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Why You Should Visit the Chestertown Farmers Market on Maryland’s Eastern Shore

Updated: Jun 28

The Chestertown Farmers Market is a beloved tradition for both locals and visitors exploring Maryland’s Eastern Shore. Held every Saturday morning in the heart of Chestertown’s historic Fountain Park, this market is the perfect way to spend a leisurely morning, stock up on fresh, local goods, and soak in the charm of this waterfront town.



A Market with Deep Roots

The Chestertown Farmers Market you see today officially began in 1981, when a group of local farmers sought a community space to sell their organic produce. But the tradition of vendors gathering in Fountain Park goes back much further. In the 1940s and 1950s, "hucksters" would arrive with seafood and produce, often selling straight from horse-drawn wagons.

Today, the market continues to thrive as a vibrant gathering place that highlights the rich agricultural traditions of the Eastern Shore.

Fresh fruit at the Chestertown Farmers Market
Fresh fruit at the Chestertown Farmers Market


What You’ll Find at the

Chestertown Farmers Market

Pastry at a farmers market on the Eastern Shore

Whether you are visiting Chestertown for a weekend getaway or just passing through, this market offers a wide array of goods to explore. Here is a taste of what you can expect:

  • Fresh Fruits and Vegetables

  • Locally Raised Meat and Poultry

  • Cheeses

  • Freshly Baked Breads, Cookies, and Other Treats

  • Mushrooms

  • Plants and Flowers

  • Pet Treats

  • Locally Made Wine and Spirits

  • Handmade Pottery and Crafts

  • And More

This is the kind of market where you can fill your basket with seasonal produce, chat with a winemaker, pick up a beautiful handmade gift, and enjoy the company of locals who make this town so special.


Carrying a basket to the farmers market in Chestertown MD
Don't forget to bring a basket for all of your goodies

3 Tips for Visiting the Chestertown Farmers Market

1. Arrive Early For the best selection, plan to visit before 10 a.m. The market starts early, and many of the most popular items sell out quickly.

2. Bring Your Own Bag or Basket Most vendors use minimal packaging, so bringing your own reusable bag or basket will make it easy to carry your purchases.

3. Talk to the Vendors Unlike a grocery store, the person behind the table often grew, raised, or crafted what you are buying. Do not hesitate to ask questions or get recommendations. You will often come away with great tips for how to cook or use what you are buying.



Make It Part of Your Chestertown Adventure

The Chestertown Farmers Market is more than just a place to shop. It is a social hub and an experience that connects visitors to the flavors, makers, and traditions of the Eastern Shore. After visiting the market, stroll the historic downtown, explore the waterfront, or grab lunch at one of Chestertown’s charming cafes.


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