Above: A look at some of the special community events over the next week. (images contributed, from cropped flyer, concert website, and Facebook)
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, April 24, 2026
- Live Music with Dave Parker (8:00 – 11:00 pm) @ Owen O’Leary’s, 50 Turnpike Rd: The singer/musician will entertain with a mix of classic hits and crowd favorites. For details, click here.
Saturday, April 25, 2026
- Earth Day Cleanup (8:00 – 11:00 am) @ where: Southborough’s 34th Annual event for volunteers to pick up trash along the Town’s roadways and public spaces. Sponsored by the Southborough Rotary Club and DPW. For details, see dedicated post.
- Earth Day Cleanup Volunteer Lunch (12:00 pm) @ in front of Southborough Library: Anyone who participated in the Earth Day Cleanup effort is welcome to join volunteers for a pizza lunch.
- DIY Gulbankian Workshop (1:00 pm) @ Gulbankian Florist, 40 Mt Vickery Rd: There is a registration fee and attendance is limited. This session is to make terrariums while enjoying tea. For details, click here.
Sunday, April 26, 2026
- 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.
Monday, April 27, 2026
- 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. No registration required. For details, see related post.
- Rummikub (11:00 am) @ Southborough Senior Center: Drop-in to the game group for seniors, meeting the 2nd, 3rd & 4th Monday of each month.
- 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.
Tuesday, April 28, 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. 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.
- 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, April 29, 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.
- Crafternoon (4:30 – 5:30 pm) @ Southborough Library, main floor: Pre-registration is required for this free program for ages 8–12 years old. This session, make Creative Pillowcases. For details, see related post.
- Candidates’ Night (6:30 – 8:00 pm) @ Southborough Library, main floor: A public forum for voters to hear from candidates for the Southborough Town Election on May 13th. For details, see dedicated post.
- 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, April 30, 2026
- 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.
- 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.
- Youth Nature Club (4:30 – 5:30pm) @ Southborough Library: Volunteers in grades 6th – 12th are invited to take part in nature themed activities, like helping with the library’s veggie & native plant gardens.. For details, see related post.
- Adult Game Night (6:00 – 8:00 pm) @ Southborough Library: Join fellow gamers (ages 18+) to learn and play some new board games! Gamers are invited to try the library’s games or bring their own from home. No registration required.
- Young Adult Virtual Author Talk (7:00 – 8:00 pm) @ online: Registration is required to take part in the free live talk with Q&A, “On Writing Beloved Characters and Powerful Portrayals of Resilience in Virtual Conversation with Jason Reynolds”. 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, May 1, 2026
- ARHS Junior Parent Presentation (8:00 – 9:30 am) @ webinar: Algonquin Regional High School Guidance Counselors will be hosting a Webinar for parents of juniors planning apply to colleges. For more details, look for a communication from the school.
- Wizards (10:00 am) @ Southborough Senior Center: New weekly drop-in social club for senior men. This one is geared for men interested in discussing topics related to science and tech. 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.
- Rhyme Time (11:00 – 11:30 am) @ Southborough Library Children’s Room: Weekly drop-in program for babies and toddlers (and parents/caregivers). Join Ms. Jenny for rhymes, songs, and more fun.
- Canasta (11:15 am) @ Southborough Senior Center: A weekly card group playing “Hand & Foot”. For details, contact the Senior Center at 508-229-4453.
- Culture & Music Festival (6:00 – 8:00pm) @ Algonquin Regional High School, Black Box Theater, 79 Bartlett St, Northborough: NSBORO Schools is hosting this free event to explore diverse cultures in the Northborough and Southborough communities. It will include music, dance, art and more. For details, see dedicated post.
Saturday, May 2, 2026
- Read to a Dog (10:30 am – 12:00 pm) @ Southborough Library: Kids ages 5+ can read to a therapy dog. Registration is required. 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.
- Common Street Concerts (7:30 pm) @ Pilgrim Church Fellowship Hall, 15 Common St: The concert will feature Boston vocalists Five O’Clock Shadow. For details, see dedicated post.
- SYSA Night Out with the Revs (7:30 pm) @ Gillette Stadium: The New England Revolution is offering a free ticket to every Southborough Youth Soccer Association player. For details, click here.
Sunday, May 3, 2026
- Touch-A-Truck (10:00 am – 12:00 pm; Sensory friendly time 10:00 – 10:30 am) @ Woodward School parking lot, 28 Cordaville Rd: The free event hosted by Southborough Rec allows families to explore big trucks, engines, and other “exciting vehicles”. For details, see dedicated post.
- Family Yoga in the Park (12:00 – 1:00pm) @ in front of Neary School’s outdoor stage, 53 Parkerville Rd: Registration is required for this free outdoor yoga session for all ages and skill levels. The event is sponsored by Southborough Youth & Family Services and Southborough Recreation. For details, click here.

