Coverage of arts and entertainment related to Southborough. Focus on events in town. Additional features on events featuring residents or related to local organizations.
The Library and Fay are again partnering up to invite little ones to enjoy Halloween fun this month. Read the full article → from Fay School hosting Library’s Halloween Party for kids — October 24th
The Oktoberfest that Rotary had to cancel due to the nor’easert in September is back on this fall. The event is rescheduled for the month the festivity is named after.
The Rotary Club of Southborough is putting on the fest with autumn themed drinks, food, and entertainment a week from Sunday — October 18th. Read the full article → from Downtown “Oktoberfest” is on for October 18th
The community is invited to take part in the 6th annual Trunk or Treat — the free Halloween festivities put on by the Southborough Firefighters Association and Southborough Recreation — on the Saturday before Halloween. Leading up to the event, Southborough Rec is again seeking donations of candy to pass out. Read the full article → from Save the Date for Trunk or Treat — October 24th
If you enjoy hearing a good (true) story told well, you’ll want to book a ticket for an upcoming event hosted by The Southborough History & Arts Center. Read the full article → from Buy tickets to a night of true storytelling — October 24
SFD is planning to welcome the public to a fun and educational Open House again this Heritage Day. Read the full article → from Fire Dept Open House at Heritage Day (Updated-Again)
In Southborough, we don’t wait until just before Halloween to start carving jack o’lanterns. The community’s big annual display, organized by the Southborough Rotary Club, takes place during the three day Columbus/Indigenous Peoples Day weekend.
For those of you who plan to take part, you might want to start thinking about how to decorate your gourds this year. Other readers will want to mark their calendars to check out the Pumpkin Stroll this Sunday. Read the full article → from The big Pumpkin Stroll is this Sunday
Here are highlights of what’s happening around (or related to) our town this weekend through next. Read the full article → from Events this week (Updated)
Here are highlights of what’s happening around (or related to) our town this weekend. Read the full article → from Weekend-at-a-Glance
Soccer-loving kids and teens can make penalty shots in an effort to win Knights of Columbus’ Soccer Challenge. Read the full article → from KofC Soccer Challenge at Heritage Day
For those thinking about exhibiting this year, the deadline to register is the end of this month. Sign up has also opened for groups to march in the parade. Read the full article → from Heritage Day 2026 is a week from Monday (Updated)
Here are highlights of what’s happening around (or related to) our town this weekend through next. Read the full article → from Events this week
[This part of a series of guest posts contributed by the Tricentennial Committee to get the community excited about, and keep them informed of, the preparations for celebrating the Town’s 300th anniversary throughout 2027.]
Southborough was incorporated on July 17, 1727, and that means next year our town will be 300 years old! To celebrate, we’re putting together a year-long birthday party as a tribute to our rich history, vibrant present, and promising future! Read the full article → from Save the Dates for Tricentennial Events
Southborough Rotary asked me to notify readers that their Oktoberfest event that was scheduled for this weekend is off due to the weather. If it is rescheduled for a future date, I’ll let readers know. Read the full article → from Oktoberfest is Cancelled/Postponed (Updated)
Updated (9/24/26 7:17 pm): Due to the forecast, the event is cancelled (or hopefully postponed to a future, date TBD.) Read the full article → from Cancelled – Downtown “Oktoberfest” this Sunday afternoon (Updated)