Wellesley Welcomes Halloween With Costumes, Candy And Pumpkins

From a free Halloween stroll to pumpkin picking, Wellesley offers families plenty of ways to celebrate Oct. 31.

By Jesse Corwin, Patch Staff

Oct 28, 2026 11:31 PM EDT

From a free Halloween stroll to pumpkin picking, Wellesley offers families plenty of ways to celebrate Oct. 31. (Rachel Nunes/Patch)

WELLESLEY, MA — Costumes, candy and pumpkins are taking over Wellesley on Saturday, Oct. 31.

The festivities begin with the Halloween Stroll in Wellesley Hills from 11 a.m. to 1 p.m. at Clock Tower Park, 291 Washington St.

For those who prefer pumpkins over spooky surprises, Wellesley Hills Congregational Church at 207 Washington St. will host its annual pumpkin patch from 10 a.m. to 6 p.m.

As evening approaches, neighborhood trick-or-treating offers another chance for children to show off their costumes and fill their bags with candy.

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