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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.

Downtown Rutland
$1
12:00 PM - 04:00 PM on Sat, 13 Sep 2025

Event Supported By

Chamber & Economic Development of the Rutland Region (CEDRR)
(802) 773-2747
dominique@rutlandeconomy.com

Artist Group Info

dominique@rutlandeconomy.com
Downtown Rutland
Merchants Row & Center Street
Rutland, Vermont 05701
(802) 773-2747
dominique@rutlandeconomy.com