Wellesley Square Holiday Stroll, December 1, noon – 6pm

SPONSORED POST: The Wellesley Square Merchants’ Association is getting ready for the always festive Holiday Stroll on Sunday, December 1, noon – 6pm. In addition to all of your favorite activities, from the carolers to the tree lighting ceremony, this year’s Scavenger Hunt will be more fun and exciting than ever before. You’ll use your phone to play, and four winning families will each win $1,000 in prizes. All the details and the chance to register in advance are here: https://shopwellesleysquare.com/holiday-stroll-2019/

The Holiday Stroll makes it easy for shoppers also get in the spirit of the season as they seek out the big savings at over 60 stores. Dozens of stores throughout every corner of Wellesley Square are participating in the Scavenger Hunt  — European Manor; London Harness; Wellesley Holiday Boutique; E.A. Davis; Wellesley Toy Shop; Alta Strada and more.

Wellesley Holiday Stroll

Frosty, Rudolf, and of course — SANTA

On the big day carolers will roam Wellesley Square, as will Frosty and Rudolf — they’re always up for a photo op. And of course, Santa will be there in all his jolly glory. You can bet he’d never miss the Holiday Stroll and the chance to hear the holiday wishes of all the children. There’s nothing like this great event throughout all of the greater Boston area.

Wellesley Holiday Stroll

Join Us In Supporting The Rotary Club’s Programs to Support Our Youth

The Wellesley Rotary Club will be in Wellesley Square during the Holiday Stroll to be a part of the Scavenger Hunt as well as share with you news of their various youth programs, including providing meals to financially limited students. Please support them with a tax deductible donation and by purchasing tickets to their annual Taste of Wellesley event.


All this and free 2-hour parking for the entire month of December, courtesy of the Town of Wellesley. Here’s a map that will direct you to the free parking.

Wellesley Square Merchants Directory here.