Guest User 8/7/21 Guest User 8/7/21

Chestertown Car Show Rolls Into Downtown October 2

The Chestertown Car Show will cruise into the heart of downtown Chestertown on Saturday, October 2 from 2:00 to 6:00 p.m., complete with judges’ awards and a beverage tent.

Guest User 6/22/21 Guest User 6/22/21

Main Street Chestertown Welcomes Nina Fleegle as New Executive Director

The Board of Directors of Main Street Historic Chestertown is pleased to announce that Nina Fleegle will join the Main Street program on July 1 as its new executive director.

Guest User 5/24/21 Guest User 5/24/21

Street Party with a Motown Mix to Introduce Chestertown's New Mobile Stage May 29th

Main Street Chestertown will officially launch Chestertown’s new mobile stage on the Saturday of Memorial Day Weekend, May 29, with a street party featuring the popular band Best Kept Soul. The free event will kick off at noon in the 200 block of High Street, where members of the Town’s Street Department will have set up the stage in public for the first time.

Guest User 4/14/21 Guest User 4/14/21

Chestertown A&E District Hosts Art Walk April 24

Live music will enliven the sidewalks Saturday, April 24 as The Chestertown Arts and Entertainment District hosts a Spring Art Walk to a dozen downtown galleries and studios. The event takes place from 10 a.m. to 4:00 p.m. The theme of the Art Walk is “Re-emergence,” a reference to both the natural world awakening to Spring and the world’s eagerness to emerge safely after a winter of pandemic isolation.

Guest User 4/9/21 Guest User 4/9/21

Grant Helps Main Street Keep Downtown Cleaner

Thanks largely to a $4,970 grant from the Keep Maryland Beautiful program, Main Street Chestertown has purchased four new recycling receptacles and one new trash bin for the Town to help keep downtown litter-free.

Guest User 3/22/21 Guest User 3/22/21

"Cars on High" Back in Gear

Main Street Chestertown kicks off another season of free monthly “Cars on High” events on Thursday, April 15, 6-8 p.m., in the 300 block of High Street next to Fountain Park.

Guest User 3/8/21 Guest User 3/8/21

Main Street Historic Chestertown Offers SERI Grants to 29 Businesses

Main Street Historic Chestertown has announced the re-granting of $157,600 in Maryland Strong Economic Recovery Initiative (SERI) funding to 29 downtown businesses in grant amounts ranging from $1,000 to $9,500.