Above: Santa Day isn’t that far away. It’s just one of several holiday events to make sure are in your calendar. (photos by Beth Melo and contributed by Messiah Community Chorus)
Thanksgiving is over two weeks away. But it’s the time of year when I’m already getting a slew of requests from eager event organizers to get the word out to readers about events celebrating Christmas/winter holidays.
So, here’s my annual big save-the-date list.
These are mostly events in Southborough. But I also included concerts for community choruses and singing groups in our area that include Southborough singers and events involving our regional public schools.
As I post more details on these events, I’ll insert links below to dedicated posts. And I’m sure that there are more to come that I’ll be adding as the season progresses.1
From now through Christmas, I’ll be keeping a list of these events that are “still coming” on a special page here that is easy to find under the Events menu. Plus, you can click here for holiday related posts.
Saturday, November 21, 2026
- Holiday Cheer Stained Glass Workshop (9:00 am – 12:00 pm) @ 21 Highland street: Choose from Christmas or Hanukkah-inspired designs to craft an a suncatcher (that can be used as an ornament). For details, see related post.
Cub Scout Wreath & Candle Sales (9:00 am – 3:00 pm) @ Transfer Station: Scouts will be selling wreaths for $20 (this year with choices of ribbons) and boxes of Hanukkah candles for $15. For details, see related post.
Saturday, November 28, 2026
- The Art of Wreath-Making (12:00 – 2:00 pm) @ Southborough History & Arts Center, 42 Central St: Pre-registration and payment are required for this workshop. Learn how to create beautiful holiday decorations using greenery commonly found in your own back yard. For details, click here.
Now through Monday, December 14, 2026
Holiday Decorating Contest & Map registration: Southborough Recreation is encouraging residents to register for a contest and provide info for a community map to enjoy festively decorated homes. For details, click here.
Friday, November 27, 2025
SFA Christmas Tree Sales begin (9:00 am – 8:00 pm) @ 32 Cordaville Road: The first days of the annual Christmas Tree Sale by Southborough Firefighters. This will continue daily (with differing hours) until they sell out. For details, click here.
Friday, November 27 & Saturday, November 28, 2026 (and all season long)
Shop Local for Black Friday and Small Business Saturday: I encourage residents to make a special effort to support at least one Southborough small businesses on these special shopping days, but also throughout the holidays. Click here for my Shop Local directory. (And for special shop local events, click here.)
Saturday, November 28, 2026
DIY Workshop: Rustic Wooden Box (6:30 – 7:30 pm) @ Gulbankian Florist, 40 Mt Vickery Rd: There is a registration fee and attendance is limited. For details, click here.
Sunday, November 29, 2026
DIY Workshop: Make Your Own Christmas Wreath (3:30 pm) @ Gulbankian Florist, 40 Mt Vickery Rd: There is a registration fee and attendance is limited. For details, click here.
Tuesday, December 1, 2026
DIY Workshop: Boxwood and Dried Fruit Wreath (6:30 – 7:30 pm) @ Gulbankian Florist, 40 Mt Vickery Rd: There is a registration fee and attendance is limited. For details, click here.
Wednesday, December 2, 2026
DIY Workshop: Make Your Own Christmas Wreath (6:30 pm) @ Gulbankian Florist, 40 Mt Vickery Rd: There is a registration fee and attendance is limited. For details, click here.
Thursday, December 3, 2026
- DIY Workshop: Boxwood Topiary with fairy lights (1:00 – 2:00 pm) @ Gulbankian Florist, 40 Mt Vickery Rd: There is a registration fee and attendance is limited. For details, click here.
Christmas Wreath Workshop (9:00 am – 3:00 pm) @ 54 Central St: Pre-registration and payment are required for this workshop by “The Secret Garden”. Create a lush, whimsical wreath while sipping something festive. For details, click here.
Friday, December 4, 2026
Girl Scout Holiday Sing-along (6:00 – 7:00 pm) @ Community House Lawn: Free annual event for all families in Southborough. An old-fashioned holiday sing-along with some modern touches. Capped off with hot cocoa and treats. (Participants are encouraged to bring a gift to donate to Project Just Because.)
DIY Workshop: Ladies’ Night Out – Boxwood Trees (6:30 – 8:00 pm) @ Gulbankian Florist, 40 Mt Vickery Rd: There is a registration fee and attendance is limited. For details, see related post.
Saturday, December 5, 2026
Annual Kids Shop (9:00 am – 4:00 pm) and Photos with Santa (10:00 am – 2:00 pm) @ Southborough Senior Center, 9 Cordaville Hall: An annual Southborough tradition. Boy Scout Troop 92 provides a safe haven for kids to do their own holiday shopping. While waiting, adults can enjoy a bake sale and coffee. For details, click here.
Christmas Bazaar (10:00 am – 2:00 pm) @ St. Mark’s Episcopal Church, 27 Main Street: The annual event features the White Elephant and craft sales, a silent auction, basket raffle, and a lunchtime Café. Funds raised support the Youth Group Annual Mission Trip.
Holiday Tree Party (11:00 am – 2:00 pm) @ Southborough Library: Kids are invited to drop-in to enjoy candy canes and make ornaments to hang on the library holiday tree. Sponsored by the Friends of the Southborough Library.
Holiday Book Sale (11:00 am – 2:00 pm) @ Southborough Library: The Friends of the Southborough Library will be holding a special sale with DVDs, CDs, and a Bake Sale. One free book per child.
Holiday Craft Show (11:00 am – 5:00 pm) @ Southborough History & Arts Center, 42 Central St: Craft Fair featuring art, jewelry, pottery, soap, candles, and more. For details, click here.
Christmas Wreath Workshop (1:00 – 3:00 pm) @ 54 Central St: Pre-registration and payment are required for this workshop by “The Secret Garden”. Create a lush, whimsical wreath while sipping something festive. For details, click here.
WCC Holiday Show (7:00 pm) @ Gibbons Middle School, Westborough: The Westborough Community Chorus will perform its annual Holiday Show, “Holly Jolly Hits”. For details, click here.
Sunday, December 6, 2026
Santa Day (time TBA) @ Community House, 28 Main St: Free event for the community. See Santa arrive by helicopter (or fire engine in case of inclement weather). Then join him and Southborough Kindergroup at the Community House for activities and refreshments before kids share their wishes with Santa while posing for a picture. Stay tuned for more details.
DECA The Halls Craft Fair (10:00 am – 3:00 pm) @ Algonquin Regional High School Cafeteria, 79 Bartlett St, Northborough: Fair of local vendors selling only handmade goods. The event is a fundraiser for ARHS’ DECA program. To learn more, click here.
DIY Workshop: Festive Holiday Swag (1:00 – 2:00 pm) @ Gulbankian Florist, 40 Mt Vickery Rd: There is a registration fee and attendance is limited. For details, see related post.
NACC Concert (2:00 pm) @ Algonquin Regional High School Auditorium, 79 Bartlett St, Northborough: 54th Annual Christmas concert with free admission. For details, click here.
WCC Holiday Show (7:00 pm) @ Gibbons Middle School, Westborough: The Westborough Community Chorus will perform its annual Holiday Show, “Holly Jolly Hits”. For details, click here.
Handel’s Messiah Concert (3:30 pm) @ Pilgrim Congregational Church, 15 Common St: The annual concert by the Messiah Community Chorus performing selections from Handel’s Messiah. For details, see related post.
DIY Workshop: Winter Porch Planter (4:00 pm) @ Gulbankian Florist, 40 Mt Vickery Rd: There is a registration fee and attendance is limited. For details, click here.
Tuesday, December 8, 2026
- DIY Workshop: Botanical Globe Centerpiece (6:30 pm) @ Gulbankian Florist, 40 Mt Vickery Rd: There is a registration fee and attendance is limited. For details, click here.
Wednesday, December 9, 2026
- DIY Workshop: Holiday Tray Centerpiece (6:30 pm) @ Gulbankian Florist, 40 Mt Vickery Rd: There is a registration fee and attendance is limited.
Wednesday, December 9, 2026
St. Anne’s Lessons and Carols (6:00 pm) @ St. Anne’s Church, 20 Boston Rd: The Advent Service of Lessons and Carols will be held.
Thursday, December 10, 2026
Gingerbread House Decorating (4:30 – 5:30 pm) @ Southborough Library: Free program to decorate your own house or in teams. (Registration is limited.) For details, see dedicated post.
Friday, December 11, 2026
Holiday Cheer Stained Glass Workshop (9:00 am – 12:00 pm) @ 21 Highland street: Choose from Christmas or Hanukkah-inspired designs to craft an a suncatcher (that can be used as an ornament). For details, see related post.
Sunday, December 13, 2026
- DIY Workshop: Christmas Globe arrangement (2:00 pm) @ Gulbankian Florist, 40 Mt Vickery Rd: There is a registration fee and attendance is limited. For details, click here.
Interboro Community Band Winter Concert (2:00 pm) @ Westborough High School, 90 W Main St: A free symphonic concert for the public featuring “Seasonal Favorites & Other Music from the Symphonic Band Repertoire”.
AVM Messiah Sing (3:30 pm) @ Congregational Church of Westborough: Assabet Valley Mastersingers regional chorus will perform the Christmas portion of Handel’s oratorio and the “Hallelujah Chorus” with audience participation and organ accompaniment. For details, click here.
Thursday, December 17, 2026
ARHS Holiday Concert (6:30/7:00 pm) @ Algonquin Regional High School Auditorium, 79 Bartlett St, Northborough: The school’s annual Christmas concert traditionally brings together both instrumental and vocal groups.
Wednesday, December 16, 2026
Blue Christmas Service (7:00 – 8:30 pm) @ St Mark’s Episcopal Church: This community wide service of prayers, readings and candles offers solace to those who need it during the holiday season. Open to all.
- DIY Workshop: White Birch Holiday Centerpiece (6:30 pm) @ Gulbankian Florist, 40 Mt Vickery Rd: There is a registration fee and attendance is limited. For details, click here.
Friday, December 18, 2026
- Blue Christmas Service (7:00 – 8:30 pm) @ St Mark’s Episcopal Church: This community wide service of prayers, readings and candles offers solace to those who need it during the holiday season. Open to all.
Monday, December 21, 2026
- Holiday Centerpiece Workshop (6:00 – 7:30 pm) @ 54 Central St: Pre-registration and payment are required for this workshop by “The Secret Garden”. For details, click here.
Wednesday, December 23, 2026
NSBORO Schools early dismissal for Holiday break: Public Schools of Southborough and Northborough start the winter break with an early dismissal. School doesn’t resume until January 4th.
Thursday, December 24, 2026
Assabet Holiday break: Assabet Valley Regional Technical High School’s break starts this day. School doesn’t resume until January 4th.
Thursday, December 24 & Friday, December 25, 2025
Christmas Eve & Christmas Day religious services @ Southborough churches: Stay tuned for my annual dedicated post listing Christmas Masses, Candlelight Services, Carols, Pageants & Celebrations at the seven churches in town.
Thursday, December 31, 2026
- New Year’s Eve Day Party (2:00 – 4:00 pm) @ Southborough Library: Free children’s New Years party sponsored by the Friends of the Southborough Library. Children of all ages are invited to ring in 2026 a few hours early with crafts, activities, and snacks. No registration is required.
If you have an event you are running, or know about, that isn’t on the list yet, please email me at mysouthborough@gmail.com!
