The big Pumpkin Stroll is this Sunday

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

Above: Will you contribute to the lit display of creatively carved/decorated pumpkins this year? (images L-R cropped from Rotary photos 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 upcoming 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.

The annual event is held the night before Heritage Day.

For those of you unfamiliar with the event, it’s a display of lit pumpkins that line the stone wall running around the Old Burial Ground. The lineup begins on Common Street next to the Southborough Library, runs up the hill, and around the corner on St. Mark’s Street.

In the past, Rotary encouraged:

The community is invited to walk past the lit display of silly, scary, grotesque, creative, and even beautiful carved gourds.

Every year, designs cover a range of traditional and clever contributions. Something always surprises me. Below are examples from each year the blog has covered the event.1 blah (For more great inspirations, check out the blog’s past photo galleries.)

Pumpkin Stroll 2025 (photo by Beth Melo) Pumpkin Stroll 2024 (edited from photo by Cass Melo) 2023 Pumpkin Stroll photo contributed by Southborough Rotary 2022 Pumpkin Stroll photo from Facebook post by Southborough Rotary 2021 Pumpkin Stroll photo by Beth Melo 2019 pumpkin stroll from Rotary Club posting to Facebook 2018 pumpkin stroll jack o lantern photo contributed by Rotary Club 2018 pumpkin stroll carved and lit pumpkin photo contributed by Rotary Club 2017 Light Up Southborough jack o lantern - photo by Beth Melo 2015 Light Up Southborough pumpkin - photo by Beth Melo 2014 Light Up Southborough jack o lantern - photo Contributed by Jessica Rosenthal 2013 Light Up Southborough display - photo by Beth Melo 2012 Light Up Southborough photo contributed by Teresita Penuelas 2011 Light Up Southborough photo contributed by Linda David 2009 Light Up Southborough - photo contributed by Nancy OConnor 2008 Light Up Southborough - photo by Susan Fitzgerald

If you are contributing to this year’s display, please drop off your carved or decorated pumpkins from 4:00 – 6:00 pm on Sunday, October 11th. (If you want them back, make sure to fetch them by Monday morning.)

Strolling the lit display is from 6:00 – 8:00 pm. (It is typically busiest after dusk).

During the evening stroll, Rotary will have its usual table setup in front of the library. Rotary is hoping people will donate food or money to help the Southborough Food Pantry.

Even if you can’t donate, be sure to stop at the table! They’ll be offering free refreshments — cider, cookies (with nuts), and rice krispie squares (nut-free). They’ll also give away glow sticks.

  1. The event couldn’t be held in 2020 (due to Covid), I missed getting pics of the 2016 event that Southborough Rec held after Rotary’s was rained out, and no photos were posted in 2010.

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