On now · Nov 6 - Dec 24
Santa Photo Experience at Burlington Mall
Family photos with Santa at the mall, by reservation through Simon/Where Is Santa.
What Winchester has posted for the holiday weeks: winter parking and snow rules. Every item links to the town's own page.

Standing rule. No parking on any street for more than 1 hour between 1 a.m. and 7 a.m. Year round, not just winter. Doctors, nurses and clergy visiting the sick are exempt. Winchester parking ban (traffic regulations) ↗
Snow emergencies. During snow and ice operations cars on town roads may be ticketed and/or towed. How a snow ban is declared, its hours and the fine are not published; call DPW 781-721-7106. Town Manager update: snow and parking bans ↗
Towing. DPW director sets tow and storage fees for cars blocking plows (2025 bylaw text). Winchester names no tow company, lot or phone. Call police for a towed car.
Alerts. Winchester Aware sends the town's emergency alerts. Notify Me is a separate email list for news and meetings. Sign up for both on the town's get-notifications page. Winchester Aware (Everbridge) signup ↗
Public works: Highway Division (DPW), 781-721-7106. Rules read November 8, 2026; confirm with the town before relying on them.
Winchester had not posted a 2026 holiday trash schedule when we checked on November 9. Check the town's collection page for changes.
Collection by Private haulers or Transfer Station (no town curbside found). Town page links a Private Haulers list and sells Transfer Station permits (first permit $330). Transfer Station 781-721-7178.
Christmas trees. No town curbside tree pickup is posted. Residents with a permit can drop trees at the Transfer Station Branch Area; wreaths, garland and plastic bags are banned there. Source ↗
No confirmed 2026 events in Winchester yet. These are the next confirmed events around Greater Boston, and the full list has filters.
On now · Nov 6 - Dec 24
Family photos with Santa at the mall, by reservation through Simon/Where Is Santa.
On now · Nov 7 - Dec 24
Classic photos with Santa at the mall, booked by reservation through the Simon/Where Is Santa system. Special sessions (pet photos, a sensory-friendly Caring Santa morning on Dec 6, a Dec 19 jamboree) are listed as separate entries or in the note.
On now · Nov 6 - Dec 27
Outdoor winter village with a 130+ vendor holiday market, food and drink, iceless curling, a Christmas tree market and photo spots.
Confirmed events within about 8 miles, nearest first.
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