Maryland Eastern Shore Blog | Events and Activities in Chestertown

couple on a walking trail

Sun setting over a lake with ducks floating on the water

Two navy and white paisley chairs in a cozy carpeted room with window and TV

Couple enjoying a romantic picnic outdoors

Catch a glimpse of a Blue Heron while bird watching near Chesapeake Bay

A Wellness Getaway in Maryland That Actually Helps You Slow Down

Top 10 Tips to Plan a Microwedding | Brampton 1860 in Chestertown, MD

Saddle Up: Here Are the Best Places to Go Horseback Riding in MD!

We Know the Best Bike Trails on the Eastern Shore of Maryland!

5 Top Things to Do in Summer in Chestertown MD

Luxurious Dog Friendly Bed and Breakfast in Chestertown, MD

Maryland Family Reunions

What Are the Benefits of Traveling Midweek?

The Impact of Boutique Hotels for Local Communities

Romantic Getaways in Maryland