Business Profiles

Chestertown is a place that is powered by the people who live here and the people who work here, and often they’re the same. Read on to learn about the many different visions our locals bring to making this a wonderful small town in America.

Coco’s Pet Center Returns to Chestertown

By Ellen Uzelac When Heide Hood first visited Chestertown, she felt a calm come over her. “The whole place spoke to me. It was quiet, peaceful, relaxing. I loved the town and the community and wanted to be a part of it,” she says. “Coco’s 

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 

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 

Hegland Glass

Hegland Glass This spring, Hegland Glass celebrates 10 years in business and 8 years as fixtures in downtown Chestertown. Leaving behind corporate careers, Dave and Patti Hegland turned their attention to creating contemporary kiln-formed art glass. In the decade since then, they've made a name 

New Businesses

Main Street Chestertown welcomes two new businesses to downtown Chestertown. Tish Fine Art Plus and Diane Rappisi Fine Art have both recently opened art spaces. Please show them a warm welcome! Chestertown is a great place to own and operate a business. If you are 

Music Life

Music Life and owner Bill Drazga have been fixtures in downtown Chestertown for more than seven years. When you step inside, you can see all kinds of musical instruments, from acoustic and electric guitars, to pianos, to band instruments. Not only can you find an 

Chestertown RiverArts

Maria Wood - Chestertown RiverArts A conversation with Chestertown RiverArts new Executive Director, Maria Wood Chestertown RiverArts is one of the vibrant nonprofits that helps keep our community lively and fun. Known for First Friday receptions and gallery exhibits, the Recycled Runway, and the Clay 

Tiny Tots

Tiny Tots Boutique When Sharon Puckett and Dale Hornstein moved to Chestertown a few years ago, she noticed that there wasn't a children's clothing store. A grandmother herself, she decided to open a shop to carry the kinds of clothing and gifts she would want 

Erin Heckles – Twigs & Teacups

Twigs and Teacups has been a fixture of Downtown Chestertown since 1991 with its current owner Erin Heckles at the helm since 2014. Being part of the close-knit community downtown and having a good relationship with other shop owners is part of what Erin loves 

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 

Bee Crafty Collectibles

  Bee Crafty Collectibles is celebrating its third anniversary as a member of the Chestertown Main Street community on Friday, November 29! Owner Helen Cowley, invites you to celebrate her anniversary with a special sale, giveaways, and a chance auction. This little shop is filled with 

Listening Room

Housed in a charming wood frame house, "The Listening Room" audio store has something for both the casual listener and the serious audiophile. Whether you're looking for the latest "High and Wides" album or a top-of-the-line sound system, owner Michael Hoatson is ready to fill 

The Artist’s Gallery

            The Artists' Gallery is a partnership of Evie Baskin, Bonnie Howell, Mary Ellen Mabe, Nancy R. Thomas, and Barbara Zuehlke. All of the artsist/owners are talented artists themselves and come from throughout the region. The gallery first opened 15 years ago and 

Ingrid Hansen – Figg’s Ordinary

Photo by Lorentz Hansen     Figg's Ordinary began in 2015 as a small stand in the Chestertown Farmers' Market. Figg’s founder Ingrid Hansen began experimenting with gluten-free baking after her youngest daughter developed a sensitivity to gluten and struggled to find gluten-free products that were 


Robert Ortiz has been making fine furniture for over 30 years, 20 of those years right here in downtown Chestertown. Bob has created his own unique style, combining elements of the Japanese and Shaker woodworking traditions. He uses exquisite woods, that he hand-selects with his 

Jennifer Baker & John Laucik – Chester River Wine and Cheese Co. and Welcome Home

Jennifer Baker and John Laucik opened Chester River Wine and Cheese Company on Cross Street in 2015. Former corporate management consultants turned “everyman foodies,” they had left the rat race in Philadelphia behind for a life in Chestertown selling fine cheeses, charcuterie, and other gourmet 

Bob Ramsey – The Finishing Touch

Starting in 1978, when he was fresh out of college, Bob Ramsey has offered custom framing, fine art, artist’s materials, and select gifts on High Street in his hometown of Chestertown. He has framed everything from patchwork quilts to oil paintings, and today’s clients can 

Joyce Hale – Gabriel’s

In 2010, Joyce Hale built on the success of her clothing and gift shop in Galena, Maryland, and opened up a second location in downtown Chestertown. Offering an eclectic mix of items from scarves and jewelry to home décor, children’s toys, and party goods, Hale 

Andy Goddard – RiverArts

The mission of RiverArts is “to be the place where the Arts meet the community,” and this vibrant community arts center delivers on its promise with dynamic and evolving programming. It fills its four locations in the Historic District— a gallery, a clay studio, an 

Tom Martin – The Bookplate

Tom Martin’s shop on Cross Street, full of new-to-you hardcover and paperback books across a wide range of categories, is an excellent place to browse for a new beach read or a collectible first-edition printing of Beautiful Swimmers. The Bookplate’s inventory also covers world history, 

Robbi Behr and Matthew Swanson – Idiots Books

In 2006, Robbi Behr, an illustrator, and her husband, writer Matthew Swanson, moved to Behr’s hometown of Chestertown to begin a small press. Named Idiot’s Books, Behr and Swanson created illustrated picture books for adults out of a barn in the Historic District. Their success 

Carla Massoni – Massoni Gallery

For more than 25 years, Massoni Gallery has been a cornerstone of Downtown Chestertown’s art scene. Gallerist Carla Massoni curates a sophisticated blend of work by locally based, nationally renowned artists such as Marc Castelli, Greg Mort, Marcy Dunn Ramsey, and Vicco von Voss. Her 

Doug Rae – Evergrain

Founded in 2011, Evergrain is a bakery and coffee shop established and operated by head baker and owner, Douglas Rae. A trained graduate of Johnson and Wales University, Rae returned to his hometown of Chestertown to put down roots in a business that would both 

Jaye Jacobs/Flow Salonspa

Since 2009, Kent County native Jaye Owings has been fulfilling her passion for beauty and conservation at Flow Salonspa, where Jaye and her talented team of stylists, spa therapists and nail therapists offer a holistic approach to wellness. An Aveda salon, Owings demonstrates her commitment