Name: Sheraton Pentagon City Hotel
Price range: $113 total
Rating: 8.2

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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

per person

Aug 15 - Aug 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Richmond (RIC)

8.4/10 Very Good! (1,006 reviews)

I loved everything about it.

Reviewed on Jul 1, 2025

Vacation Village At Williamsburg

per person

Aug 15 - Aug 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Richmond (RIC)

8.8/10 Excellent! (1,459 reviews)

Old but clean . Great for a family vacation

Reviewed on Jun 30, 2025

The Commonwealth

Downtown Richmond

Save 100% on your flight

per person

Aug 15 - Aug 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Richmond (RIC)

9/10 Wonderful! (1,247 reviews)

The rooms! Hands down the best room I've ever stayed in given the price.

Reviewed on Jun 30, 2025

Williamsburg Inn, an official Colonial Williamsburg Hotel

Colonial Williamsburg

Save 100% on your flight

per person

Aug 13 - Aug 17

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Richmond (RIC)

9.8/10 Exceptional! (283 reviews)

This elegant, historic Inn is perfect. The rooms are large and clean, the staff are friendly and professional, the on-site dining is delicious, and it's within walking distance from historic Colonial Williamsburg and just minutes away from Busch Gardens. We highly recommend!

Reviewed on Jul 1, 2025

The Colonies at Williamsburg

Save 100% on your flight

per person

Aug 15 - Aug 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Richmond (RIC)

9/10 Wonderful! (1,008 reviews)

Friendly staff, check was easy, location provide easy access to the surrounding area.

Reviewed on Jul 1, 2025

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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

Downtown Washington D.C.

1 out of top 10 points of interest in this area

4.5/5(6,676 area reviews)

Central business district boasting Penn Quarter, Chinatown, and CityCenterDC, with a variety of bars, restaurants, and theaters. Explore historic sites like Lafayette Square and enjoy diverse dining options such as Fogo de Chão and Old Ebbitt Grill.

Theodore Roosevelt National Park which includes a city and a river or creek

Northwest

1 out of top 10 points of interest in this area

4/5(100 area reviews)

Discover the heart of Washington, D.C. in this bustling quadrant, home to the central business district, Federal Triangle, and northern National Mall museums. Explore college campuses, catch a game at Capital One Arena, or visit the National Cathedral and Rock Creek Park. Enjoy seamless connectivity with all six Metro lines and numerous bus options.

Discover the most popular places to visit in Chesapeake Bay

White House

4/5(5,961 reviews)

Explore the home and workplace of the president of the United States. See entertainment areas and state rooms and learn about the history of this famous building.

National Mall

4.5/5(4,017 reviews)

Inspiring architecture, magnificent museums and the icons of American history await on Washington’s famous two-mile (three-kilometer) strip.

Busch Gardens Williamsburg

4.5/5(1,024 reviews)

Enjoy the excitement at Busch Gardens Williamsburg and see why people love this amusement park in Williamsburg. Experience the entertainment choices or attend a sporting event in this family-friendly area.

What to do in Chesapeake Bay

Historic Annapolis Food Tour

$80

per adult

Step into the shadows and discover the haunting tales of our city's past.

Haunted Annapolis: Ghosts of the Harbor & Old Town Tour

$32

per adult

100% of travellers recommend

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

$30

per adult

See all activities in Chesapeake Bay

Chesapeake Bay Hotel Deals

Washington Plaza Hotel

10 Thomas Circle NW, Washington, DC

Fully refundableReserve now, pay when you stay

$109 nightly

$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

Hamilton Hotel Washington DC

1001 14th St NW, Washington, DC

Fully refundableReserve now, pay when you stay

$142 nightly

$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

Sheraton Pentagon City Hotel

900 S Orme St, Arlington, VA

Fully refundableReserve now, pay when you stay

$99 nightly

$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

See all 14,813 properties in Chesapeake Bay

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.