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Things To Do

Chestertown Farmers Market

200 Block High Street, Chestertown, MD 21620

Saturdays 8am-12pm

Lockbriar Farms

10051 Worton Road, Chestertown, MD 21620

Local family owned farm featuring ice cream, u-pick produce, a harvest festival in October and disc golf.

The Bookplate

112 South Cross Street, Chestertown, MD 21620

New and used books

Twigs & Teacups

111 South Cross Street, Chestertown, MD 21620

Cute gift shop with everything from kitchenware to toys.

Godfrey's Farm

302 Leager Road, Sudlersville, MD 21668

A local family owed farm featuring u-pick produce, slushies, and seasonal events

Queenstown Premium Outlets

441 Outlet Center Drive, Queenstown, MD 21658

Outlets for your shopping needs

Play It Again Sam

14 Washington Square, Chestertown, MD 21620

Sandwiches, Coffee, and Smoothies

Bad Alfred's Distilling

323 High Street, Chestertown, MD 21620

Brewpub, distillery and wood fired pizza

Doc's Riverside Grille

511 Chesterfield Avenue, Centreville, MD 21617

One of our favorite restaurants

Bonheur Ice Cream and Pie

5 Goldsborough Street, Easton, MD 21601

Cute spot for breakfast or dessert

Sugar Doodles Sweet Shop

315 High Street, Chestertown, MD 21620

Our favorite ice cream spot!

Commerce Street Creamery Cafe

110 North Commerce Street, Centreville, MD 21617

Breakfast, lunch and coffee. Closed on Sundays

Rise Up Coffee Roasters

625 Dover Road, Easton, MD 21601

Molly's favorite coffee place

Miss Shirley's Cafe

1 Park Place, Annapolis, MD 21401

100% Worth the Drive! Miss Shirleys is our all time favorite place to go. If you have time to do one extra thing this weekend it needs to be having brunch at Miss Shirleys.