Chesapeake Bay Holidays

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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. which includes a city, street scenes and night scenes

Downtown Washington D.C.

1 out of top 10 points of interest in this area
4.5/5(156 area reviews)

Art galleries, museums and theaters as well as vibrant entertainment, nightlife and shopping districts await in this city center neighborhood.

Find hotels in Downtown Washington D.C.

Top hotels in Chesapeake Bay

Washington Plaza Hotel

Washington Plaza Hotel

4 out of 5
10 Thomas Circle NW, Washington, DC
Fully refundableReserve now, pay when you stay
The price is €98 per night from 22 Aug to 23 Aug
€98
22 Aug - 23 Aug
includes taxes & fees
8.6/10 Excellent! (4,560 reviews)
Great stay
"Everyone we encountered were very accommodating. The room was clean and comfortable. We enjoyed the pool and bar. Nice restaurant with good food too. All at a very reasonable price."

Reviewed on 19 Aug 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
The price is €126 per night from 31 Aug to 1 Sept
€126
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (2,632 reviews)
"From arrival to departure, the Valet, Porter, House Cleaning and Front Desk personnel were corteous, helpful, and attentive. The room was clean, and all amenities nice."

Reviewed on 16 Aug 2025

Hamilton Hotel Washington DC
The Henley Park Hotel

The Henley Park Hotel

4 out of 5
926 Massachusetts Ave NW, Washington, DC
Fully refundableReserve now, pay when you stay
The price is €102 per night from 30 Aug to 31 Aug
€102
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (1,149 reviews)
40% of the price of the hotel across the street.
"Great stay! Excellent value!"

Reviewed on 17 Aug 2025

The Henley Park Hotel
See all 15,011 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.

Popular places to visit

National Mall featuring heritage architecture, an administrative building and a city

National Mall

Visit some of America’s finest historic national monuments and a host of world-class museums along this strip of beautifully landscaped recreational area.

National Mall
White House

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.

White House
Naval Station Norfolk

Naval Station Norfolk

Tour the world’s largest naval complex and see some of the U.S. Navy’s most powerful ships.

Naval Station Norfolk

What to do in Chesapeake Bay

Food Tour Plate

Historic Annapolis Food Tour

€69
per adult
Historic Annapolis Food Tour
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour

Annapolis: Historical Treasures of the City with Self-Guided Audio Tour

€8
per traveller
80% of travellers recommend
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
Annapolis: Pirates, Patriots, and Poltergeists of Old Town

Annapolis: Pirates, Patriots, and Poltergeists of Old Town

€23
per adult
Annapolis: Pirates, Patriots, and Poltergeists of Old Town
See all activities in Chesapeake Bay

Frequently asked questions

How much does a Chesapeake Bay holiday package cost?
Tailor make your Chesapeake Bay package from an affordable . Choose from any combination of hotels, flights and rental cars to build the trip of your dreams. Don't forget to add on some tours and experiences!
How do I get a cheap travel package to Chesapeake Bay?
Crafting your own Chesapeake Bay holiday package with Expedia is a smart way to save. We have access to more than 550 airlines and 1,000,000 properties around the world. With such an awesome range to pick from, you'll have no hassles putting together your dream escape.
Where should I stay in Chesapeake Bay?
To explore well-known attractions such as White House and Washington Monument, Washington is the place to be. Lots of travellers also adore Baltimore, home to National Aquarium in Baltimore and Oriole Park at Camden Yards. If time is on your side, why not visit both cities?
What are the top hotels in Chesapeake Bay?
For hotels in Ocean City with comfy beds and friendly service, you can't go past Wingate by Wyndham Baltimore BWI Airport and Renaissance Baltimore Harborplace Hotel. If you're visiting Washington as well, you'll get a solid night's sleep at Luxor Hotel and Casino or Circus Circus Hotel, Casino & Theme Park.
How far in advance should I book my Chesapeake Bay holiday?
Smart travellers often book early. You can normally start comparing international fares on Expedia up to 12 months before your intended flight. If you're purchasing tickets last minute, there's no need to worry. Budget prices occasionally appear just weeks prior to departure.
What does an Expedia Chesapeake Bay travel package include?
Rental cars, flights and hotels, or any combination of the three — it's totally up to you. Whether you're headed to Chesapeake Bay with the family or adventuring solo, there's a bundle to suit every style and budget. Once you've made your booking, why not add on some tours as well?
What should I know before booking a Chesapeake Bay travel package?
You can save big by bundling your hotels, flights and rental cars. Once you've made your booking, you can add on things like activities or tours. Your next unforgettable adventure is only a few clicks away.
If I'm not able to travel, can I cancel my Chesapeake Bay holiday package?
You can. We get that even the best-laid plans can go awry, so we're happy to help if you need to make changes to your Chesapeake Bay holiday package. It may be possible to change or cancel your itinerary at no cost if you've booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.