Where To See Santa In Wilton This Holiday Season

WILTON, CT — Visits and pictures with Santa Claus are treasured traditions for many Wilton families.

In the Wilton areas, kids have several chances to see jolly old St. Nick in person.

The CT Santa Society and the Cannon Grange invite you to have your Photo Session with Santa Bill on Nov. 8 and 9, from 8:30 a.m. to 4:00 p.m. All Funds Collected are donated to local charities. To register, click here.

You can also catch Santa around the Wilton area through Christmas here:

"Light The Lights" Winter Festival in Danbury

When: Dec. 6, 3 to 7 p.m
Where: CityCenter Green at 1 Ives St.

Photos With Santa At Danbury Fair Mall

When: Nov. 28–Dec. 21, 2025 | Hours vary
Where: Danbury Fair Mall, 34 Backus Ave, Danbury

Meet Santa Claus

When: Nov. 28–Dec. 21, 2025 | Monday–Friday 3–6 PM, Saturday–Sunday, 10 AM–6 PM
Where: Stew Leonard’s Danbury, 99 Federal Rd, Danbury

Santa’s Train

When: Nov. 29–Dec. 22 | Saturdays and Sundays, Departs: 2 PM, 3:30 PM, 5 PM, 6:30 PM & 8 PM
Where: Danbury Railway Museum, 120 White St, Danbury

Brookfield Annual Holiday Tree Lighting & Fire Truck Parade

When: Saturday, Dec. 6, 5 p.m
Where: Brookfield Village Courtyard, 802 Federal Road (Four Corners area)

Night of Lights Merry Christmas Hayride

When: Nov. 29–Dec. 21, 2025 (on select nights) | 5–8 PM (times vary on select nights, closed Monday–Tuesday, see website)
Where: Fairview Tree Farm, 2 Sawmill City Rd, Shelton

Visit With Santa And Mrs. Claus

When: Saturdays & Sundays, Now–Dec. 23, 2025 | 12–3 PM
Where: Hollandia Gift and Garden Center, 95 Stony Hill Rd, Bethel

40th Annual Holiday Festival Santa’s Firetruck Visit

When: Dec. 7, 2025 | 9 AM–4 PM
Where: Trinity Episcopal Church | 36 Main St, Newtown

Breakfast With Santa

When: Saturday, Dec. 13, 2025 | 8:30–10:30 AM
Where: Stony Hill Volunteer Fire Department, 59 Stony Hill Rd, Bethel