Above: This week’s fun includes events geared to get ready for the new school year, and the big end of summer blast (photos from Facebook posts by the Southborough Library and Recreation)
Here are highlights of what’s happening around (or related to) our town this weekend through next weekend (the last full week before NSBORO schools resume).
Scroll to the bottom for info on additional activities and camps this summer.*
(The gray font below is for previously established long running events that take place weekly or bi-weekly.)
Friday, August 15, 2025
- Live Music with JP White (8:00 – 11:00 pm) @ Owen O’Leary’s, 50 Turnpike Rd: Local musician Jacob White will perform Old school Top 40 hits. For details, click here.
Saturday, August 16, 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.
Sunday, August 17, 2025
- Golf Club Fitting (11:00 am – 4:00 pm) @ Southborough Driving Range, 20 Turnpike Road: Pre-book an appointment with TaylorMade for a fitting. For details, see click here.
Monday, August 18, 2025
- ARHS Fall Sports Tryouts: Tryouts for Algonquin Regional High School’s athletic teams
- 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.
- Neary School Visitation Hours (10:00 am – 12:00 pm)
- Neary School Successful Start (1:00 – 4:00 pm) @ Neary School: Pre-registration is required for this free workshop offered to incoming grade 4-5 students by Southborough Youth & Family Services to hell kids strengthen skills for a smoother start to the school year. 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, August 19, 2025
- Woodward School Successful Start (10:00 – 11:30 am) @ Woodward School: Pre-registration is required for this free workshop offered to incoming grade 2-3 students by Southborough Youth & Family Services to hell kids strengthen skills for a smoother start to the school year. 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.
- Trottier Successful Start (12:30 – 4:30 pm) @ Trottier Middle School: Pre-registration is required for this free workshop offered to incoming grades 6-8 students by Southborough Youth & Family Services to hell kids strengthen skills for a smoother start to the school year. For details, see related post.
- Trottier New Student Open House (5:00 – 6:00 pm) @ Trottier Middle School
- Adult Game Night (6:30 – 8:30 pm) @ Southborough Library: Join fellow gamers to learn and play some new board games! Gamers are invited to try the library’s games or bring their own from home. For ages 18 and up.
- 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, August 20, 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.
- Finn School Successful Start (9:00 – 10:30 am) @ Finn School: Pre-registration (and parental attendance) is required for this free workshop offered to incoming K-1 students by Southborough Youth & Family Services to hell kids strengthen skills for a smoother start to the school year. For details, see related post.
- Neary School Visitation Hours (4:00 – 6:00 pm)
- Youth Nature Club (4:30 – 5:30 pm) @ Southborough Library: Youth volunteers in grades 6th-12th are invited to join in nature-themed activities and help with the library’s seasonal veggie garden and native plant garde.. For details, see dedicated post.
- Virtual Author Talk (7:00 – 8:00 pm) @ online: Registration is required to take part in the free live talk with Q&A, “Returning to Romance Through Food and Flirty Fun in Fiction with Casey McQuiston”. 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.
- 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, click here.
Thursday, August 21, 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.
- Rising Titans Workshop (9:00 am – 12:00 pm) @ Finn School: Pre-registration is required for this free workshop offered to incoming freshmen by Southborough Youth & Family Services and Northborough Health & Human Services to help kids build essential skills for a smoother start to the school year. For details, see related post.
- Kindergarten Party (11:00 am – 12:00 pm) @ Southborough Library: For children entering kindergarten — Celebrate the coming event by joining the library’s annual kindergarten party. For details, see dedicated post.
- Trivia for Teens ( 5:00 – 6:00 pm) @ Southborough Library: Teens ages 12 and up are invited to compete in a trivia competition. Bring a friend or be paired up with others. . For details, see dedicated post.
- Karaoke (9:00 – 11:00 pm) @ Owen O’Leary’s, 50 Turnpike Rd: Come and be the star. DJ and Karaoke at Owens every Thursday.
Friday, August 22, 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.
- Board Games for Teens (2:30 – 4:30 pm) @ Southborough Library, main floor: Drop in to play with other game enthusiasts.
- Live Music with Dave Parker (8:00 pm) @ Owen O’Leary’s, 50 Turnpike Rd: The singer/musician will entertain with rock trivia, covers from a variety of popular bands, and perform a few of his own songs. For details, click here.
Saturday, August 23, 2025
- Southborough Summer Nights (5:00 – 8:00pm) @ Neary campus, 53 Parkerville Road: One of the town’s biggest annual events, a festival to cap off the summer, ending with fireworks at dusk. No admission to attend. Festivities includes a ton of FREE kids activities. There is also live music and a slew of food vendors. For details, see dedicated post.
*Some other opportunities that aren’t special/weekly events (like Art on the Trails, Summer Reading program activities, or favorite-places/activities in our region) can be found under my posts on Summer Fun for Adults and What to Do with Kids this Summer. (I’ll be adding to these tagged lists throughout the summer.) You can also click here for Summer Camps.
