Chesapeake Bay Holidays

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Our guide on 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. showing street scenes, night scenes and a city

Downtown Washington D.C.

1 out of top 10 points of interest in this area
4.5/5(95 area reviews)

Known for its fascinating museums and important monuments, there's plenty to explore in Downtown Washington D.C.. Check out top attractions like Capital One Arena and Smithsonian Institution, and jump on the metro at McPherson Sq. Station or Center Station to see more of the city.

Find hotel + flight trips in Downtown Washington D.C.

Our pick of the best Chesapeake Bay Hotel Deals

Hotel Pentagon
Hotel Pentagon
3 out of 5
2480 S Glebe Rd, Arlington, VA
Fully refundableReserve now, pay when you stay
The price is NZ$241 per night from 24 May to 25 May
NZ$241
per night
24 May - 25 May
6.4/10 (1,115 reviews)
"Was not a 5 star class hotel but I didn’t expect that. For the price it was convenient and clean. Had more in room methane I expected. Fridge, Keurig, in room safe."

Reviewed on 20 Apr. 2024

Hotel Pentagon
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 NZ$305 per night from 23 May to 24 May
NZ$305
per night
23 May - 24 May
8.6/10 Excellent! (3,149 reviews)
A remarkable stay
"It was an amazing stay and I enjoyed myself at your beautiful hotel."

Reviewed on 22 Apr. 2024

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
The price is NZ$380 per night from 23 May to 24 May
NZ$380
per night
23 May - 24 May
8.4/10 Very Good! (1,252 reviews)
"Clean room. Clean and beautiful pool fun for the family."

Reviewed on 19 Apr. 2024

Omni Shoreham Hotel
See all 14,185 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.

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.

Discover the most popular places to visit in Chesapeake Bay

Image for Busch Gardens Williamsburg

Busch Gardens Williamsburg

Have a fun-filled day at Busch Gardens Williamsburg and find out why this is a popular theme park in Williamsburg. Experience the entertainment choices or attend a sporting event in this family-friendly area.

Busch Gardens Williamsburg
Image for White House

White House

4/5(84 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.

White House
Image for Virginia Beach Boardwalk

Virginia Beach Boardwalk

4/5(1 review)

Soak up the atmosphere as you stroll along this oceanfront strip, the heart of Virginia Beach’s dining and entertainment scene.

Virginia Beach Boardwalk

What to do in Chesapeake Bay

Image for African American Heritage Tour of Washington DC/Free tickets NMAAC

African American Heritage Tour of Washington DC/Free tickets NMAAC

NZ$130
Per adult
94% of travellers recommend
African American Heritage Tour of Washington DC/Free tickets NMAAC
Image for Spirit of Baltimore Signature Buffet Dinner Cruise with Live DJ & Bars

Spirit of Baltimore Signature Buffet Dinner Cruise with Live DJ & Bars

NZ$205
Per adult
82% of travellers recommend
Spirit of Baltimore Signature Buffet Dinner Cruise with Live DJ & Bars
Image for Spirit of Washington D.C. Signature Lunch Cruise

Spirit of Washington D.C. Signature Lunch Cruise

NZ$140
Per adult
72% of travellers recommend
Spirit of Washington D.C. Signature Lunch Cruise
See all activities in Chesapeake Bay

More holiday ideas

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