Holiday Activities in The Berkshires

Updated for 2024. Start planning for some seasonal festivities with fun holiday events in the Berkshires. Everyone loves the holidays, and the Berkshires take things up a notch at this time of year. House tours, holiday markets, and spectacular sound and light shows set the tone for brightening the season. If your travels take you to our neck of the woods during this festive season, we invite you to stay at our bed and breakfast in Lee, MA.

1. Holiday Light Shows

Winterlights at Naumkeag

🗓 Wednesdays – Sundays | November 29, 2024 – January 4, 2025
This magical outdoor event sparkles with twinkling lights illuminating the magnificent grounds of Naumkeag, a historic country estate in Stockbridge. Break out your woolies to stroll among the glittering lights with your friends and family. Advance tickets are required for your entire party.

NightWood at The Mount

🗓 Weekends & Select Weekday Evenings | November 22, 2024 – January 4, 2025
Billed as “An Outdoor Sound and Light Experience,” NightWood sparks the imagination of young and old. A series of seven outdoor vignettes evoke a sense of mystery and wonder. Dress warmly for this event, especially with sturdy boots to navigate the walkways, which may sometimes be icy or muddy. Book online for advanced tickets.

Radiant Nights at Hancock Shaker Village

🗓 December 7-8,13-15, 20-22, 27-31, 2024 | 5-8 pm
Stroll through Hancock Shaker Village, all lit up for the holidays during Radiant Nights. Unique and unusual video projections shine on many historic buildings, illuminating the Village in a new light. Admission is free and fun for the whole family.

2. Holiday Tours

Holiday House Tours at The Mount

🗓 Weekends | November 9, 2024 – December 29, 2025
Edith Wharton’s country estate in the Berkshires gets all dressed up for the holidays. Choose a self-guided or guided tour of the Main House to enjoy the splendor of the holidays at The Mount. Book tickets in advance online.

Norman Rockwell’s Life and Holiday Art Guided Tours

🗓 December 7, 2024
Take a guided tour of the Norman Rockwell Museum. Get an in-depth insight into the life and works of Rockwell, a beloved American artist and illustrator. The tour includes highlights of the artist’s “Home for the Holidays” exhibit.

3. Holiday Marketplaces

Holiday Marketplace

🗓 December 6-8, 2024
Deck your halls with beautiful holiday blooms, garlands, and one-of-a-kind handmade wreaths from the legendary Gallery of Wreaths. This beloved tradition continues its run this year at the Berkshire Botanical Garden. This fantastic opportunity to gather festive decorations for your home supports the Garden’s educational efforts.

4. More Holiday Fun and Food

Holiday Tea at Arrowhead

🗓 December 1 & 15, 2024 | 2:00 – 4:00 PM
Settle in for an afternoon of tea and entertainment at Arrowhead. A local historian traces the origins of jolly ole St. Nick with a presentation of “How Santa Claus Came to Town.”

Downtown Pittsfield Festive Frolic

🗓 December 6-7, 2024
Celebrate the holidays with hometown fun at the Pittsfield Festive Frolic. Some planned events include a tree lighting ceremony, a wreath auction, and a holiday market.

Destination Williamstown Holiday Walk

🗓 December 6-8, 2024
Join the holiday fun at the Williamstown Holiday Walk. Take a horse-drawn carriage ride, join carolers as they stroll the streets, and get your cameras ready for the Reindog Parade.

A Christmas Carol at the Unicorn Theater in Stockbridge

🗓 December 5-22, 2024
Take the family to see this timeless production of a miserly Scrooge finding the holiday spirit. Find your joy as you experience this classic holiday story that’s become a Berkshire tradition.

5. Holiday Getaway to the Devonfield Inn

If a romantic getaway is your favorite thing to do for the holidays, book your stay in the Berkshires at our romantic bed and breakfast. Set on 32 acres in the heart of the Berkshires, you’ll find gracious common rooms to relax and unwind and suites with cozy fireplaces to keep you warm and toasty. It’s the best place to stay and enjoy these holiday events in the Berkshires.

Happy Holidays!