The Chestertown Spy

The Chestertown Spy www.chestertownspy.com - The Chestertown Spy is the e-newspaper for Chestertown and Kent County, MD Dave Wheelan
Publisher & Editor

We simply could not think of a better name than to pay homage to the first newspaper printed in Chestertown in 1793. Locally owned but international in scope, the original Spy promised that it would report on the daily “occurrences” in and around town, but also gave warning that its charge would be broader than the typical broadside of the day. The editor’s opening statement to the public made it

clear the Spy would be comprised of essays on the “political, commercial, agricultural, philosophical” topics of the day, and would also include Chestertown’s “poetry, anecdotes, (and)…abstracts of foreign and domestic occurrences.” The Chestertown Spy, second time around, is a 21st century attempt to provide the same service and range of topics to our community. As we begin this new enterprise, it’s more than a tad ironic that Chestertown remains, in many ways, the kind of community one would have found here two hundred-plus years ago. The town had about 3,000 people then, and it has just about 2,000 more now. The county’s population was almost the same size (13,000) as it is now, around 20,000, and we remain an agriculturally driven economy. There was an exceptionally strong, somewhat quirky liberal arts college then, and there continues to be the same one here today. Internationally known scholars, artists, poets, writers, performers, and designers travelled in and out of Chestertown then, as they do now, with regular frequency. The Chestertown Spy intends to capture the knowledge and wisdom of our well-travelled visitors, as did the 18th century Spy, and will celebrate the community’s special interest in things foreign and different. And while we enjoy these delightful links with the past, Chestertown and its entire Chester River community face challenging and complex choices never possibly contemplated in 1793, or in 1993 for that matter, as the tentacles of urban sprawl from as far away as Philadelphia and Washington begin to be felt on Route 213. We believe the Chestertown Spy can play a useful role in sharing knowledge and resources to our fellow citizens, in the belief that we can only make the best decisions based on the best information. It must be said that we collectively mourn the possible loss of the traditional physical newspaper, but there is a real need for new alternatives to supplement or even replace its role in community life. While Internet “blogs” have shown some promise in filling this need, they remain all too often the voice of one person rather than the product of journalism. In addition, these community sites rarely take advantage of the full power of the Internet (streaming video, graphics and hyperlinks), which would allow unparallel access to valuable information. The Chestertown Spy therefore intends to fill this gap for our small part of the Eastern Shore of Maryland. While we do not see ourselves as a newspaper of record, the Spy intends to provide robust coverage of government, culture and community in a creative and responsible way to answer the region’s need for information. In many ways, our intention is to provide the same kind of coverage as one would find in larger, more urban markets. While this might have seemed almost delusional only a few years ago, we can now realistically state this as our goal, given the remarkable advances in technology and the relatively modest cost of using these tools. It is not entirely clear why the original publisher settled on the name “Spy” for his newspaper. We speculate, however, that it was the simpler definition of the word: the discovery of something by observation. We expect The Chestertown Spy to again provide the community with discoveries, from our own observations, which grow out of newspapers’ oldest traditions.

10/30/2025
10/30/2025

In recognition of transformative gift, will be renamed University of Maryland Golisano Children’s Hospital BALTIMORE, Md. (October 28, 2025) A landmark $50 million gift from entrepreneur, philanthropist, and civic leader Tom Golisano marks a defining moment for the University of Maryland Medical S...

10/30/2025

Vicco von Voss, a Centreville-based woodworker and furniture maker known for transforming ecologically sourced trees into handcrafted wooden heirlooms, is seeking public input for his latest project, “Woodhenge.” This interactive public art installation, planned for Adkins Arboretum in Caroline ...

10/30/2025

When Sheila Austrian ran in the special election for Ward 1 Council in 2023, she was new to politics but not to public service. A lifelong “Army brat” who grew up moving from base to base, Austrian’s path took her from Cairo to a Peace Corps posting in rural Turkey and then into a long […]

10/30/2025

 Every Thursday, the Spy hosts a conversation with Al From and Craig Fuller on the most topical political news of the moment. This week, From and Fuller discuss the dangerous game of chicken that President Trump and Republicans in Congress are playing during the federal government shutdown as pre...

10/30/2025
10/30/2025

 The Spy sat down with director Lz Clemons and cast member Lily Sanford behind Dracula—a bold reimagining of Bram Stoker’s classic that brings a new kind of bite to the Avalon stage this Halloween weekend. The production, revived by Groove Theatre after a yearlong hiatus, flips the familiar t...

10/29/2025

Modern Stone Age, the health-conscious restaurant, bakery, and educational food lab in historic Chestertown, Maryland, has recently taken its message and mission of making nourishing food accessible to all with the national launch of The Ancestral Table, a new online community dedicated to teaching....

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201 High Street #2
Chestertown, MD
21620

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