The Whoo(pie) Wagon

09/29/2026

Here we GOOOO! 20TH YEAR! At the Topsfield Fair

In 2007 we started The Whoopie Wagon under the sheep tent during a 3 day craft event at the 2007 Topsfield Fair. My Mom sold the whoopie pies and I baked all day while the boys were in school. After school they went to the tent to finish up the night and enjoyed some bonus fair time. My mom celebrated her 99th birthday last month!
In 2008 we took a leap of faith and moved into a booth which has been our 11 day home for the past 19 years. We have had so many amazing family memories with so many familiar faces each and every fair! Thank you to everyone that has made us their "must stop" place at the fair! We love and appreciate all the energy and excitement. See you at the fair!

09/22/2026

One of New England’s great fall traditions returns this October when the Topsfield Fair opens in Topsfield, Massachusetts. Running October 2–12, 2026, the fair brings together agricultural exhibits, livestock, midway rides, classic fair food, competitions and eleven days of entertainment at the historic fairgrounds.
The Topsfield Fair traces its roots to the Essex Agricultural Society, founded in 1818, and agriculture remains at the heart of the celebration. The 42nd All New England Giant Pumpkin Weigh-Off kicks things off on opening day, alongside horse and oxen pulling, Dock Dogs, rodeos, parades and livestock competitions. This year’s entertainment includes Grand Funk Railroad, Ashley McBryde, Chubby Checker and the Flying Wallendas.
The fair opens at 4 p.m. Friday, October 2, and runs through Monday, October 12, when the traditional final-day attractions include Figure 8 racing and the Demolition Derby. Giant pumpkins, livestock barns, midway lights and fried fair food have made Topsfield an autumn ritual for generations of New England families.

09/11/2026

Back for the Season! Our Caramel Apple Whoopie Pie kissed with cinnamon sugar!
Available in stores and heading out on the trucks. Available tonight this weekend Alfalfa Farm Cellars with apples picked across the road at Connemara House Farm and baked on rt one Topsfield Bakeshop, Inc. today! Looks like Topsfield is poppin' off as we get ready for the Topsfield Fair just weeks away!

09/11/2026

Happening now!

09/11/2026

Back for the season! Look for our Apple Caramel Whoopie Pie kissed with cinnamon sugar today at Alfalfa Farm Cellars! Grown right across the road The Farm at Connemara House, picked yesterday, baked down on route 1 Topsfield Bakeshop today!
Looks like Town of Topsfield is poppin' off! See you at the Topsfield Fair just weeks away!

09/10/2026

See you all at Tewksbury Community Market Whooopieeee!

Tewksbury Community Market To Feature 6 Food Trucks, Farms, Prepared Food, Artisans, Crafters, & More On August 13 TEWKSBURY, MA -- The Tewksbury Community Market will be open on Thursday, August 13, 2026, from 4pm to 7pm, Livingston Street Park (288 Livingston Street), behind the Recreation Center....

09/05/2026

Whoopieeee!

A box of whoopies just for me.

09/01/2026

Look out for The Whoo(pie) Wagon and The Cookie Wagon
Heading to a campus near you!
Curry College Wentworth Institute of Technology | Engineering & Tech in Boston Harvard University Endicott College St. John's Prep Clark University Shore Country Day School Danvers Public Schools

07/29/2026

THANK YOU Northshore Magazine
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