Chesapeake Bay Holidays from £727

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Your Chesapeake Bay Holiday

Escape to a world of adventure with a holiday package to Chesapeake Bay. Get your journey underway in Washington, where its history will be among the things that make this city stand out. Your trip to Chesapeake Bay wouldn't be complete without getting to some of its most renowned cities, starting with Washington. Two of the most popular attractions here include National Mall and White House. Baltimore should also be on the itineraries of all Chesapeake Bay travellers. Visitors to this city love National Aquarium in Baltimore and Oriole Park at Camden Yards. Start packing your bags, because your Chesapeake Bay holiday is only a few clicks away with Expedia.

Top Chesapeake Bay Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

2.5 out of 5
Short Pump
per person
5 Aug - 11 Aug
found 1 day ago
Return direct flight included
London (LON) to Richmond (RIC)
8.6/10 Excellent! (1,781 reviews)
Check-in and check-out was easy. The only complaint I had was that the alarm clock would not work.

Reviewed on 3 Jul 2025

The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
per person
5 Aug - 11 Aug
found 1 day ago
Return direct flight included
London (LON) to Richmond (RIC)
9/10 Wonderful! (1,247 reviews)
Really neat location for one night stay but I wouldn’t stay again. The staff were very polite but the hotel seems to be somewhat mismanaged. The whole 7th floor reeked of marijuana both days we were there and was a huge turnoff. Couches in the lobby were really soiled and the valet needs some help. The rooms are their best asset, no complaints there.

Reviewed on 3 Jul 2025

Barsala At Sphere Apartments

Barsala At Sphere Apartments

3.5 out of 5
per person
5 Aug - 11 Aug
found 1 day ago
Return direct flight included
London (LON) to Richmond (RIC)
9/10 Wonderful! (12 reviews)
Overall this property was a good place to stay so we could spread out and have extra room for our trip. Communication was fine and checkin instructions were very detailed. I cannot give it 5 stars however. The shower curtain and shower were dirty. There were stains on the bed linens and the comforter as well as a hole in the comforter. The property also charges $5/day for parking which was not disclosed in the original price. The exterior of the property had a dog area and people did not clean up after their dog — this was also the area we were required to park.

Reviewed on 29 Jun 2025

Linden Row Inn

Linden Row Inn

3 out of 5
Downtown Richmond
per person
5 Aug - 11 Aug
found 1 day ago
Return direct flight included
London (LON) to Richmond (RIC)
9.2/10 Wonderful! (1,060 reviews)
Everything related to the hotel was awesome. Very old and charming building, I could stay there for years. No laundry or parking on site though. Only thing that was irritating was panhandling in the area, not that it’s the hotel’s fault.

Reviewed on 25 Jun 2025

Hilton Richmond Downtown

Hilton Richmond Downtown

4 out of 5
Downtown Richmond
per person
5 Aug - 11 Aug
found 1 day ago
Return direct flight included
London (LON) to Richmond (RIC)
8.4/10 Very Good! (1,006 reviews)
Overall, I really like this property and its vicinity to so many things. The room was large and clean, and Gather and Hem was a great place to unwind at the end of the day. Good cocktails and very nice servers. The breakfast service on Sunday morning was quite slow, but I imagine that is a staffing issue that should be addressed. Otherwise, you could opt for the buffet and avoid any wait times.

Reviewed on 1 Jul 2025

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(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.

Chesapeake Bay Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Ronald Reagan Washington National Airport (DCA)

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 £93 per night from 6 Jul to 7 Jul
£93
6 Jul - 7 Jul
includes taxes & fees
8.6/10 Excellent! (4,394 reviews)
"Loved my stay . Sarah the bartender and the rest staff were amazing and very accommodating . Already planning my next staycation"

Reviewed on 2 Jul 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 £117 per night from 1 Aug to 2 Aug
£117
1 Aug - 2 Aug
includes taxes & fees
8.6/10 Excellent! (2,436 reviews)
"It was a good stay overall, however the hotel does feel a bit dated, and their technology doesn’t always work as expected"

Reviewed on 3 Jul 2025

Hamilton Hotel Washington DC
Sheraton Pentagon City Hotel
Sheraton Pentagon City Hotel
3.5 out of 5
900 S Orme St, Arlington, VA
Fully refundableReserve now, pay when you stay
The price is £83 per night from 1 Aug to 2 Aug
£83
1 Aug - 2 Aug
includes taxes & fees
8.2/10 Very Good! (2,309 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 1 Jul 2025

Sheraton Pentagon City Hotel
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Popular places to visit

White House

White House

4/5(142 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
National Mall which includes a city, an administrative building and heritage architecture

National Mall

4.5/5(65 reviews)

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

National Mall
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

What to do in Chesapeake Bay

Capitol Building in Washington DC

One day tour Washington & Philadelphia from New York

£79
per adult
88% of travellers recommend
One day tour Washington & Philadelphia from New York
DC Monuments with River Cruise, Cherry Blossoms, Entry Tickets

DC Monuments with River Cruise, Cherry Blossoms, Entry Tickets

£73
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

£78
per adult
76% of travellers recommend
Spirit of Washington D.C. Signature Lunch Cruise
See all activities in Chesapeake Bay

Frequently asked questions

Why should I book my Chesapeake Bay holiday with Expedia?
Expedia has you covered for all aspects of your next Chesapeake Bay trip. You'll always get the best deal possible, but when you bundle your airfares, accommodation and/or hire car into a holiday package, you'll save even more. Looking to really make the most of your adventure? Add some awesome activities and tours to your customised package. We offer flexible cancellation policies on most bookings, so there's no need to worry if your plans change. Head over to our Customer Service Portal link to learn more.
When is the best time of year to holiday in Chesapeake Bay?
Chesapeake Bay gets busy in March, May and July. If you don't like crowds and prefer a more relaxed pace, lock in your escape for January, October and December. With average daytime temperatures of 1ºC, January is the coolest period in Chesapeake Bay. The warmest time of year is July, when you can experience averages of 25ºC throughout the day. Whatever the temperature, you'll discover plenty to keep you occupied here.
What are the top hotels for my holiday in Chesapeake Bay?
For properties in Ocean City with friendly service and comfortable beds, check out Courtyard by Marriott Baltimore Downtown/McHenry Row and Clarion Hotel BWI Airport Arundel Mills. If you're visiting Washington as well, you can look forward to a wonderful night's sleep at Arlo Midtown or Holiday Inn Manhattan-Financial District, an IHG Hotel.
How do I get a cheap holiday to Chesapeake Bay?
Booking a hotel and flight together with Expedia won't just save valuable time --- it'll save you money too. A Chesapeake Bay holiday makes it simple to arrange the ideal trip. With more than 400 airlines across the world to choose from, finding flights that suit your busy schedule won't be a challenge. On top of that, we've got over 321,000 properties globally to choose from. Now that's what you call choice. Whatever your budget, Expedia puts more of the world within your reach. Learn more about how you can save money on your next holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Chesapeake Bay holiday?
Plan your holiday in Chesapeake Bay around well-known attractions like White House and Arlington National Cemetery. Many tourists also recommend National Aquarium in Baltimore and Washington Monument.
What are the best cities to stay in when on holiday in Chesapeake Bay?
To see terrific attractions such as U.S. Naval Academy and Six Flags America, Annapolis is the place to be. Lots of travellers also rave about College Park, home to University of Maryland, College Park and Maryland Stadium. If time is on your side, why not check out both cities?
Do I need a visa for my Chesapeake Bay holiday?
Visa requirements for Chesapeake Bay vary depending on your nationality and the reason for your visit. It's wise to check official government websites to determine if you need a visa for your trip. They'll give you the most up-to-date information, including details about application procedures or any supporting documentation you may need. Research your visa requirements well ahead of time to ensure a travel experience that's hassle free. Also check to see that your passport is valid for at least six months from your return date.
What should I wear on my Chesapeake Bay holiday?
Do some research into the types of clothing people in Chesapeake Bay wear, and consider browsing style blogs for some fashion tips. Aim to create a versatile travel wardrobe full of pieces that suit your destination and showcase your unique style. It's also a smart move to check the weather forecast so you can pack the right clothes. July is the warmest month in Chesapeake Bay, with average temperatures of 25ºC. January is when much of this destination is at its coolest, so get packing for daily temperatures of around 1ºC.
What does an Expedia Chesapeake Bay holiday include?
Select from a combination of hotels, hire cars and flights. Once you've made your booking, add some experiences and tours. Want to pick your airfare class? That's easy to do too. The choice is all yours when it comes to creating your dream Chesapeake Bay getaway. Expedia has a wide selection of properties in Chesapeake Bay, giving you the freedom to customise your escape. Private holiday homes and apartments are two of the most in-demand options for visitors here.
Does Expedia offer Book Now, Pay Later Chesapeake Bay holidays?
We do. Expedia has joined forces with online lender Klarna to help you easily pay for your holiday in instalments. Simply choose the payment plan that works for you during checkout and take away the stress of budgeting for your trip. Remember to bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's manageable instalment plans. If paying over multiple transactions sounds right for you, pick this option during the checkout process.
  • No-deposit holidays: Hitting the "book now" button is easier with this payment plan. With no upfront fee for your escape, you can Book Now, Pay Later and get on your way.

Can I choose my airline with a Chesapeake Bay Expedia holiday?
Yes --- and it's easy too. Expedia has access to more than 400 partner airlines around the world. Our holiday packages give you the freedom to pick from available flight, hotel or activity options that fit your needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.