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 a city, night scenes and street scenes

Downtown Washington D.C.

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

Chesapeake Bay Holiday

Our pick of the best 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
The price is NZ$215 per night from 21 Sept to 22 Sept
NZ$215
21 Sept - 22 Sept
includes taxes & fees
8.6/10 Excellent! (4,647 reviews)
"The staff is exceptionally accommodating. I was impressed with the lengths they went to in order to ensure that our stay was comfortable and that our needs were met. The room was clean and accessible."

Reviewed on 19 Sept 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 NZ$352 per night from 20 Sept to 21 Sept
NZ$352
20 Sept - 21 Sept
includes taxes & fees
8.6/10 Excellent! (2,763 reviews)
"The room and facility were very clean."

Reviewed on 18 Sept 2025

Hamilton Hotel Washington DC
Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor

4 out of 5
300 Light Street, Baltimore, MD
Fully refundableReserve now, pay when you stay
The price is NZ$337 per night from 2 Oct to 3 Oct
NZ$337
2 Oct - 3 Oct
includes taxes & fees
8.2/10 Very Good! (1,802 reviews)
"Excellent customer service. Close to shops and restaurants"

Reviewed on 15 Sept 2025

Hyatt Regency Baltimore Inner Harbor
See all 15,116 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.

Discover the most popular places to visit in Chesapeake Bay

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

National Mall

The National Mall is where America comes to play, protest and promenade, with some of its best-known icons lined up along this long green strip.

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
National Aquarium in Baltimore

National Aquarium in Baltimore

The largest attraction at Inner Harbor is home to a spectacular array of marine life from around the world.

National Aquarium in Baltimore

What to do in Chesapeake Bay

DC Monuments with River Cruise, Cherry Blossoms, Entry Tickets

DC Monuments with River Cruise, Cherry Blossoms, Entry Tickets

NZ$168
per adult
90% of travellers recommend
DC Monuments with River Cruise, Cherry Blossoms, Entry Tickets
Cruise boat with Capitol Building in the background in Washington DC

Spirit of Washington D.C. Signature Lunch Cruise

NZ$124
per adult
78% of travellers recommend
Spirit of Washington D.C. Signature Lunch Cruise
Evening view of the roof top deck on the Spirit of Baltimore cruise vessel

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

NZ$232
per adult
84% of travellers recommend
Spirit of Baltimore Signature Buffet Dinner Cruise with Live DJ & Bars
See all activities in Chesapeake Bay

Frequently asked questions

Can I cancel my flight booking to Chesapeake Bay due to COVID-19?
Many airlines now offer more flexibility due to COVID-19. Our convenient Customer Service Portal will help answer most questions about changes to your flight. It's also worth checking the terms and conditions of your chosen carrier — preferably before booking!
What's the best way to find cheap flights to Chesapeake Bay that have flexible change policies?
At Expedia, we've been channeling our inner yogi to bring you the most flexible airfares around. Simply check the "No change fee" box directly underneath the filter subheading "Flexible change policies" to find your perfect flight to Chesapeake Bay.
What are some of the general tips for travellers to Chesapeake Bay during the COVID-19 outbreak?
COVID-19 may have changed how we travel, but it hasn't stifled our passion for exploring. Here are some tips on how to cope with travel's new challenges:
  • Before locking in your flight, find out if any travel bans or restrictions apply — in both your origin and destination. Get up-to-date information by checking government and travel websites.
  • Requirements state you must wear a face mask throughout your travel experience, even at screening checkpoints. You should be prepared to lower your mask to verify your identity when asked by a TSA employee.
  • Rather than handing a TSA officer your boarding pass, place it straight on the reader yourself. After that, hold it up for inspection.
  • You can now take one container of hand sanitizer up to 12 oz (350 ml) in your hand luggage. This will need to be removed for screening.
  • Remove personal items from your pocket, such as your wallet, coins and keys, and put them in your carry-on rather than the bins. This will reduce handling during screening.
  • Transport your food items in a clear plastic bag and also put them in a screening bin. Keeping food separate from your carry-on means it's less likely a TSA officer will need to open and touch your bag for inspection.

Which airlines fly to Chesapeake Bay?
American Airlines is a leading airline servicing Chesapeake Bay. Search for airfares to Salisbury - Ocean City Wicomico Regional Airport (SBY) and you'll have 178 American Airlines flights every month to choose from.
How can I find cheap tickets to Chesapeake Bay?
A useful strategy for finding cheap tickets is to be flexible with your travel dates. Start by searching for your flight to Chesapeake Bay, then click on the "flexible dates" box to compare prices for nearby days. Want another good tip? Book well ahead of time. To give you an idea of fares, was the lowest price for a flight to Chesapeake Bay in the last seven days.
How much is a flight to Chesapeake Bay?
One-way trips departing from () sold for as little as in the last seven days. During this period, the cost of a return airfare to Chesapeake Bay varied between and . If you find a fantastic deal, grab it quickly — these fares don't hang around for long.
What are the most popular airports to fly into in Chesapeake Bay?
Zip up your suitcase and fly into Salisbury - Ocean City Wicomico Regional Airport (SBY), Chesapeake Bay's leading flight hub. Book a seat on one of the 178 flights that touch down at this awesome destination each month.
When is the cheapest time to fly to Chesapeake Bay?
Fly out on a Tuesday to improve your chances of picking up the cheapest deal to Chesapeake Bay. Mondays are usually the next most affordable day to take off. Saturday is normally the most expensive day to fly anywhere.
How much is a plane ticket to Chesapeake Bay?
In the last seven days, tickets to Chesapeake Bay ranged between and . Prices rise as your travel date nears, so snap up a top deal today.
Which airlines with flights to Chesapeake Bay employ COVID-19 cleanliness policies?
While travelling during an ongoing pandemic can be challenging, airlines have worked around the clock to protect the well-being of passengers and crew. These are a few carriers that have introduced changes:
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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