Name: The Henley Park Hotel
Price range: $120 total
Rating: 9

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.

Club Wyndham Kingsgate

$265

per person

Nov 3 - Nov 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Richmond (RIC)

8.8/10 Excellent! (1,006 reviews)

The staff were very helpful and nice

Reviewed on Aug 25, 2025

Linden Row Inn

Downtown Richmond

Save 100% on your flight

$298

per person

Nov 3 - Nov 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Richmond (RIC)

9.2/10 Wonderful! (1,147 reviews)

The property was very clean!

Reviewed on Aug 25, 2025

Griffin Hotel, an official Colonial Williamsburg Hotel

Colonial Williamsburg

Save 100% on your flight

$290

per person

Nov 3 - Nov 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Richmond (RIC)

8.8/10 Excellent! (735 reviews)

The property is very large and offers many amenities, including spa and pools and golf. There are many restaurants in the different hotels that are part of the compound. The staff were very helpful and nice

Reviewed on Aug 21, 2025

The Colonies at Williamsburg

Save 100% on your flight

$323

per person

Nov 3 - Nov 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Richmond (RIC)

9/10 Wonderful! (1,011 reviews)

Love the water park for the kids and nice and clean accomidations

Reviewed on Aug 25, 2025

Wedmore Place

$309

per person

Nov 3 - Nov 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Richmond (RIC)

9.6/10 Exceptional! (1,000 reviews)

Loved how peaceful the property was. Loved the cozyness of the hotel and the old charm. We brought our pups and the grounds were well maintained and perfect to walk the pups around. We were able to stroll over to the winery for a free tasting. Breakfast was decent and the staff was very friendly. It was just what we were looking for for our short weekend getaway!

Reviewed on Aug 25, 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

Busch Gardens Williamsburg

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.

National Mall

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

White House

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.

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

$26

per adult

100% of travellers recommend

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

$40

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

$99 nightly

$115 total

Aug 27 - Aug 28

Total with taxes and fees

8.6/10 Excellent! (4,576 reviews)

Great location

"Great location and good breakfast"

Reviewed on Aug 25, 2025

Hamilton Hotel Washington DC

1001 14th St NW, Washington, DC

Fully refundableReserve now, pay when you stay

$131 nightly

$147 total

Aug 31 - Sep 1

Total with taxes and fees

8.6/10 Excellent! (2,664 reviews)

"The hotel was very beautiful, but we were a little disappointed that the front entrance was blocked off for construction. When we got into our room it wasn't exactly as described (which wasn't a big deal) and there was a hair clip on the floor, and the bathroom was very visibly not clean. We ended ..."

Reviewed on Aug 25, 2025

The Henley Park Hotel

926 Massachusetts Ave NW, Washington, DC

$103 nightly

$120 total

Aug 27 - Aug 28

Total with taxes and fees

9/10 Wonderful! (1,161 reviews)

"An amazing hotel, great ambience and in a very convenient location for the convention center. Highly recommended!"

Reviewed on Aug 25, 2025

See all 15,072 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.