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BUSINESSES

Downtown Chestertown has Something for Everyone

Angela’s Cottage

Angela’s Cottage

Bad Alfred’s Distillery

Bad Alfred’s Distillery

Bee Craft Antiques & Collectibles

Bee Craft Antiques & Collectibles

Bespoke Chocolate

Bespoke Chocolate

Big Mixx’s Beautiful Beginnings

Big Mixx’s Beautiful Beginnings

Bloomin’ Wild

Bloomin’ Wild

Brampton Bed & Breakfast

Brampton Bed & Breakfast

Chester River Friends

Chester River Friends

Chester River Packet Company

Chester River Packet Company

Chester River Wine & Cheese

Chester River Wine & Cheese

Chestertown Electric

Chestertown Electric

Chestertown Natural Foods

Chestertown Natural Foods

Christ United Methodist Church

Christ United Methodist Church

Coco’s Pet Center

Coco’s Pet Center

Cookerly & Barroll

Cookerly & Barroll

Cross Street Realtors

Cross Street Realtors

Duke Law

Duke Law

Emmanuel Episcopal Church

Emmanuel Episcopal Church

Empty Hangers Consignment Boutique

Empty Hangers Consignment Boutique

Evergrain Bread Company

Evergrain Bread Company

Facade Improvement Grant Program

Figg’s Ordinary

Figg’s Ordinary

First United Methodist Church

First United Methodist Church

Flow Salon Spa

Flow Salon Spa

Garfield Center for the Arts

Garfield Center for the Arts

Great Oak Manor

Great Oak Manor

Hegland Glass

Hegland Glass

Houston’s Dockside Emporium

Houston’s Dockside Emporium

Inn at Mitchell House

Inn at Mitchell House

Janes United Methodist Church

Janes United Methodist Church

MacLeod Law Group

MacLeod Law Group

Massoni Art Gallery

Massoni Art Gallery

Mimi’s Closet

Mimi’s Closet

Modern Stone Age Kitchen

Modern Stone Age Kitchen

Music Life

Music Life

Park Row Floats

Park Row Floats

Phat Daddy’s BBQ

Phat Daddy’s BBQ

Play it Again Sam

Play it Again Sam

Rasin, Wootton & Hurd

Rasin, Wootton & Hurd

RiverArts

RiverArts

Riverside Unique

Riverside Unique

Robert Ortiz Studios

Robert Ortiz Studios

Sacred Heart Catholic Church

Sacred Heart Catholic Church

Sarah Paige Studio Salon

Sarah Paige Studio Salon

Silver Linings

Silver Linings

Stam’s Luncheonette

Stam’s Luncheonette

Sugar Doodles Sweet Shop

The Kitchen at the Imperial

The Kitchen at the Imperial

The Listening Room

The Listening Room

The Retriever Bar

The Retriever Bar

The White Swan Tavern

The White Swan Tavern

Tiny Tots Boutique

Tiny Tots Boutique

Twigs & Teacups

Twigs & Teacups

Village House

Village House

Wadkovsky & Mowell

Wadkovsky & Mowell

Walnut & Wool

Walnut & Wool

Watershed Alley

Watershed Alley

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FREQUENTLY ASKED QUESTIONS

Curious about frequently asked questions like "Where to park?" and "What time does First Friday start?" Click here to find all the answers you need in our comprehensive FAQ section.

UNLOCK THE CHARM OF CHESTERTOWN

Discover the insider knowledge on where to find the best cream of crab soup in town, indulge in the tastiest ice cream, and plan your visit to the art galleries. Let us guide you to create a spectacular experience in Chestertown that combines culinary delights, sweet treats, and a journey through the town's vibrant art scene.

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