Above: Some of the highlights in town this weekend through next (images cropped from flyers, photo by Beth Melo and Pilgrim Church website)
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 evening, September 18, 2026
- Live Music with Simmer Down (8:00 – 11:00 pm) @ Owen O’Leary’s, 50 Turnpike Rd: The rock band will perform “hits spanning from classic rock and roll, to 90s rock, to today’s radio hits!” For details, click here.
Saturday, September 19, 2026
- Craft Swap (2:00 – 3:00pm) @ Southborough Library: Crafters are invited to bring craft materials to donate/exchange for other materials. Materials may be dropped off a week in advance. Only accepting certain items in good condition. For details, see dedicated post.
- Intro to Robotics & Engineering (2:00 – 3:00 pm) @ Southborough Library, Eaton Room: Registration is required for this free hands-on lessons for grades 4-7. It’s part of a bi-weekly series on specific robotics & engineering topics. This session’s theme is “Design It, Build It, Break It: The Engineering Challenge”. For details, see dedicated post.
- Sit & Knit (2:00 – 4:00 pm) @ Southborough Library: Back on it’s bi-weekly Saturday meetings for the season. This drop-in program for ages 18+ encourages working 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.
- Opening Art Reception (3:00 – 7:00 pm) @ Southborough History and Arts Center, 42 Central St: Reception for painter Nan Hass Feldman’s exhibit “Calling Through the Darkness: Landscapes Real and Imagined”. . For details, see dedicated post.
Sunday, September 20, 2026
- Kids’ Church Kickoff (10:00 am) @ Pilgrim Church Cong: The congregation’s annual Rally Sunday event to kick off the new season of Kids’ Church includes a petting zoo, crafts, and refreshments. For details, see dedicated post.
Monday, September 21, 2026
- No NSBORO School: Northborough-Southborough Public Schools are closed to allow community members to observe the religious holiday of Yom Kippur.
- Walking Group for Seniors (8:30 am) @ Trottier Middle School’s outdoor track: Free weekly walking group organized by the Southborough Senior Center. (Dependent on weather conditions.) 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 (and sometimes a couple of songs). No registration required. For details, see related post.
- Rummikub (11:00 am) @ Southborough Senior Center: Drop-in to the game group for seniors, meeting certain Mondays of each month. For details, see the Senior Center newsletter here.
- 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.
- Library Early Closure (2:00 – 5:00 pm) @ Southborough Library: The library is closing three hours early to allow for staff training.
Tuesday, September 22, 2026
- 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 (and sometimes a couple of songs). No registration required. For details, see related post.
- Spicy Ladies Club (11:00 am) @ Southborough Senior Center: A monthly social group for seniors. New members are welcome to drop-in. 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.
- 4th & 5th Grade Book Club (4:00 – 5:00 pm) @ Southborough Library, Eaton Room: Monthly Book Club with discussion and activities. Registration is required. For details, see related post.
- Poetry Workshop (6:30 – 8:30 pm) @ Southborough Library, main level: Bring in five copies of original poetry to share. The group will provide supportive feedback. If you don’t have a poem, come anyway and share your insights. (Meets twice monthly.)
- 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 23, 2026
- Walking Group for Seniors (8:30 am) @ Southborough cemetery, 11 Cordaville Road: Free weekly walking group organized by the Southborough Senior Center. (Dependent on weather conditions.) 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.
- American Mah Jongg Meetup (1:00 – 4:00 pm) @ Southborough Library, Main Floor Stacks: Weekly opportunity to play. Drop ins are welcome, but groups of 4 are generally necessary. For details, click here.
- Family Puzzle Race (4:30 – 6:00 pm) @ Southborough Library: Registration is required (and limited) for this competition for younger puzzlers (ages 5+) and their families and friends. For details, see dedicated post.
- Aurora Aesthetics’s Open House (5:00 – 8:00 pm) @ Aurora Aesthetics and Wellness Center
54 Central St: The business’ 4th annual open house is a Disco themed celebration with bites & cocktails, raffles, and door prizes. For details, see dedicated post. - ARHS Open House (6:00 – 815pm) @ Algonquin Regional High School: Event for parents/caregivers of students to hear from teachers about what their students will be studying this year/semester. Parents should look for a message with details on following their kids’ schedule.
- 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 24, 2026
- 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.
- Young Birders (4:30 – 5:30 pm) @ Southborough Library: Registration is required for this free program run by DCR for ages 6–10 years old. This event will cover birding basics like identification, behaviors, and observation. For details, see dedicated post.
- AVRTHS Back to School Night (5:30 – 8:00 pm) @ Assabet Valley Regional Technical High School: Open House for Event for parents of current Assabet students.
- ARHS College Fair (6:00 – 8:00pm) @ Algonquin Regional High School gym: Algonquin’s annual event typically features representatives of 100+ colleges and universities. All ARHS students and parents are welcome.
- Youth Virtual Author Talk (7:00 – 7:30 pm in English, 8:00 – 8:30 pm in Spanish) @ online: Registration is required to take part in the free live talk with Q&A, “Where the Paletero Man Goes: A Journey of Neighborhood, Music, and Art with Lucky Diaz”. 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.
- Karaoke (9:00 – 11:00 pm) @ Owen O’Leary’s, 50 Turnpike Rd: Weekly Karaoke night. For details, see related post.
Friday, September 25, 2026
- Wizards (9:00 am) @ Southborough Senior Center: The spinoff to the Dull Men’s Club meets immediately prior to discuss subjects relating to science and technology. New members are always welcome to drop in. For details, see related post.
- 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.
- Canasta (10:00 am) @ Southborough Senior Center: A weekly card group playing “Hand & Foot”. For details, contact the Senior Center at 508-229-4453.
- American Mah Jongg Meetup (1:00 – 4:00 pm) @ Southborough Library, Main Floor Stacks: Biweekly opportunity. Drop ins are welcome, but groups of 4 are generally necessary to play. For details, see related post.
- Live Music with Tony Soul Project (8:00 – 11:00 pm) @ Owen O’Leary’s, 50 Turnpike Rd: The “SoulMan” Anthony Parente and friends will perform. For details, click here.
Saturday, September 26, 2026
- Fresh Monkee Grand Opening (6:00 am – 5:00 pm) @ where: The location opened this summer, but this is it’s Grand Opening Celebration with 50% off all shakes, and chances to win prizes including free shakes for a year. For details, click here.
- Intergenerational Rummikub (10:00 am – 12:00 pm) @ Southborough Senior Center: Pre-registration is required for this free event pairing high school students with seniors to play the popular tile game. For details, see dedicated post.
- Good Neighbor Day Open House (1:00 – 3:00pm) @ Southborough Library: The open house is a friendly social venue with free refreshments where the public can hang out and chat, play games, or even read a book. For details, see dedicated post.
- Live Music (6:30 – 10:00 pm) @ Lalo’s Mexican Kitchen & Bar, 154 Turnpike Rd: The restaurant is promoting live music in honor of Hispanic Heritage Month. For details, click here.
Sunday, September 27, 2026
- Rotary Oktoberfest (1:30 – 3:30pm) @ Southborough Gazebo, 19 Main Street: 2nd annual fun-filled afternoon of German-inspired cheer, delicious eats, and community spirit, all while helping a vital local cause. Entertainment includes live music and the Patriots game on the big screen. For details, see dedicated post.
- St. Mark’s Messy Church (4:00 – 6:00 pm) @ St Mark’s Episcopal Church Parish Hall, 27 Main St: A worship experience for busy families of younger kids. Includes a Bible story theme with activities, crafts, and a shared meal. For details, see related post.

