Above: A sampling of this week’s event highlights (images cropped from promotional flyers and posts)
Here are highlights of what’s happening around (or related to) our town this weekend through next weekend.
(The gray font below is for previously established long running events that take place weekly or bi-weekly.)
Friday, September 12, 2025
- Southborough Safe Spaces – Youth Meeting (7:00 – 9:00 pm): Event for grades 6-12 hosted by Southborough Safe Spaces for LBGTQ+ youth of all faiths and their allies. Tonight, they’ll enjoy a a movie night & pajama party. For details, click here.
- Live Music with the Jeff Thomas Experience (8:00 pm) @ Owen O’Leary’s, 50 Turnpike Rd: Jeff Thomas and Mario will perform classic rock. For details, click here.
Saturday, September 13, 2025
- Yoga on the Trails (9:00 am) @ Sudbury Reservoir Trail: This free event for adults is put on by Southborough Trails Committee for National Parks & Recreation Month. Registration is required. For details, see related post.
- Read to a Dog (10:30 am – 12:00 pm) @ Southborough Library, Children’s Room: Register for kids ages 5+ to get a chance to read to a therapy dog. For details, see related post.
- Car Wash – ARHS Cheer Fundraiser (10:30 am – 1:00 pm) @ DPW parking lot, 147 Cordaville Rd (off the Transfer Station driveway): Algonquin’s Cheer squad is holding a car wash to raise funds for the team.
- Good to Go for SOLF (5:00 – 7:00 pm) @ Beals Preserve: Pre-registration is required for this limited space event. Enjoy catered snacks and a drink while supporting Southborough Open Land Foundation. For details, see dedicated post.
Sunday, September 14, 2025
- Playground Open House (10:30 am – 12:00 pm) @ Finn School Playground: Southborough Kindergroup is hosting a casual community playdate with refreshments. Parents/caregivers of 0-5 yr olds can learn more about what the group “has to offer”. For details, see dedicated post.
- Closing Ceremony for Art on the Trails (3:00 – 5:00 pm) @ Beals Preserve: Closing Poetry Reading and Reception. Poets read work along the trail in response to art installations. For details, see dedicated post.
Monday, September 15, 2025
- Walking Group for Seniors (8:30 am) @ Trottier Middle School’s outdoor track: Free weekly walking group organized by the Southborough Senior Center. Walkers generally go for an hour, but continue for as long as you wish. The location is a loop, so feel free to join late.
- Preschool Story Time (10:30 – 11:15 am) @ Southborough Library Children’s Room: Ages 2-5 are invited for stories and a craft based on a weekly theme. No registration required. For details, see related post.
- Knitting Club & Quilting Club (1:00 pm) @ Southborough Senior Center: Weekly opportunity for senior crafters to work on their projects in a social setting, including knitting, sewing, cross stitching, needle point. For details, see related post.
Tuesday, September 16, 2025
- Preschool Story Time (10:30 – 11:15 am) @ Southborough Library Children’s Room: Ages 2-5 are invited for stories and a craft based on a weekly theme. No registration required. For details, see related post.
- Bridge (12:00 pm) @ Southborough Senior Center: A weekly card group, welcoming new participants. For details, contact the Senior Center at 508-229-4453.
- 2nd & 3rd Grade Book Group (4:00 – 5:00 pm) @ Southborough Library, Eaton Room: Monthly Book Club with discussion and activities. Registration is required. For details, see related post.
- Girl Scout Info Night (5:00 – 6:00 pm) @ Finn School, 60 Richards Road: For parents & daughters interested in learning about Girl Scouts. For details, see dedicated post.
- ARHS Open House (6:00 – 8:30 pm) @ Algonquin Regional High School: Parents of Algonquin students can hear from their teachers about what they will be studying this year/semester. Parents should have received a text/email with instructions for following Student Schedule with a 10 minute block for each class.
- Geeks Who Drink Trivia Night (8:00 – 10:00 pm) @ Owen O’Leary’s, 50 Turnpike Rd: Weekly Trivia game night with prizes. For details, see dedicated post.
Wednesday, September 17, 2025
- Walking Group for Seniors (8:30 am) @ Southborough cemetery, 11 Cordaville Road: Free weekly walking group organized by the Southborough Senior Center. Walkers generally go for an hour, but continue for as long as you wish. The location is a loop, so feel free to join late.
- Virtual Author Talk (2:00 – 3:00 pm) @ online: Registration is required to take part in the free live talk with Q&A, “Our Failed Attempts to Make English Eezier to Spell with Author Gabe Henry”. This is part of the Southborough Library’s virtual series featuring bestselling, award-winning, and highly acclaimed authors from around the world. For details, see related post.
- Crafternoon: Kaleidoscopes (4:30 – 5:30 pm) @ Southborough Library, main floor: Pre-registration is required for this free program for ages 8+. This session, make your own kaleidoscope using craft materials. For details, click here.
- Southborough Rotary Club (7:00 – 8:00 pm) @ Southborough Library, main floor: Regular meeting of the Rotary Club of Southborough. New and prospective members are always welcome. (Held on the 1st & 3rd Wednesdays of the month.)
- Live Blues Jam n’ Open Mic (8:00 – 11:00 pm) @ Owen O’Leary’s, 50 Turnpike Rd: Come play or sing with the house band and fellow musical talent, or just enjoy the show. For details, see related post.
Thursday, September 18, 2025
- Mah Jongg (10:00 am) @ Southborough Senior Center: The weekly program would love new players to join. Feel free to stop by to watch or talk to one of the players to see if you would be interested. For details, contact the Senior Center at 508-229-4453.
- Young Scientists STEM Beginnings (10:15 – 11:00 am) @ Southborough Library: The first session in the free 6-week series for children, ages 3-6 to learn STEM (Science, Technology, Engineering and Math) concepts through hands-on activities, story time and simple experiments. Registration is required. For details, see dedicated post.
- Trottier Early Release (10:50 am): Trottier Middle School has a half day to allow for Curriculum Night this evening.
- Baby/Toddler Storytime (11:00 – 11:30 am) @ Southborough Library Children’s Room: A weekly program for ages 0-2 years with their parents/caregivers. Each session will include puppets and music. No registration required. For details, see related post.
- 4th & 5th Grade Book Group (4:00 – 5:00 pm) @ Southborough Library, Eaton Room: Monthly Book Club with discussion and activities. Registration is required. For details, see related post.
- ARHS Senior Parent College Night (6:30 – 7:30 pm) @ webinar: Presentation by Algonquin Guidance for parents of Seniors who plan to apply to colleges this year.
- Trottier Curriculum Night (6:30 – 8:00 pm) @ Trottier Middle School: Open House for Parents of Trottier students to hear from teachers about what they will be studying this year/semester. Parents should look or an email with instructions for following Student Schedules.
- Karaoke (9:00 – 11:00 pm) @ Owen O’Leary’s, 50 Turnpike Rd: Weekly Karaoke night. For details, see related post.
Friday, September 19, 2025
- Dull Men’s Club (10:00 am) @ Southborough Senior Center: Casual social club for senior men. New members are always welcome to drop in. For details, see dedicated post.
- Kids Jam (11:00 – 11:30 am) @ Southborough Library Children’s Room: Newborns through preschoolers are invited to dance and sing. No registration necessary. Sponsored by the Friends of the Southborough Library. For details, see related post.
- Canasta (11:15 am) @ Southborough Senior Center: A weekly card group playing “Hand & Foot”. For details, contact the Senior Center at 508-229-4453.
- NEF’s Applefest Gala – (7:30 pm – 11:00 pm) @ Juniper Hills Pavillion: Dress up for cocktails and dancing to live music sponsored by Education Foundation. (Northborough Education Foundation’s grants support Northborough’s public schools, including Algonquin Regional High School.) For details and tickets, click here.
- Live Music with JP White, DeRubeis & Caputo (8:00 pm) @ Owen O’Leary’s, 50 Turnpike Rd: Local musician JP White will perform new songs with Ryan Caputo, and Mario DeRubeis. For details, click here.
Saturday, September 20, 2025
- Northborough Applefest: Annual town festival featuring events with community ties through Algonquin and Boroughs youth groups/sports. For details, click here (and stay tuned for dedicated post.)
- Pollination Potluck Picnic (time) @ where: Join the Bumble Bee Project at their picnic, hosted by Southborough’s Open Space Preservation Commission in collaboration with the Southborough Open Land Foundation. Reservations are required. For details, click here (and stay tuned for a dedicated post.)
- Amanda Oakleaf Exhibit Closing Reception (11:00 am – 12:00 pm) @ Southborough Library: Reception for the artist displaying oil paintings at the library through September. For details, see related post.
- Sit & Knit (2:00 – 4:00 pm) @ Southborough Library: Semi-monthly program for ages 18+ to drop in and work on your latest knitting or crochet projects while you enjoy the company of fellow yarn crafters in a relaxed social setting. All levels are welcome but no formal instruction will be given.
