The Chestertown Chat
Stories, events and news from downtown Chestertown, written by the people who live, work and shop here.
‘The Great Scrooge Off’ and Ghost Scavenger Hunts Top New Additions to Chestertown’s Annual Dickens of a Christmas Festival
Downtown transforms into 1840s London Dec. 4–5 for the historic town’s most immersive holiday weekend yet. Main Street Chestertown is proud to announce Urgo & Associates at 98 Cannon St. […] Read More
Discover the Charm of First Fridays in Downtown Chestertown
First Friday in Chestertown is a monthly event that celebrates the town’s vibrant arts and culture. Held the first Friday of each month, First Friday is an evening of music, art, food, and fun in downtown Chestertown. Local businesses and organizations partner with…
Transforming Chestertown: Streetscape Improvements to Enhance Charm and Vibrancy
Chestertown, Maryland, is preparing for an exciting transformation as streetscape improvements are set to enhance the town’s charm and vibrancy. With a focus on revitalizing key areas, these improvements aim to create a more inviting and appealing atmosphere for…
5 Things to Do in May in Chestertown
In May, Chestertown, Maryland offers a range of activities and experiences to enjoy. Here are five things you can do: Attend the Chestertown Tea Party Festival: Join in the town’s iconic annual event that commemorates the historic Tea Party incident. Enjoy…
Dickens of a Christmas Festival
At the Dickens of a Christmas Festival, visitors and locals alike enjoy a festive Christmas atmosphere with Dickensian performers, horse-drawn carriage rides, and musical performances. Local shops, restaurants, and businesses host special holiday events, offer…
How to get involved in Main Street Chestertown
There are a variety of ways to get involved with Main Street Chestertown. You can volunteer to help with clean-ups, community events, or join one of the many Main Street Chestertown committees. Additionally, you can attend special events, like art walks, festivals, or…
Top Five Reasons to Shop Small
1. Supporting Local Businesses: Shopping small helps to support local businesses and the economy of a community. By shopping small, you are helping to keep money local and stimulate the economy of the area. 2. Personalized Shopping Experience: Small businesses are…
Why Should You Become a Corporate Sponsor?
As a corporate sponsor, you have the opportunity to create a lasting connection with your target audience. You can use your sponsorship to reach new customers and build brand awareness. Corporate sponsors also have the ability to leverage their resources to support a…
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