Satisfy Your Sweet Tooth at the Best Chestertown, Maryland, Bakeries!

Is there anything better than that first bite of dessert after dinner? If you’re anything like us, your sweet tooth has a mind of its own! Luckily, you’ll have plenty of options for sweet treats when you stay with us at Brampton Inn. Below, we’ve listed just a few of our favorite Chestertown, Maryland, bakeries. That way, you’ll know where to find a delicious almond croissant, chocolate cupcake, or loaf of freshly baked bread when you’re in town! For the inside scoop on more local favorites, be sure to access our free Eastern Shore Travel Guide.

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3 of the Best Chestertown, Maryland, Bakeries

Evergrain Bread Company

Whether you’re looking for a light lunch in downtown Chestertown or craving a warm, crumbly cookie, Evergrain Bread Company is the perfect place to stop! This local spot’s menu consists of craft coffee drinks, whole loaves of bread, deli sandwiches, pastries, and cookies. Find it at 201-203 High Street in Chestertown. Evergrain is open between 7:00 a.m. and 5:00 p.m. Tuesday through Sunday.

Little Village Bakery

Another hidden Chestertown gem is Little Village Bakery. This boutique bakery is family-owned and operated, ensuring that everything you order is baked carefully and with love! Lina, the owner, is more than happy to create custom sweet treats like wedding cakes, cookies, brownies, donuts, and tarts, just to name a few. Little Village Bakery is a great choice to supplement your Chestertown wedding or elopement at Brampton Inn!

Figg’s Ordinary

Last, but certainly not least, Figg’s Ordinary offers some of Chestertown’s best sweets. This Chestertown hidden gem is a take on Colonial-era “ordinary”—a gathering place for all walks of townspeople. Here, you’ll discover an entirely new side of dessert: The side that excludes the not-so-great stuff like refined sugar and gluten! At Figg’s, you’ll find an entirely vegetarian menu including not just pastries, but also salads, sandwiches, smoothie bowls, and much more. Those who like eating organic, locally-grown, and in-season foods will love Figg’s Ordinary!

Unique Desserts and Pastries Await at Brampton Inn!Tea Time on Brampton's porch, near the best Chestertown, Maryland, Bakeries

All of these Chestertown, Maryland, bakeries are fantastic additions to your Eastern Shore itinerary. If you’re ready for a taste of the Eastern Shore, begin by planning a stay at Brampton Inn here in Chestertown! We’re located just minutes from downtown, where you’ll find countless bakeries, restaurants, and the ever-exciting Chestertown Farmers Market. Did you know you can also find plenty of creative, complimentary confections right here at Brampton Inn? Each day, we whip up fresh batches of almond biscotti, strawberry rhubarb crisp, Linzer cookies with homemade jam, and so much more. The best part? They’re complimentary (and bottomless)! Be sure to also join us for a delicious, gourmet breakfast and social hour held each day of your stay. You’ll love making the most of these premium amenities, then returning to your comfortable, spacious room or cottage at the end of the day.

Come taste the flavors of Maryland’s Eastern Shore now! Book a stay at Brampton Inn to get started. We can’t wait to welcome you to our historic bed and breakfast!