Best things to do in Chester, MD

Explore thousands of activities, attractions and tours with free cancellation and no added fees.

Design your experience with airport transfers, excursions, day tours & more.

Access exclusive deals, only with the Travelocity app

Things to do

St Michaels: 2-Hour Chesapeake Bay Sail on Lady Patty

St Michaels: 2-Hour Chesapeake Bay Sail on Lady Patty

CA $227
per adult
St Michaels: 2-Hour Chesapeake Bay Sail on Lady Patty
St. Michaels: 2-Hour Relaxing Chesapeake Sail on Epiphany

St. Michaels: 2-Hour Relaxing Chesapeake Sail on Epiphany

CA $385
per adult
St. Michaels: 2-Hour Relaxing Chesapeake Sail on Epiphany
St. Michaels: 2-Hour Wine Tasting on Sailing Cruise Epiphany

St. Michaels: 2-Hour Wine Tasting on Sailing Cruise Epiphany

CA $425
per adult
St. Michaels: 2-Hour Wine Tasting on Sailing Cruise Epiphany
Epiphany

2 Hour Chesapeake Day Sail on Catamaran Epiphany

CA $349
per adult
2 Hour Chesapeake Day Sail on Catamaran Epiphany
2-Hour Relaxing Chesapeake Day Sail on Lady Patty

2-Hour Relaxing Chesapeake Day Sail on Lady Patty

CA $228
per adult
100% of travellers recommend
2-Hour Relaxing Chesapeake Day Sail on Lady Patty
See all activities in Chester

Stay near popular Chester attractions

Chesapeake Exploration Center

Learn about the events happening at Chesapeake Exploration Center during your trip to Kent Narrows. Stroll along the area's marina or simply enjoy its seafood restaurants.
See properties