Union Square Main Streets (USMS) and 50+ local businesses crank up the jolly for the 10th Annual Holiday Stroll featuring rad retail, unique eats, an incredible inflatable Festivus Village, the Stroll the Square Challenge, and much more. This free and family-friendly celebration makes spirits bright on Saturday, December 7 from 12-6pm (extreme weather date 12/8) throughout Union Square in Somerville.

50+ local businesses entice customers to keep small strong with festive fares. Be sure not to miss cookies with Santa at Lash Line Studio Aesthetics; the holiday art market at Boston Figurative Arts Center; free Japanese Kit Kats at Reliable Market; make your own bracelets and open studios at Studio for Sculptural Arts; churros & Mexican hot chocolate at Taquisimo; holiday parkour challenge at Parkour Generations Boston; free kids crafting and hand made gift making at Boynton Yards; strolling carolers from The Eight Tracks, among many other holiday happenings. Visitors can Stroll the Square with ease using FREE hop-on-hop-off shuttles thanks to Boynton Yards.

“‘Fiercely’ supporting our unique local businesses inspired travel writers to recently name us among the coolest neighborhoods in the world,” said Jessica Eshleman, Executive Director of Union Square Main Streets who produces the Holiday Stroll. “Ten years in the making, this neighborhood tradition makes spirits bright, keeps small strong, and – importantly – keeps more of your holiday shopping dollars circulating in Somerville. With festive window displays, carolers, elfie-selfies, over the top inflatables, and the chance to win cash prizes, the Stroll promises something extra cool this year for everyone, of every age.” 

Three people who bundle up and come on down will win cash prizes, with winners announced by December 13. People who Stroll will score multiple chances to win $100 when participating in these activities:

• Stroll the Square Challenge: Stay loyal to local Union Square businesses by shopping, dining, and strolling. Pick up a stamp card at the information booth on the Union Square Plaza or print at home, and collect stamps when visiting participating Union Square businesses during the Stroll. Return completed stamp cards, generously underwritten by Tiny Turns Paperie, at information booths or snap a photo of the card and send to Stroll@unionsquaremain.org. **Multiple entries encouraged.**

• Visit incredible inflatables at the Festivus Village: Snap an Elfie-Selfie, post and tag @unionsquarems & #LoveUnionSquare on social media for a chance to win one of three $100 prizes. Thanks to Somernova, the chance to win is just a selfie away. 

“Union Square Main’s Street’s 10th Annual Holiday Stroll is a celebration of community, creativity, and the joy of the season. This cherished tradition brings neighbors and visitors together to explore our vibrant local businesses, enjoy festive entertainment, and create lasting memories,” said Kristin Phelan of Somernova. “We’re thrilled to mark this milestone year with even more magic, local shopping, and holiday cheer for everyone to enjoy.”

The 10th Annual Holiday Stroll is presented by Union Square Main Streets, Inc. and made possible by generous support from Tiny Turns Paperie, Boynton—Yards, a DLJ + Leggat McCall Project, Somernova, USQ, Liberty Cannabis, Tufts University, The Eight Tracks, Rockland Trust, and Thalia Tringo & Associates Real Estate.