Sunday, December 7, 2025

Strolling Wellesley Square 12 – 5:30 p.m.

• 50 Carolers
• Frosty and Rudolph
• Buddy from the movie “Elf”
• The Grinch
• Scavenger Hunt…see below

Pictures with Santa 1 – 5 p.m.
Find him by 75 Central St. near William Raveis R.E.

Make-a-Wish Youth Leadership Council 1 – 5 p.m
Next to Santa! All proceeds go directly to funding the wishes of two children.

Annual Coat Drive 1 – 5 p.m
By Wellesley Toy Shop: donate gently used children’s jackets in support of Cradles to Crayons, a nonprofit which helps children experiencing clothing insecurity. The jackets will be given to children throughout Massachusetts.

Meet the New “My Gym” Momentum Team 12 – 5 p.m.
At the corner of Central and Abbott Streets (by 34 Central), toys and crafts for the kids; tour the space and plans for opening in 2026. Craig Semenza, the CEO, COO and the Momentum Team look forward to meeting you.

Town Tree Lighting Ceremony 5 – 5:30 p.m.
At the Wellesley Square Fire Station, 100 Central St.

…For the chance to win $975!

Play Sunday, December 7!

Four (4) winners will be picked, each of which will win $975 in gift cards to Wellesley Square stores.

Winners to be announced the week of Dec. 15, 2025.

How to Play

Pick up an official, red playing card from one of  the participating locations listed below.

1. Go to the required number of locations and find the hidden White Snowflake sign (shown here).
2. Have each initial your card.
3. Once you have at least the minimum number of initials from each area, at least 24 in all, drop the card off at: London Harness, 45 Central Street.

Central Street

Get initials from at least 18 of these: 

• Beauty and Main
• btone Fitness
• Clever Hand Gallery
• Cocobeet
• Coldwell Banker
• Douglas Elliman Real Estate
•  >  Camden Hydes inside Douglas E.
• Engel & Völkers Wellesley
• Faherty
• Gibson Sotheby’s Int.’l Realty
• Human Powered Health
• Irresistibles
• Isabel Harvey
• JETSET Pilates
• J.P. Licks
• Lockheart Restaurant
• London Harness
• Lux Bond and Green
• Milk Money
• Orangetheory Fitness
• Shake Shack
• Sprig & Vine
• TUMI Wellesley
• Wellesley Books
• Wellesley Holiday Boutique
• Wellesley Toy Shop

Clever Hand Gallery
Free Origami Peace Cranes for everyone while they last
12 – 5 p.m.

Douglas Elliman Real Estate
Cocoa, Cookies, and Camden Hydes Beanies
With Special Guest: Artist – Mary Bevilacqua
12 – 5 p.m.

Isabel Harvey
Holiday Stroll gift with purchase and a 15% off card for a future purchase
10 – 6

Le Petit Four Bakery
10% of all Sunday’s viennoiseries revenue will be donated to Wellesley Food Pantry.
8:30 a.m. – 4 p.m.

London Harness & TUMI Wellesley
Holiday Stroll gift with purchase of $25 or more could be a $100 gift card
11 – 6 p.m.