Family-friendly Thanksgiving, Christmas, Hanukkah and other holiday events in the Berkshires are filling up our CALENDARS and we've got your complete listings below. New events are being added daily.
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You can also search our calendars to find Berkshire County Holiday Events using the simple steps below:
From Mobile: Go to the calendar on the bottom of the homepage and CLICK ON MORE EVENTS. From that page SEARCH HOLIDAY FUN in Categories.
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❄️ 🕯Local Holiday Family Fun
🎅🏼 Santa Sightings
🎄Tree Lightings
🕎 Hanukkah Celebrations
Ongoing Holiday Events |
- Winterlights at Naumkeag, two of Naumkeag's beautiful garden properties 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. Runs Tuesdays-Sundays, 4:30-8:30 p.m., Nov. 24 through Jan. 6. Naumkeag, 5 Prospect Hill Road, Stockbridge. thetrustees.org.
- Nightwood at the Mount, a sound and light experience that transforms the property into a fantastical winter landscape. Inspired by the natural beauty and architecture of The Mount, NightWood’s sculptural elements, lighting, and original music evoke elements of mystery and whimsy. Runs Thursdays through Sundays Nov. 17 through Jan. 6, 5-8 p.m. The Mount, 2 Plunkett St., Lenox. edithwharton.org.
- Berkshire Scenic Railway's Tinseliner Train Ride, Friday-Sunday, beginning Nov. 24 and running through Dec. 17. Get your tickets HERE. Departs from the Adams Station, 4 Hoosac St., Adams, plan to park at the Visitor's Center.
- Ventfort Hall Holiday House Tour, Experience the historic property all dressed up for the holidays. Self-guided tours are offered daily on the hour from 10 a.m. to 3 p.m. Masks are required and social distancing is observed. Ventfort Hall & Gilded Mansion, 104 Walker St., Lenox, gildedage.org
- Santa Letters, Write a letter to Santa and drop it in the holiday mailbox located in front of the Dalton Police Station between Nov. 24 and Dec. 15. Dalton Police Station, Main Street, Dalton.
- Winter Wonderland Walkway, Stroll through the Holiday Tree walkway at the Stockbridge Library and take in the festive lights. Downtown Stockbridge., stockbridgechamber.org
- Bright Nights at Forest Park, Bright Nights is the Northeast's premier holiday lighting experience. It features many scenes created by hundreds of pieces along a three-mile drive. They include Seuss Land, North Pole Village, Toy Land, Winter Woods where the deer leap over the road, Everett Barney Mansion, Jurassic World and so many more. Forest Park, 300 Sumner Ave., Springfield. brightnights.org
- Look Park Holiday Lights Display, Come enjoy the magic of the season by taking a trip around Look Park for our Holiday Light Display. Wave to the friendly dragon, imagine a princess getting ready for a ball in her light-up castle, and sing some carols with your family while you drive around the park! The display is nightly 4-9 p.m., Nov. 24 through Jan. 1. Entrance is free for all; donations are welcome! Look Park, 300 North Main Street, Florence
- LuminNAMA!, starting Nov. 22nd, stroll through downtown North Adams and take in the downtown businesses adorned in lights along with fantastical winter displays designed by local artists. On display through Jan. 1st. luminama.com
- Festival of Trees: NOSTALGIA
December 1 |
Norman Rockwell: Winter Wonderland (Stockbridge) ❄️
Free Admission to the Festival of Trees! (Pittsfield) 🕯🎄
The Polar Express at The Beacon (Pittsfield) ❄️
Holiday Tree Lighting Ceremony (Pittsfield) 🎄 🎅
Free Hot Chocolate & Photo Ops with the Grinch (Pittsfield) ❄️
Angels of Remembrance Holiday Tree Lighting (Lee) 🕯🎄
40th Annual Holiday Walk (Williamstown) 🕯🌲 🎅
First Friday Festivities (North Adams) 🕯🎄🎅
December 2 |
40th Annual Holiday Walk (Williamstown) 🕯🌲 🎅
C.A.R.E.S. Annual Holiday Party (Great Barrington) ❄️ 🎅
Holiday Card Making Drop-in (Pittsfield) ❄️
Festive Frolic LEGO Drop-in at Bottomless Bricks (Pittsfield) ❄️
Winter Family-Fun Weekend (Stockbridge) ❄️
Family Ornament Making at Artsy Avenue (North Adams) ❄️
Winter Wonderland Walkway (Stockbridge) ❄️🎄
Annual New Marlborough Central Elementary School Holiday Fair (New Marlborough) ❄️
Christmas Photoshoot With Horse or Donkey (South Egremont) ❄️ 🎅
Photos with Santa at The Beacon Cinema (Pittsfield) ❄️🎅
Norman Rockwell: Winter Wonderland (Stockbridge) ❄️
The Polar Express at The Beacon (Pittsfield) ❄️
34th Annual Main Street at Christmas (Stockbridge) 🕯 ❄️ 🎅 🎄
Festive Frolic Junior (Pittsfield) 🎄🎅❄️
The Nutcracker (Pittsfield) ❄️
December 3 |
9th Annual Eagle Brass Ensemble Holiday Concert (Adams) 🕯
40th Annual Holiday Walk (Williamstown) 🕯🌲 🎅
Annual Festival of Trees & Town Tree Lighting (Cheshire) 🕯🎄🎅
The Polar Express at The Beacon (Pittsfield) ❄️
Norman Rockwell: Winter Wonderland (Stockbridge) ❄️
Winter Wonderland Walkway (Stockbridge) ❄️🎄
34th Annual Main Street at Christmas (Stockbridge) 🕯 ❄️ 🎅 🎄
The Nutcracker (Pittsfield) ❄️
December 8 |
Santa's Trains At Look Park (Florence)🎅
A Christmas Carol (Stockbridge) 🕯❄️
Photos with Santa Holiday Event (Cheshire) ❄️ 🎅
Albany Berkshire Ballet Nutcracker Excerpts (Pittsfield) ❄️
December 9 |
Kids Concerts with Terry A La Berry and Friends (Pittsfield)
Santa's Trains At Look Park (Florence)🎅
Holiday Shop, Sip & Stroll (Great Barrington) ❄️🎄🎅
Santa At Chocolate Springs (Lenox) ❄️🎅
Holiday Shindy (Pittsfield) ❄️
Charlie's Trains (Great Barrington) ❄️
Gingerbread House Decorating (Lenox) ❄️
Holly Jolly Holiday Brook Farm (Dalton) ❄️ 🎅
Mickey's Christmas Carol (Great Barrington)🎄
Light Up the Holidays (Dalton) 🕯🎄🎅
A Night in Bethlehem (Lenox) 🕯
A Christmas Carol (Stockbridge) 🕯❄️
December 10 |
Holiday Music Tour (North Adams) ❄️
Charlie's Trains (Great Barrington) ❄️
Celebrate Chanukah at Nightwood (Lenox) 🕯 🕎
Mutts Gone Nuts: Santa Paws (Pittsfield) ❄️
Cantame Un Cuento, Sing Me A Story (Lenox)
Breakfast With Santa (Adams) 🎅
Santa At Chocolate Springs (Lenox) ❄️🎅
Santa's Trains At Look Park (Florence)🎅
A Night in Bethlehem (Lenox) 🕯
A Christmas Carol (Stockbridge) 🕯❄️
December 15 |
Santa's Trains At Look Park (Florence)🎅
The Muppet Christmas Carol (Great Barrington)🎄
A Christmas Carol (Stockbridge) 🕯❄️
December 16 |
Norman Rockwell: Winter Wonderland (Stockbridge) ❄️
Santa at the Gazebo (Cummington) 🎅❄️
Berkshire Lyric Presents: Home for Christmas 2023 Concert (Stockbridge) 🕯❄️
BAC Drop-In Art Making (Pittsfield)
Crissey Farm Presents Cookies & Cocoa with the Clauses (Great Barrington) ❄️🎅
Cookie Decorating for Kids & Teens! (Lenox) ❄️
Santa in the Berkshires (Pittsfield) 🎅
Festival of Trees (Hinsdale) 🎄❄️🎅
Charlie's Trains (Great Barrington) ❄️
Santa's Trains At Look Park (Florence)🎅
A Christmas Carol (Stockbridge) 🕯❄️
December 17 |
Norman Rockwell: Winter Wonderland (Stockbridge) ❄️
Charlie's Trains (Great Barrington) ❄️
Festival of Trees (Hinsdale) 🎄❄️🎅
A Christmas Carol (Stockbridge) 🕯❄️
December 22 |
Norman Rockwell: Winter Wonderland (Stockbridge) ❄️
Santa's Trains At Look Park (Florence)🎅
A Christmas Carol (Stockbridge) 🕯❄️
It's A Wonderful Life (Great Barrington)🎄
The Wizards of Winter (Pittsfield) ❄️
December 23 |
Norman Rockwell: Winter Wonderland (Stockbridge) ❄️
Santa's Trains At Look Park (Florence)🎅
Holiday Cookie Walk (Hinsdale) ❄️
A Christmas Carol (Stockbridge) 🕯❄️
December 24 |
A Christmas Carol (Stockbridge) 🕯❄️
|
A Christmas Carol (Stockbridge) 🕯❄️
December 30 |
The MET: The Magic Flute (Williamstown) ❄️
A Christmas Carol (Stockbridge) 🕯❄️
December 31 |
