Above: It’s a busy week of fun in Southborough. (images from social media posts and promos)
Here are highlights of what’s happening around (or related to) our town tonight through next week.
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 evening, August 14, 2026
- Live Music with Ravenna (6:30 – 10:00) @ Lalo’s Mexican Kitchen & Bar, 154 Turnpike Rd: The singer, musician will perform. For details, click here.
- Live Music with The Other Guys (8:00 – 11:00 pm) @ Owen O’Leary’s, 50 Turnpike Rd: The rock band will perform live. For details, click here.
Saturday, August 15, 2026
- Yoga on the Trails (9:00 – 10:00 am) @ near the Sudbury Reservoir Trail: The Southborough Trails Committee is sponsoring a series of free monthly outdoor yoga sessions for adults only. For details, see dedicated post.
- Safer Spaces Project – Youth Meeting (7:00 – 9:00 pm): Event for grades 6-12 hosted by Safer Spaces for LBGTQ+ youth of all faiths and their allies. Tonight, they’ll enjoy a “Music Night” theme. For details, see their Facebook or Instagram posts.
Monday, August 17, 2026
- Walking Group for Seniors (8:30 am) @ Trottier Middle School’s outdoor track, 49 Parkerville Rd: 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.
- 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.
- Comic Button Making (2:00 – 4:00 pm) @ Southborough Library, Eaton Room: Ages 11+ are invited to drop-in during this weekly opportunity this summer. Make customized pin-on buttons using comic books and the library’s button maker. Registration is not required.
Tuesday, August 18, 2026
- 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 for seniors, welcoming new participants. For details, contact the Senior Center at 508-229-4453.
- End of Summer Reading Ice Cream Party (4:00 – 5:00pm) @ Southborough Library lawn: Party with ice cream and games. All are welcome and no registration is required.Sponsored by the Friends of the Southborough Library. For details, see dedicated post.
- 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 19, 2026
- 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.
- Mr. Vinny’s Bubble Show (3:30 – 4:15pm) @ Southborough Library lawn: Mr. Vinny will bring giant bubble wands for fun on the library lawn! All ages, no registration required. Sponsored by the Friends of the Southborough Library. For details, see dedicated post.
- 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.
- 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 20, 2026
- Mah Jongg (10:00 am) @ Southborough Senior Center: The weekly program for seniors 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.
- Kindergarten Party (11:00 am – 12:00 pm) @ Southborough Library: Kids about to enter Kindergarten are invited to celebrate with stories and fun activities. Sponsored by the Friends of the Southborough Library. For details, see dedicated 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.
- Youth Virtual Author Talk (7:00 – 8:00 pm) @ online: Registration is required to take part in the free live talk with Q&A, “My Bicentennial Summer: A True-Life Adventure Across America with G. Neri”. 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: Come and be the star. DJ and Karaoke at Owens every Thursday.
Friday, August 21, 2026
- Wizards (9:00 am) @ Southborough Senior Center: This senior social group, is a spinoff to the popular Dull Men’s Club and meets immediately prior. They’ll “generally discuss subjects relating to science and technology”. 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.
- 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.
- Canasta (11:15 am) @ Southborough Senior Center: A weekly card group for seniors 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 Mojo Ride (8:00 pm) @ Owen O’Leary’s, 50 Turnpike Rd: Live music performed by the blues & classic rock band out of Worcester. For details, click here.
Saturday, August 22, 2026
- 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.
