Events, News & Specials
Holiday Stroll 2025
Sunday, December 7, 2025
It’s Wellesley’s celebrated annual holiday event, featuring 50 carolers, and a scavenger hunt worth hundreds of dollars in gift cards each for four winning families.
Event Schedule
- Wheels of Wellesley Antique Car Show: May 18, 2025
- July Jubilation Sidewalk Sale: July 19, 2025
- Parents Day Out: September 19-20, 2025
- New: Shop Later, Dine Local: Wellesley Square’s New
- Extended Hours Campaign, beginning the week of September 22
- Wellesley Goes Pink for the Ellie Fund: October, 2025
- Holiday Stroll & Scavenger Hunt — Sunday, December 7, 2025
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