4th Annual Whoopie Pie Festival 2025

4th Annual Whoopie Pie Festival 2025
Join us for the 4th Annual Whoopie Pie Festival! Taking place on Saturday, September 13 from 12 – 4 p.m. in downtown Rutland, Vermont!
Last year we saw an unprecedented 7,500 attendees take part in this growing event. In fact, we’ve grown so much that we have been named a Signature Event by the State of Vermont Tourism Department. We are one of only 12 Vermont events that are considered a Signature Event!
We will once again be closing off Center Street and Merchants Row for a day-long festival with fun activities for the whole family: There will be music, food trucks, a green street with yoga and other activities, bouncy houses, a magician, Caricature artists, face painters, street performances, and a contest for Overall Best, Most Creative and People’s Choice for Whoopie Pies! This year, we will also have fun new events for both kids and adults! A foot race with a break for a sweet treat (The Whoopie Mile!) as well as a Whoopie Pie Eating Contest! We also plan to have a Soap Box Derby race!
Join us for the Sweetest Day in Rutland!
See our site for information about the event, tickets, and registering as a baker or vendor.