November 29, 2025
Noon-5pm
Snowy the Snowman is hiding in local shops!
Grab a board at the Holiday Market in Upper Town Hall!
Snowy's Scavenger Hunt is free to play. Prize winners will be contacted in the days following the Stroll.
Itinerary of Stroll Events:
12:00p-5:00p
4:15p - Annual Tree Lighting by Holliston Lions Light Up Holliston
- Holiday Market at Town Hall! Snacks, gifts, festive finds! 12-4:30pm
- Chili Contest at Mt. Hollis Lodge, 12p-4p. Winners announced at the Tree Lighting!
- Trolley Sponsor booths at Blair Square
- Holiday Dreams Wish Tree will be adorned and ready for the start of the stroll
- Holliston Historical Society will be open 12p-4p
- Holliston Public Library will be open 12p-4p, and feature a Friends of the Library membership special! Come in to warm up and check out a cozy holiday read!
- Holliston Police Department will have a (non-food) Gingerbread craft while supplies last!
4:15p - Annual Tree Lighting by Holliston Lions Light Up Holliston
- Join us in Blair Square for performances by local musicians and carols led by Holliston Girl Scouts
- Toys for Tots Presentation with US Marine Corp.
- Count down to illuminate the town
- Chili Contest Winner will be announced!
