Above: The big highlight of the week is this long weekend’s traditional festivities including the Pumpkin Stroll and Heritage Day. (photos by Beth Melo and from Facebook)
Here are highlights of what’s happening around (or related to) our town this weekend through next weekend.
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
Saturday evening, the downtown art studio will hold another art reception. The event will feature paintings by Southborough native Kassandra Hostage. Read the full article → from Outdoor sale and indoor exhibit near the Heritage Day field
The Southborough Gardeners are promoting their booth on the field at Heritage Day. Read the full article → from Stop by the Gardeners’ booth at Heritage Day
If you’re looking for a way to spend some quality time with family/friends in town this fall — before it gets too cold to enjoy — make plans to hang out at the newly enhanced downtown Heritage Park.
This month, the Town added new equipment that should give the community a reason to make the most of the public space. Read the full article → from Enjoy Activities in Heritage Park
A Southborough author and educator is among the Framingham community members being honored in their inaugural Hispanic & Latino Heritage Month ceremony Read the full article → from Framingham honoring Southborough resident for “commitment to opening doors and creating space for others”
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
What went on and off the market this week. Read the full article → from On the market this week in Southborough
This Thanksgiving morning marks Southborough’s 20th annual Gobble Wobble! Registration is already open for the popular 5K timed race and 2 mile family-friendly trot. Read the full article → from Sign up to Run/Walk in the 20th Annual Gobble Wobble
Let Town officials know how you feel about services and resources, and what you would like to see prioritized. Read the full article → from Complete the 2026 Southborough Resident “Satisfaction” survey
This weekend, the Southborough Golf Club will open its annual fundraiser for the fight against ALS. The fundraiser will take place from Saturday, October 10 through Monday, October 12. Read the full article → from Book your time to “Golf Fore ALS” this long weekend
This week, the Southborough Police issued a post on Facebook about two incidents reported this past weekend. It’s a reminder of why they repeatedly encourage residents to lock up vehicles in their driveways and on the street. Read the full article → from Police remind: Lockup your valuables and your vehicles