Reminder: “Oktoberfest” is Sunday

The Rotary is inviting the community to the enjoy the flavors of fall at its rescheduled 2nd annual fall festival. No cover charge!

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 Reminder: “Oktoberfest” is Sunday

Nominate “Southborough History Makers” by Nov 11th

The Tricentennial Committee is seeking to honor current/former residents whose extraordinary contributions, accomplishments, or service earned a place in Southborough’s history.

[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 Nominate “Southborough History Makers” by Nov 11th

Heritage Day Field includes Inflatables & Food Trucks

Each Heritage Day, St. Mark’s field at the corner of Routes 85 & 30 serves as the hub of activities. This year it will be lined with over 65 tents/booths/trucks. While many of them will be selling food or wares, others will be doing community outreach. And there will be plenty of free fun. Read the full article → from Heritage Day Field includes Inflatables & Food Trucks

Downtown “Oktoberfest” is on for October 18th

The Rotary is inviting the community to the enjoy the flavors of fall at its rescheduled 2nd annual fall festival. No cover charge!

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

Save the Date for Trunk or Treat — October 24th

The Firefighters and Recreation are teaming up again for another big Halloween celebration for families. And Rec is seeking candy donations to help support the fun.

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

The big Pumpkin Stroll is this Sunday

Start planning how to carve or paint your pumpkins this year.

Pumpkin stroll pics L-R cropped from photos by Rotary from Facebook and contributed with credit to Ron Hereema

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

  • © 2026 MySouthborough.com — All rights reserved.