Lost in Chestertown: What Does An Out-of-Towner See On a Visit to Chestertown?

Lost in Chestertown: What Does An Out-of-Towner See On a Visit to Chestertown?

  Have you ever wondered how Chestertown looks to those who don’t live here? Lost in Chestertown is the first in a series of stories where Main Street Chestertown invites talented artists, photographers and writers from-away to share their visits through their own eyes. By 

Facade Update

Facade Update

Façade Projects Completed to Date: Main Street Chestertown’s Façade Improvement Program has partnered with building owners and /or their tenants to fund improvements on these downtown commercial facades. Use the left/right arrows on the images to see before and after photo Kit Team, LLC 215 
al Fresco Restaurant Dining Downtown

al Fresco Restaurant Dining Downtown

The idea of blocking public streets and plazas to allow restaurants to provide safely distanced tables for their customers is catching hold across the country as local governments strive to help businesses make needed accommodations during the novel-coronavirus pandemic. Please see below for the schedule 
Bah Humbug! Dickens of a Christmas Cancelled for 2020

Bah Humbug! Dickens of a Christmas Cancelled for 2020

Bah Humbug! Main Street Chestertown Cancels 2020 "Dickens of a Christmas" CHESTERTOWN, MD, May 22, 2020—The board of Main Street Historic Chestertown has announced the cancellation of the nonprofit organization’s signature winter event, Dickens of a Christmas, for 2020 because of COVID-19 concerns. dThe holiday event was scheduled to take place Dec. 4 and 
Sarah Paige Salon

Sarah Paige Salon

When Cindy Newsome decided to open a new salon to serve her customers, she chose Chestertown. She and daughter Julie Neukam, who also is a stylist, enjoy spoiling their customers at Sarah Paige salon. Business has been great since they opened in November of 2018, 
Chestertown Electric

Chestertown Electric

CHESTERTOWN ELECTRIC Part retail shop, part museum, Chestertown Electric has made a name locally and regionally as the go-to for rare, vintage and historical light and fan fixes and finds. Owner David Hoatson is an electrical engineer with more than 40 years experience in defense 
TREE PLANTERS

TREE PLANTERS

Tree Planters Fill Empty Spots on High Street You may have noticed the handsome new wood planters on the 200 block of High Street in front of Evergrain Bakery, Massoni Gallery, and The Bank.  They were designed by volunteer John Leek, a retired builder who likes 
First Friday – Mar 6, 2020

First Friday – Mar 6, 2020

First Friday is always a great time in Chestertown! Many shops and businesses will be open late downtown, with special promotions and events planned. You'll find that info here. First Friday in Chestertown is sponsored by the Downtown Chestertown Association. Don't see your business listed? 
First Friday – Feb 7, 2020

First Friday – Feb 7, 2020

First Friday is always a great time in Chestertown! Many shops and businesses will be open late downtown, with special promotions and events planned. You'll find that info here. First Friday in Chestertown is sponsored by the Downtown Chestertown Association. Don't see your business listed? 
First Friday – Jan 3, 2020

First Friday – Jan 3, 2020

First Friday is always a great time in Chestertown! Many of our shops and businesses will be open late downtown, with special promotions and events planned. You'll find that info here. Don't see your business listed? Send your information to office@mainstreetchestertown.org and we'll get you