Chesapeake Bay Vacations from $450

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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.
Westgate Historic Williamsburg Resort
Vacation Village At Williamsburg
The Commonwealth
Williamsburg Inn, an official Colonial Williamsburg Hotel
The Colonies at Williamsburg
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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 6 to Jul 7
$126 total
Jul 6 - Jul 7
Total includes taxes and fees
8.6/10 Excellent! (4,404 reviews)
"Great place to stay"

Reviewed on Jul 1, 2025

Washington Plaza 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 1 to Aug 2
$160 total
Aug 1 - Aug 2
Total includes taxes and fees
8.6/10 Excellent! (2,439 reviews)
"The hotel was closer to the White House than I expected, only a short walk. The staff was very helpful and friendly."

Reviewed on Jun 30, 2025

Hamilton Hotel Washington DC
Sheraton Pentagon City Hotel
Sheraton Pentagon City Hotel
3.5 out of 5
900 S Orme St, Arlington, VA
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $113 total per night from Aug 1 to Aug 2
$113 total
Aug 1 - Aug 2
Total includes taxes and fees
8.2/10 Very Good! (2,314 reviews)
"Courteous and always-smiling reception desk staff. Well-designed lobby. Good-sized room and toilet. Hotel entrance from street is hard to identify (no sign & not well-lighted). There's one light switch (for the overhead wall light) that is very hard to identify (a small black button)."

Reviewed on Jul 1, 2025

Sheraton Pentagon City Hotel
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.