Author: Main Street Office

Chestertown Real Estate Market Sizzles; Who’s Our New Neighbor?

Chestertown Real Estate Market Sizzles; Who’s Our New Neighbor?

By Ellen Uzelac   Want to know two of the hottest words in Chestertown right now? FOR SALE.   The real estate market in Chestertown and throughout Kent County is on fire. Sure, mortgage interest rates, hovering at three percent, are at a historic low 
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 
MSHC DCA Check Presentation to Health Foundation

MSHC DCA Check Presentation to Health Foundation

Donors to Front Line Thank-You Signs 

Raise $3,000 for Hospital Foundation 

CHESTERTOWN, MD, May 11, 2020—Thanks to supporters who purchased yard signs thanking front line workers in the COVID-19 crisis, the Downtown Chestertown Association (DCA) and Main Street Historic Chestertown raised $3,000 for the Chester River Health Foundation.  The donation, presented July 16, will be placed in the Foundation’s Covid-19 Emergency Response Fund, which supports the local hospital’s employees with equipment and supplies and helps ensure positive employee morale, mental health and overall well-being.

The yard signs carry the message “THANK YOU FRONT LINE: Hospital Staff, First Responders, Essential Workers. You’re Awesome!” They were designed pro bono by Locust Grove Studios in Kennedyville. The DCA covered the costs of the signs, with production service provided by Riverside Unique in downtown Chestertown. Main Street Chestertown provided the online sales portal and delivery of the signs.

The signs continue to be available as a fundraiser for the Chester River Health Foundation, with a suggested donation of $20 or more per sign. A limited number are available at The Finishing Touch, 311 High Street. They can be ordered directly through the Foundation by calling 410-810-5660 or sending an email to

From left, Chester River Health Foundation executive director Maryann Ruehrmund accepts the $3,000 donation check from Main Street Historic Chestertown President Paul Heckles and DCA Treasurer Bob Ramsey. 

Businesses of Chestertown: Cat Colloquium

Businesses of Chestertown: Cat Colloquium

By Ellen Uzelac Heard about Cat Colloquium, High Street’s new happy place? If you haven’t, you will. First, what it’s not. Cat Colloquium is not a cat café or a cat shelter. It’s a playful, whimsical space designed to support the community’s well-being – in 
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 5.

In an email to key volunteers, the nonprofit’s executive director, Kay MacIntosh, stated, “We do not see large gatherings in our future until some combination of a vaccine, testing, and reliable treatment options is widely available. … Main Street Chestertown will instead focus on brightening downtown for the winter season and supporting downtown shops and restaurants as they adjust to the new ways of doing business in this period of masks, sanitizing and social distancing. The Dickens planning committee will regroup for a best-ever event in 2021.”

Main Street Historic Chestertown is a 501(c)(3) organization dedicated to fostering an inviting, diverse and prosperous downtown commercial district.

Frontline Fund Thank You

Frontline Fund Thank You

    At the beginning of the Covid-19 crisis, Main Street Chestertown put out the call for donations to help provide meals for our local frontline responders. Thanks to your generosity, we raised $4,005 from over 40 participants. During the course of the crisis, we 
Health Insurance Enrollment

Health Insurance Enrollment

MESSAGE FROM Maryland Health Connection and Seedco on Novel COVID-19 and Access to Coverage: Visit or download the free “Enroll MHC” mobile app.  When enrolling, consumers should request or select “Coronavirus Emergency Special Enrollment Period.” Free consumer assistance is available by calling 855-642-8572 weekdays from 8 a.m. to 
Safe Shopping Resources

Safe Shopping Resources

Maryland has entered Phase 2 of the Roadmap to Recovery.

The information below was provided by the State of Maryland. Please use your best judgment when evaluating when and if it is safe for you to shop or dine out in public. Wear a mask, remain 6 feet away from other shoppers and diners, and look for guidance from shops and eating establishments about their procedures.

Retailers/Service Providers that are open for business:

  • The Artists’ Gallery
  • Bee Crafty Collectibles
  • Bob Ortiz Studio
  • Bookplate (online or pick up at Chester River Wine & Cheese)
  • Houston’s Dockside Emporium
  • Mimi’s Closet
  • Music Life
  • Riverside Unique
  • The Listening Room (by appointment)
  • The Finishing Touch
  • Tiny Tots Boutique
  • Tish Fine Arts Plus
  • Walnut & Wool
  • Sarah Paige Salon
  • Flow Salon Spa
  • Bloomin’ Wild
  • Les Poissons Gallery
  • Ellie Belle Events
  • Twigs & Teacups
  • Welcome Home


  • Chestertown Natural Foods
  • Chester River Wine & Cheese

Dining & Take Out (Click here for more info)

  • Play it Again Sam’s
  • The Retriever
  • The Kitchen
  • 98 Cannon
  • Evergrain Bread Company
  • Bad Alfred’s
  • Casa Carmen

Online, Curbside Pick-Up or Alternative Arrangements only

  • Spa Angels (product orders only, no services available)