Great Train Robbery

May 16, 2026

Step aboard the Essex Clipper Dinner Train for an unforgettable evening of dining, drama, and 1920s intrigue!

Don your finest 1920s attire and start the night with a lively cocktail hour on our trackside patio before boarding the elegant train for a sumptuous dinner as you travel through the scenic Connecticut River Valley. But keep an eye on your wallets—a gang of vintage-era bandits is hot on your trail!

Don’t worry—it’s all part of the fun. These charming troublemakers will stir up a bit of mischief while collecting donations for our featured local charity, the Community Foundation of Middlesex County.

Guests who wish to participate in the interactive “heist” are encouraged to bring cash to contribute during the evening. All funds collected will go directly to support the Community Foundation of Middlesex County. Learn more at: https://middlesexcountycf.org/

Will you hand over a few bills with a smile, or will the bandits have to turn on the charm? Either way, you’re in for a night full of laughter, surprises, and good old-fashioned adventure.