Cookie’s Cupcakes

09/02/2026

We are so excited to join this fun event for our third year!!!

The Fifth Annual Whoopie Pie Festival has a little something for everyone! Join us on Saturday, September 12 from 12:00 - 4:00 PM in Downtown Rutland for a day full of fun for all ages.

Purchase your sample tickets ahead of time at www.rutlandwhoopiepiefest.com/guest-ticket-registration/ and pick them up at the CEDRR Office (67 Merchants Row, Suite 104) to save time on the day of the festival. Please note: there is no ticket required for entry, the $1 tickets are to taste samples only.

09/01/2026

September is such a busy month for us…..Whoopie Pie Festival, Pickle Festival….and of course our markets!!! Ethan is helping us out this month so we can do all of these events, make sure to stop by Pittsfield Farmers Market and say hi to him….and of course buy lots of baked goods!!

08/30/2026

Starting to gear up for this….if you like whoopie pies this is the place to be September 12!!!

The Fifth Annual Whoopie Pie Festival is a couple weeks away on Saturday, September 12! We are grateful for the support of the sponsors and supporters who make this event possible.

Thank you to Premier Sponsor: Casella Waste Systems
Gold Sponsor: Rutland Regional Medical Center
Silver Sponsor: Catamount Radio
Bronze Sponsors: Cape Air, Front Porch Forum, Killington Resort, and Vermont Federal Credit Union
Supporters: The Bank of Bennington, Downtown Rutland, Vermont, EastRise Credit Union, Hannaford Supermarkets, MKF Properties, Mud Radio, PEGTV, Rutland South Rotary, Vermont Electric Power Company, and Vermont Public

We can't wait to see you in Downtown Rutland on Saturday, September 12 from 12:00-4:00 PM. Be sure to purchase your tasting tickets ahead of time at www.rutlandwhoopiepiefest.com to save time waiting in line! Tasting tickets are $1 each and allow you to sample one whoopie pie per ticket.

08/29/2026

What a gorgeous morning! We have so many yummy treats, come see us Pittsfield Farmers Market and Otis Farmers Market from 9-1. Apple streusel bread, blondies, scones….get them while they last!

08/27/2026

We are easing our way towards fall….who doesn’t love apples and cinnamon?!

08/22/2026

We are so glad to be back at both markets today, and we brought some yummy new things to try!! Pittsfield Farmers Market and Otis Farmers Market 9-1

08/15/2026

We are actually taking a Saturday off!! Headed out to a family picnic hosted by my niece, so we won’t be Pittsfield Farmers Market or Otis Farmers Market tomorrow. Who knows though, I’m considering this “research” for some new family members to add to the cake jar ensemble!! 🤣😂

08/05/2026

Today was a pretty exciting day for Cookie’s Cupcakes! 💜

I was honored to be featured by Voyage Denver and had the chance to share my story, from growing up as one of twelve siblings to creating cake jars with personalities of their own.

Thank you to everyone who has supported this little home bakery. Every cookie, whoopie pie, and cake jar has helped make this journey possible. 💜🧁

You can read the full interview through the link in my bio!

08/05/2026

A little piece of my story. 💜 Thank you to Voyage Denver for the opportunity to share how Cookie’s Cupcakes came to be, why my cake jars have personalities, and what this little bakery means to me. I hope you enjoy the read!

Local StoriesAugust 4, 2026 Inspiring Conversations with Kathy Dyer of Cookie’s Cupcakes Local Stories Share Tweet Pin Today we’d like to introduce you to Kathy Dyer. Alright, so thank you so much for sharing your story and insight with our readers. To kick things off, can you tell us a bit abou...

08/04/2026

Time to get your sample tickets, we will be there for the third year in a row!!

Join us for a day filled with delicious sweet treats and an abundance of community fun!Purchase Taste Sample TicketsThese are NOT ENTRY TICKETS – The event is FREE TO ATTENDTaste Sample Tickets are $1.00 EachTickets are to SAMPLE the Whoopie Pies brought by the bakers (so we recommend more than 1!...