Above: Santa Day is coming soon. 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 just two days away. That means the biggest weekend for holiday celebrations is right around the corner and event organizers are eager for residents to mark their calendars.
Already, I’m aware of about two dozen special events related to December holidays (including shopping). These are mostly events in Southborough. But I also included concerts for community choruses and singing groups in our area that include Southborough singers.
As I post more details on these events, I’ll insert links below to dedicated posts. And I’m sure that there are many more to come that I’ll be adding as the season progresses.
From now through Christmas, I’ll be keeping these on a special page that is easy to find under the Events menu. Plus, you can click here for holiday related posts.
Now through Monday, December 15, 2025
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 28, 2025
SFA Christmas Tree Sales begin (1:00 – 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, see related post.
Holiday Ladies Night (6:00 – 8:30 pm) @ Gulbankian Florist, 40 Mt Vickery Rd: There is a fee to attend this event with refreshments, raffles, shopping, and discounts. Proceeds from $5 tickets will be split between the Southborough Food Pantry and the Community Free Fridge. For details, click here.
Friday, November 28 & Saturday, November 29, 2025 (and season long)
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.)
Sunday, November 30, 2025
DIY Workshop: Make Your Own Christmas Wreath (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.
Tuesday, December 2, 2025
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, see related post.
Wednesday, December 3, 2025
TLT: Holiday Cards (4:30 – 5:30 pm) @ Southborough Library Main Floor: The library holds a monthly Teen Library Team volunteer program for ages 10-18 to make projects for others in need. This month volunteers will make holiday cards for seniors, see related post.
Friday, December 5, 2025
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.) For details, see dedicated post.
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 6, 2025
Cub Scout Wreath 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. They’ll also be at the Kids Shop (see event below) from 10-2.
Annual Kids Shop (9:00 am – 4:00 pm) @ (new location!) 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, see dedicated post.
Christmas Bazaar (10:00 am – 2:00 pm) @ St. Mark’s Episcopal Church, 27 Main Street: Featuring the White Elephant and craft sales, a silent auction, basket raffle, a lunchtime Café, and more. For details, see dedicated post.
Holiday Tree Party (10:30 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. For details see dedicated post.
Holiday Book Sale (11:00 am – 3:00 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. For details see dedicated post.
Arts and Crafts Fair & Southborough History & Arts Center Grand Opening (11:00 am – 5:00 pm) @ Southborough History & Arts Center, 42 Central St: The Southborough Historical Society is holding and open house to celebrate the opening of it’s new location in the renovated, historic Fayville Hall, combined with an Arts & Crafts Fair for holiday shopping. For details, see dedicated post.
Winter Wonders Pottery Workshop (12:00 – 3:00 pm) @ 21 Highland St: Registration and a fee is required for this Recreation class for 10-15 yr olds to craft ornaments and gifts. For details, see dedicated post.
St. Anne’s Lessons and Carols (6:00 pm) @ St. Anne’s Church, 20 Boston Rd: The service of Lessons and Carols will take place after the 5:00 pm mass in the main church.
WCC Holiday Show (7:00 pm) @ Gibbons Middle School, Westborough: The Westborough Community Chorus will perform its annual Holiday Show, “Winter in the Woods”. For details, see related post.
Sunday, December 7, 2025
Santa Day (10:00 am – 1:00 pm) @ 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. For details, see dedicated post.
DECA The Halls Craft Fair (10:00 am – 1:00 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 Door 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: 53rd Annual Christmas concert “Songs of the Season”. For details, see related post.
WCC Holiday Show (2:00 pm) @ Gibbons Middle School, Westborough: The Westborough Community Chorus will perform its annual Holiday Show, “Winter in the Woods”. For details, see related post.
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 dedicated post.
DIY Workshop: Winter Porch Planter (4:00 – 5:00 pm) @ Gulbankian Florist, 40 Mt Vickery Rd: There is a registration fee and attendance is limited. For details, see related post.
Wednesday, December 10, 2025
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, see related post.
Thursday, December 11, 2025
Pop Up Art: Snowy House (5:00 – 6:30) @ Southborough Library: Ages 12 through adults can sign up for this free crafting program to create winter decor. (Registration is limited.) For details, see related post.
Friday, December 12, 2025
DIY Workshop: Christmas Globe arrangement (6:30 – 7:30 pm) @ Gulbankian Florist, 40 Mt Vickery Rd: There is a registration fee and attendance is limited. For details, see related post.
Sunday, December 14, 2025
DIY Workshop: Christmas Globe arrangement (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.
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”. For details, see dedicated post.
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, see related post.
St. Mark’s School’s Lessons and Carols (5:00 – 6:30 pm) @ Belmont Chapel, St. Mark’s School: The public is invited to attend the annual Service of Nine Lessons and Carols for Christmas. For details, see dedicated post.
Tuesday, December 16, 2025
ARHS NAHS Holiday Party (5:00 – 6:30 pm) @ Algonquin Regional High School Auditorium, 79 Bartlett St, Northborough: Algonquin’s National Art Honor Society fundraiser features hot chocolate, ornament decorating and face painting. For details, see related post.
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. For details, see dedicated post.
Wednesday, December 17, 2025
DIY Workshop: White Birch Holiday Centerpiece (6:30 – 7:30 pm) @ Gulbankian Florist, 40 Mt Vickery Rd: There is a registration fee and attendance is limited. For details, see related post.
Blue Christmas Service (7:00 – 8:00 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. For details, see dedicated post.
Thursday, December 18, 2025
Sip & Shop (6:30 – 7:30 pm) @ Apothecary Artists, 11 Main St: A holiday market celebrating craftsmanship, community, and vintage charm. Includes cocktails, mocktails, and a raffle basket. For details, see dedicated post.
Saturday, December 20, 2025
Pilgrim’s Family Holiday Breakfast (8:15 – 9:30 am) @ Pilgrim Congregational Church’s Fellowship Hall, 15 Common St: Annual family event.
St. Anne’s Christmas Pageant (6:00 pm) @ St. Anne’s Church, 20 Boston Rd: Children’s pageant, dinner, and basket raffle after the 5:00 pm mass.
Tuesday, December 23, 2025
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 5th.
Wednesday, December 24, 2025
Assabet Holiday break: Assabet Valley Regional Technical High School’s break starts this day. School doesn’t resume until January 5th.
Wednesday, December 24 & Thursday, 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.
Wednesday, December 31, 2025
Welcome to 2025 Party (11:00 am – 12:00 pm) @ Woodward School: Registration is required for this special event by Southborough Recreation. The party for 0-12 yr olds (accompanied by adults) will include a DJ, snacks, games, and a photobooth. Formal wear is requested, not required. $10/child, max $25/ family. For details, click here.
Welcome to 2025 Party (2:00 – 3:00 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!
Updated (11/25/25 9:23 am): I fixed the broken link to the dedicated events page “Christmas/Holiday fun at-a-Glance”.
Updated (11/25/25 12:55 pm): I inserted the Winter Potter workshop on Dec 6th.
Updated (11/26/25 8:37 am): I fixed the posting for the Black Friday events that were also confusingly grouped under Saturday, November 29th.
Updated (11/26/25 4:56 pm): I inserted Gulbankian’s workshops and updated some links to dedicated posts.
Updated (11/28/25 1:04 pm): I inserted the 12/3 TLT Holiday Cards event and fixed the times for the 12/6 Library tree trimming party and WCC concert.
Updated (12/3/25 8:46 pm): I added the Southborough History & Arts Center’s opening and Arts & Crafts Fair on December 6th.
Updated (12/4/25 10:41 am): I fixed the link to the 12/14 ICB concert that had pulled up last year’s post.
Updated (12/11/25 7:00 pm): I added the NAHS party on Dec 16.
Updated (12/15/25 12:34 pm): I was informed this morning that since the Sip & Shop organizers didn’t acquire an alcohol license for the event, cocktails were taken off the menu for the festivities. Instead, the event will feature, “a specialty mocktail”.
