Chesapeake Bay Travel Guide

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Chesapeake Bay Travel Tips

  • Learn to sail out of scenic Annapolis Harbor with the Annapolis Sailing School, or the Chesapeake Sailing School. Courses include kids' classes, two-day introductory programs, or weeklong live-aboard certification courses.
  • Bike the quiet Maryland back roads around Deale, passing marshland, soy fields, local tributaries, and local crab joints for a taste of the bay's famous seafood.
  • Go where the watermen gather for a pitcher of beer and a table covered with crabs at a local institution such as Cantler's Riverside Inn in Annapolis.
  • Wander the two-mile trail in Calvert Cliffs State Park to a small beach where an exceptional view of the multicolored Calvert Cliffs—formed more than 15 million years ago—dominates the shoreline.
  • Learn about the traditional Chesapeake oystering vessels known as skipjacks, and see the historic boats restored year-round in the Chesapeake Maritime Museum on Saint Michaels boatyard.

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Hotels

from: $99

Historic Hotels of Annapolis

58 State Circle
Annapolis, MD 21401 Map

Distance: 5.7 mi.
(from destination center)

Hotel Class: 3 class stars

Expert Rated & Recommended
3.0
from: $235

Inn At Perry Cabin

308 Watkins Lane
St Michaels, MD 21663 Map

Distance: 16.6 mi.
(from destination center)

Hotel Class: 4 class stars

Expert Rated & Recommended
5.0
from: $199

Baltimore Marriott Waterfront

700 Aliceanna Street
Baltimore, MD 21202 Map

Distance: 23.0 mi.
(from destination center)

Hotel Class: 3 class stars

Expert Rated & Recommended
4.0

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Attractions

National Aquarium in Baltimore

expert favorite attraction
On the harbor
501 E. Pratt St
Baltimore, Maryland 21202

Distance: 23.4 mi. (from destination center)

Description:

Walk into a room surrounded by patrolling sharks, stroll among coral reefs, and visit a... Read More

Expert Rated & Recommended
5_0

Inner Harbor

expert favorite attraction
bordered by Pratt and Light Streets
Baltimore, Maryland 21202

Distance: 24.0 mi. (from destination center)

Description: The Inner Harbor is a historic seaport and landmark in city of Baltimore, and is the number one... Read More
Expert Rated & Recommended
5_0

Blackwater Paddling Trails

expert favorite attraction
Blackwater National Wildlife Refuge
2145 Key Wallace Drive
Cambridge, Maryland 21613

Distance: 40.6 mi. (from destination center)

Description:

The Blackwater River winds its way through expanses of open water and marsh, with osprey and... Read More

Expert Rated & Recommended
5_0

Airports

Major Airports near Chesapeake Bay

Distance (mi.)
Baltimore/Washington International Airport 19.2 map
Washington Ronald Reagan National Airport 36.2 map
Washington Dulles International Airport 57.3 map

Other Smaller Airports near Chesapeake Bay

Distance (mi.)
Salisbury-Ocean City Wicomico Regional Airport 65.6 map
Harrisburg International Airport 83.3 map
Hagerstown Wash. County Regional Airport 86.3 map

Feature Articles

  • The Wild Shore Takes Flight
    Serious birdwatchers know that Virginia’s Eastern Shore is the place to be each fall, as millions of songbirds, raptors, shorebirds, and waterfowl fly south for the winter along the Mid-Atlantic flyway. Newbies can get acquainted with it all during the Eastern Shore of Virginia Birding & Wildlife Festival, held each September.

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