Easton,Md is a cute historic downtown and a cant miss restaurant. Bartlett Pear Inn restaurant, the food is amazing. Only 90 mins from Baltimore.
St. Michaels also has a nice downtown, but skip Crab Claw. They could not even get the crab cakes right. Bland and tasteless. The food at the Inn at Perry Cabin was not much better,the spa was wonderful.
Eastern Shore
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We loved Easton, also! We stayed 3 nights at The Tidewater Inn there. We also loved Bartlett Pear Inn. Mason's next door was also wonderful. We made day trips to St. Michael's and did enjoy Crab Claw, the views of the bay are beautiful there. Next time you're in St. Michaels check The Key Lime Cafe. Very cute place with excellent food. ***kim***