Don’t miss a favorite Wilton winter tradition –
trains, trains and more trains!
One of the most cherished of Wilton’s traditions – a visit to experience the Great Trains Show! Take the children in your life to an entrancing afternoon with trains and seasonal excitement. Wilton Historical’s historic 18th and 19th century buildings are charmingly decorated and transformed into a train-lovers delight with many different model train layouts winding through tiny towns with a variety of different kinds of buildings, tunnels and all sorts of delightful animals showing up in unexpected places! The displays enchant visitors of all ages with lots of buttons to push and knowledgeable “train engineers” on hand to “talk trains”.
See a marvelous miniature winter village, twinkling with lights – a seasonal delight!
Thrill to the sight of dozens of charming tiny buildings, people and activities in this amazing snow village. Teeming with skaters, children sledding, horses pulling wagons, swans swimming and even Ebenezer Scrooge in his gloomy house!
ADMISSION: Free for members of the Wilton Historical Society;
$5 per non-member child and $10 for non-member adults.
Tickets are sold at the door upon arrival, or pre-purchase tickets for faster entry!
Click here to purchase tickets ahead of time.
Make it a full day visit! Help support local businesses and Wilton Historical Society partners by checking out the Shop and Dine Local Guide.
Click here for more!
GREAT TRAINS SHOW SCHEDULE 2025-2026
WEDNESDAYS – SATURDAYS,
10:00 AM – 4:00 PM
SUNDAYS,
12:00 PM – 4:00 PM
Holiday Hours
WED, December 24, 10:00 AM – 1:00 PM
THU, December 25, Closed
WED, December 31, 10:00 AM – 1:00 PM
THU, January 1, Closed
Join the Wilton Historical Society for other Great Trains and winter programming:
Colonial Hearth Cooking Demonstrations
December 7th, 13th, 21st, and 28th
12 pm – 3 pm
Join historical educator Candiss Cowan as she demonstrates 18th century cooking techniques and recipes! Cooking over a real fire in the original fireplace of the Society’s c. 1772 Sloan-Raymond-Fitch house, Candiss will explore the actual ingredients of common colonial dishes, how those recipes were prepared, and the tools used in the process.
Free with admission to the Great Trains Holiday Show
Silhouettes with Artist Deborah O’Connor
Saturday, December 13,
10 am – 2 pm
Renowned silhouette artist Deborah O’Connor will create individual portraits cut entirely freehand from paper, using scissors as her only tool. Subjects pose for silhouettes, created in a matter of minutes, which you can take home–the perfect holiday gift, and a future cherished family heirloom. “Cutting silhouettes is basically drawing with a pair of scissors. The only difference is you can’t make any mistakes, as there is no erasing,” Ms. O’Connor says.
Please call 203-762-7257 to book your reservation — a deposit of $15 is required. Appointments are in 15 minute blocks.
Jingle All the Way with Music on the Hill
Saturday, December 20th
2 pm to 3 pm
Join Music on the Hill at the Wilton Historical Society as they perform festive holiday carols and winter songs with singers and ringers! Jingle All the Way will take place inside the Abbott Barn. The concert will be two identical singalong programs taking place at 2:00 and 2:30. Perfect for all ages, and includes a fun jingle-bell craft.
Generously Sponsored By:
