Chesapeake Bay Vacations from $497

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Your Chesapeake Bay Vacation

Set off on a thrilling adventure with a vacation package to Chesapeake Bay. This destination's history are just one of the things that make this place a visitor favorite. Kick off your trip to Chesapeake Bay with a couple of days in Washington visiting popular attractions like National Mall and White House. Baltimore is another top city that draws crowds from near and far. National Aquarium in Baltimore and Oriole Park at Camden Yards are two of the top places to see in this destination. When it's time to stop dreaming and start discovering, Expedia will help turn your Chesapeake Bay vacation into a reality.

The Latest Chesapeake Bay vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Richmond South/Southpark
Westgate Historic Williamsburg Resort
Barsala At Sphere Apartments
The Commonwealth
Williamsburg Lodge, Autograph Collection
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Where to stay in Chesapeake Bay

Find the best Chesapeake Bay areas and neighborhoods for the activities you enjoy most. Learn more about Chesapeake Bay

Discover the most popular places to visit in Chesapeake Bay

What to do in Chesapeake Bay

Chesapeake Bay Hotel Deals

Washington Plaza Hotel
Washington Plaza Hotel
4 out of 5
10 Thomas Circle NW, Washington, DC
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $126 total per night from Jul 20 to Jul 21
$126 total
Jul 20 - Jul 21
Total includes taxes and fees
8.6/10 Excellent! (4,464 reviews)
"Great pool (although stepped on a piece of glass). Pool service and food/drinks were great. The hotel itself is very dated and the rooms need a refresh."

Reviewed on Jul 13, 2025

Washington Plaza Hotel
Omni Shoreham Hotel
Omni Shoreham Hotel
4 out of 5
2500 Calvert St Nw, Washington, DC
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $170 total per night from Jul 19 to Jul 20
$170 total
Jul 19 - Jul 20
Total includes taxes and fees
8.6/10 Excellent! (1,984 reviews)
"Didn't like that place too much. My room felt very old and used up. Bathroom was the smallest terrible bathroom ive seen in the hotel, i think even 3 star hotels have better bathrooms. All room was musty and smelled like bleach, like they were cleaning up a crime scene before i arrived or something. ..."

Reviewed on Jul 13, 2025

Omni Shoreham Hotel
Hamilton Hotel Washington DC
Hamilton Hotel Washington DC
4 out of 5
1001 14th St NW, Washington, DC
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $160 total per night from Aug 14 to Aug 15
$160 total
Aug 14 - Aug 15
Total includes taxes and fees
8.6/10 Excellent! (2,474 reviews)
"The property offered a location with proximity to all major DC sites and convenient access to a nearby metro. Additionally, the water filling station in the lobby provided much needed hydration for our family during the summer weather. The staff were always courteous and helpful even while tending ..."

Reviewed on Jul 10, 2025

Hamilton Hotel Washington DC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Chesapeake Bay Vacation Packages

Chesapeake Bay Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Ronald Reagan Washington National Airport (DCA)

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.