Easton’s Fall Kickoff Returns For 2025

Carve out some time for Easton’s Fall Kickoff on October 3rd and 4th, 2025!

Shop, dine, and stroll the giant pumpkin trail in downtown Easton on Friday and Saturday, with shops and galleries open and ready to help you get ready for the fall season. Visitors will have a chance to see the artists from Icelab work their magic as giant gourds transform into stunning works of art. The live carvings will be happening throughout downtown Easton on Friday evening and Saturday morning. Friday night also features live outdoor music from 5 pm to 7 pm, and many downtown restaurants will offer autumn-inspired specials and cocktails.

October’s First Friday Gallery Walk is also a great opportunity to discover incredible, vibrant pieces from many talented artists. The Working Artists Forum and special guests invite you to attend Pretty in Pink, a fine art sale on Friday, October 3rd, from 4 pm to 8 pm, and Saturday, October 4th, from 11 am to 4 pm in the Waterfowl Building, 40 South Harrison Street. This free event honors Breast Cancer Awareness Month, with proceeds benefiting the Clark Comprehensive Breast Center.

There will also be free pumpkin painting and a free movie night with an outdoor screening of Monster House downtown on Friday evening.

On Saturday between 10 am and 2 pm, Easton EDC is partnering with the Talbot County Free Library to host a kids and family activity center during the festivities.

“The fall season always highlights the beauty of our town,” said Holly DeKarske, Executive Director of the Easton EDC. “With pumpkin carving demos, our stores and restaurants dressed in their autumn best, and our always lively art scene, Easton truly celebrates the season in the best way.”

There are so many ways to kick off fall in downtown Easton! For more info on this activity-packed weekend and a map of the event, click the link below:

https://discovereaston.com/fallkickoff/

For more information, email Tom Maglio at tom@eastonedc.com.

About Easton Economic Development Corporation:

Easton Economic Development Corporation was launched in 2013 to drive economic vitality, smart redevelopment, and business creation in the historic Town of Easton, Maryland, to foster a healthy quality of life for all generations. The Easton EDC works to catalyze Greater Easton’s continued prosperity as a diverse and healthy “smart town,” leading innovation where the land and water meet.

AI Disclosure: The Spy and its writers may use artificial intelligence tools to support accuracy and clarity in our reporting.

Francoise Sullivan is the new Associate Editor of The Chestertown Spy and a community advocate based in Worton, Maryland. She previously served a term on the Kent County Board of Education, where she focused on transparency, fiscal responsibility, and student-centered policy. Sullivan also serves as Chair of the Kent County Chapter of the Delmarva Pride Center. Her work centers on local government, education, and civic engagement, providing clear, accessible coverage of issues affecting Kent County.