, THERE IS NO WAITING LIST. 

The Holiday Makers Market ~ Saturday from 10:00am-5:00pm and on Sunday from 11:00am-4:00pm. Prado de Lana Sheep Farm, 44 Main Street, Free Admission.

Berkshire Botanical Garden Holiday Marketplace ~ Saturday & Sunday from 10:00am-4:00pm. 5 West Stockbridge Rd, (413) 298-3926, Free Admission.

First Congregational Church Holly Fair ~ Saturday, 10:00am – 1:00pm, 4 Main Street, (413) 298-3137, Free Admission.

Winter Family Fun Day and Nutcracker Collection Display ~ 10:00am-4:30pm presented by the Stockbridge Library, Museum & Archives held at the library. Free Admission. All day long they 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.

Hot Beverage Pop-up on the Front Porch of the Red Lion Inn ~ 12:00am-3:00pm

Olga Dunn Dance Company performance “The Nutcracker Seedling” ~ 2:30-4:30pm presented by the Stockbridge Library, Museum & Archives held at the library. Free Admission.

Stockbridge Main Street at Christmas Holiday Concert featuring The Berkshire Bach Players ~ 7:00 – 8:15pm Celebrate the magic of the season with a classical lite musical program located at the First Congregational Church Stockbridge. General Admission Seating. Tickets are $40.00 per person.  Masks are mandatory and certification of Covid-19 vaccination or proof of a negative Covid-19 test. GET TICKETS

Winter lights at Naumkeag ~ Saturday & Sunday This holiday season the beautiful garden property sparkle with thousands of shimmering, artfully designed holiday lights. Bring the whole family for a magical, fun, and safe outdoor experience – with food, refreshments, and more. This year Winterlights will be exclusive on December 3 & 4 for Stockbridge Main Street at Christmas patrons. Tickets are purchased directly through the trustees. GET TICKETS

Winter Wonderland Walkway ~ Saturday & Sunday  All are invited to take a stroll through the Winter Wonderland Walkway of 16 lit and decorated trees at the Stockbridge Library free of charge.

Rockwell Holidays and Eloise & More: The Art of Hilary Knight at Norman Rockwell Museum: See Rockwell’s original panorama painting of Main Street Stockbridge at Christmas, plus special exhibitions, and weekend activities to complete your Rockwellian experience in Stockbridge.  Docent tours, family art-making, story-telling and more at

SUNDAY, December 4, 2022

Guided Holiday Tours at Norman Rockwell Museum: 11 am & 2 pm

Stockbridge Main Street at Christmas Recreation ~ 12 Noon-2:00pm See Main Street as Norman Rockwell did when he painted the famous Stockbridge Main Street at Christmas. Main Street becomes a magical New England village with over 50 antique cars parked along the street (weather permitting) and a full range of festive activities to delight the child in everyone. Enjoy Roger the Jester and photo ops with Norman Rockwell. Shop for holiday gifts at the outdoor Holiday Makers Market. Enjoy special food booths at The Red Lion Inn Back of the Bank Courtyard Bar and Taco Alebrijes.  Hear holiday music by the Victorian Carolers and Monument Mountain Regional High School. Children may have their face painted and enjoy Stories & Crafts and complete the day with a visit from Santa & his Reindeer. Tickets are $5.00 per person with Children under 12 Free. Masks are mandatory indoors at certain event locations. Adhere to postings. Horse drawn wagon rides by Clay Hill Farm will also be available for an additional fee.
Antique Car Owners click here for details. Advanced registration is needed.

There are parking restrictions on Sunday for the Recreation, please refer to Parking & Directions for details. Parking & Directions

rockwell main st christmas

The festivities celebrate Rockwell’s popular depiction of what for many is the quintessential small New England Town, with all the longing for a simpler time that it represents. Rockwell began painting the popular image in 1956, but did not complete it until December 1967.

The image and character of Stockbridge has changed little over the years, thanks to the great care and affection of its residents, and it is that special ambience which draws so many.


Main Street at Christmas is on view as you’ve never seen it before! 

Celebrate the season with beloved Norman Rockwell images depicting Christmas, New Years, and the winter season.

A special installation of Rockwell’s iconic Stockbridge Main Street panoramic painting together with archival photos of the actual buildings, a color oil study, and the actual original magazine fold-out of the the scene –  offer insight into Rockwell’s methodical process in creating a final painting.

The modern portrayal of the holidays has been defined and shaped over the last two centuries through the artistry of illustrators like Thomas Nast, J.C. Leyendecker, Norman Rockwell, and Haddon Sundblom, among others. Through drawings and paintings printed on newspapers, magazines, Christmas cards, and memorabilia over time, illustrators have firmly implanted a vision of the season within the American psyche.


Gifts the Whole Family will Love

Bring the Christmas spirit to your home with this elaborate and interactive Norman Rockwell Advent calendar. Count down to Christmas each day in December by opening one of 24 windows to reveal a different Rockwell holiday illustration, all surrounding his classic painting Stockbridge Main Street at Christmas. Plus the Museum store has gifts for everyone!