EASTON, MARYLAND — Put the weekend on the calendar before the menus. Discover Easton’s Fall Kickoff page dates the downtown festival to Friday and Saturday, Oct. 2 and 3, 2026, and frames Friday night from 5:00 to 7:00 p.m.

Discover Easton says local restaurants will host tasting events, food and drink specials, and live performances while shops run autumn sales. The same page describes a giant pumpkin trail through downtown storefronts and encourages visitors to walk the brick sidewalks and photograph favorites.

Friday night notes on the Kickoff page put giant-pumpkin trail festivities from 5:00 to 7:00 p.m., with live music from the Quinn Parsley Trio and DJ E Shore from 4:00 to 7:00 p.m. Cascading Carlos is listed in Thompson Park from 5:00 to 7:00 p.m. The Academy Art Museum’s pumpkin decorating for children is listed Friday 4:00 to 7:00 p.m., with a free outdoor Hotel Transylvania screening the same evening; Saturday continues pumpkin decorating 10:00 a.m. to 2:00 p.m. plus Glass Half Full mobile glassblowing demonstrations 10:00 a.m. to 2:00 p.m.

Saturday also lists Honey Sol live from 11:00 a.m. to 3:00 p.m., free fall activities at Talbot County Free Library from 10:00 a.m. to 2:00 p.m., and the fifth annual Easton Fall Craft Fair at Trinity Cathedral, 315 Goldsborough Street, 10:00 a.m. to 3:00 p.m., free admission. Signature sponsors named on the Kickoff page include Preston Automotive Group, Bay Country Security and Safehouse LLC, the Town of Easton, and the Easton Economic Development Corporation.

Hungry readers should check individual restaurant boards for tasting menus and hours that weekend; Discover Easton does not publish a single combined restaurant price list on the Kickoff pages.