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.
Wellesley Goes Pink for Ellie Fund 2025
We invite you to be a part of our sixth annual “Pink” event in honor of Breast Cancer Awareness Month. Throughout Wellesley we will raise awareness for breast cancer as we raise money for the Ellie Fund and their important mission.
Shop Later, Dine Local: Wellesley Square’s New Extended Hours Campaign
Wellesley Square shops are staying open later! Pair your evening shopping with dinner at one of our restaurants for the perfect night out.
Parents Days Out 2025
A Wellesley tradition! Participating merchants will have for you enticing offers, inspiring you to give yourself more time for you. Friday and Saturday, September 19 and 20.
July Jubilation Sidewalk Sale 2025
WHEN: Saturday, July 19, 9:30 – 4:30
A Wellesley tradition with amazing savings, entertainment, live demonstrations and performances.