Chesapeake Bay Vacation Packages for 2025

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Chesapeake Bay Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Wingate by Wyndham Richmond Short Pump
Barsala At Sphere Apartments
Holiday Inn Express Hotel & Suites Richmond North Ashland by IHG
La Quinta Inn & Suites by Wyndham Richmond-Midlothian
Tourist Homes of Richmond Church Hill North
The Berkeley Hotel
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Chesapeake Bay Vacation Packages

Trying to figure out a way to package your Chesapeake Bay flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® can help you get everything you need, while saving you both money and some time. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Chesapeake Bay perfect. Our Travel Center is a one-stop shop where you can put together the best vacation package for you. We have a huge selection of flights and hotels, and Chesapeake Bay things to do to pull from.

Chesapeake Bay Hotel Deals

You can choose from around 14350 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Chesapeake Bay hot spots, we have plenty of options available.

We have fantastic rates on everything from family-friendly resorts that meet all the vacation must-haves to affordable hotels which are great for those on wanting to save a little money. You can search our vast catalog of options and pick the lodging that is ideal for you. With AARP Travel Center's Chesapeake Bay hotel packages, you not only get a great rate on your flight, but also a great place to stay.

Things to do in Chesapeake Bay

You'll discover that Chesapeake Bay typically has something to see and do. A little curiosity and asking the right people, like your hotel's concierge, goes a long way into having a unique experience.

The AARP Travel Center "Things to Do" page has more great activities that you can book.

Package Your Chesapeake Bay Vacation and Save

With so much to see and do in Chesapeake Bay, you'll be wanting to focus on your outings, not spending time to finding the cheapest hotel. The AARP Travel Center Powered by Expedia® allows you to quickly reserve everything you want, and save some cash doing it. You can plan your entire holiday, including things to do in Chesapeake Bay from just one site. The hardest packing you'll have to do is for your suitcase. Bundle today and save!

Top Hotel Deals

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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines