How much are vacation packages to Chesapeake Bay?

$398 is all you'll need for an unforgettable vacation in Chesapeake Bay. Bundle your flights and hotel into a Travelocity package and watch all the savings grow. With prices as good as these, you'll want to start packing your suitcase now!

Where can I get the best vacation package deals for Chesapeake Bay?

There are excellent Chesapeake Bay package deals waiting for you with Travelocity. Did you know we partner with 400 airlines and 665,000 properties across the globe? Remember this the next time you're ready to tick another destination off your list.

Why should I book my Chesapeake Bay vacation bundle with Travelocity?

We offer 24/7 customer support, superb service and a Price Match Guarantee . Life is all about the journey — and we have exciting destinations for you to journey to in all four corners of the globe. Travel with us and your bank balance will thank you for it.

Can I save money on my Chesapeake Bay car rental if I bundle it with my hotel or flight?

You sure can. And our Chesapeake Bay vacation packages are the ideal way to do it. With only a few clicks you can save cash as well as time by bundling your bookings. Pick up the keys to your rental car and do your vacation your way. Looking for things to do? Add some tours or experiences to your package and save on those too.

What is the best time of year to go to Chesapeake Bay?

Consider visiting in if you don't want to miss a thing. Even though they are the busiest months, the liveliness that comes with peak season is difficult to resist. If you're chasing a more laid-back pace, will appeal to you more. Don't want to pay a fortune for a place to stay? Avoid booking in , when prices skyrocket. Search for something affordable and cozy in instead.

Which airport is best for Chesapeake Bay?

The main airport in Chesapeake Bay is Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional).

What is there to do in Chesapeake Bay?

A diverse and lively destination, Chesapeake Bay is home to some excellent sights and attractions. White House and Washington Monument are two of the favorites.

Chesapeake Bay Vacations: 2021 Vacation Packages & Deals

Chesapeake Bay flight + hotel packages

Williamsburg Sampler B & B

~~$599~~

$534

per person

Jul 19 - Jul 22

Roundtrip flight included

Charlotte (CLT) to Richmond (RIC)

This bed & breakfast features a restaurant, a coffee shop, and free WiFi in public areas. A garden and a library are also provided.

Griffin Hotel - A Colonial Williamsburg Hotel

~~$588~~

$524

per person

Jul 19 - Jul 22

Roundtrip flight included

Charlotte (CLT) to Richmond (RIC)

A golf course, a full-service spa, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. You'll also find 6 outdoor tennis courts and an indoor pool.

The Historic Powhatan Resort by Diamond Resorts

~~$479~~

$431

per person

Jul 19 - Jul 22

Roundtrip flight included

Charlotte (CLT) to Richmond (RIC)

This smoke-free resort features 2 outdoor tennis courts, an outdoor pool, and a restaurant. There's fun for all ages with a free kid's club and mini golf, and supervised childcare is an added bonus. Enjoy the indoor pool and perks like free self parking and free WiFi.

Woodlands Hotel & Suites - A Colonial Williamsburg Hotel

~~$520~~

$469

per person

Jul 19 - Jul 22

Roundtrip flight included

Charlotte (CLT) to Richmond (RIC)

Free water park access and an outdoor pool are featured at this smoke-free hotel. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the fitness center and free perks like self-serve breakfast and free self parking.

Hilton Richmond Downtown

Richmond City Center

~~$440~~

$398

per person

Jun 12 - Jun 14

Roundtrip flight included

Los Angeles (LAX) to Richmond (RIC)

This hotel features 3 restaurants, a bar/lounge, and a 24-hour fitness center. Traveling on business? Take advantage of the 8 conference rooms, 24-hour business center, and valet parking. WiFi in public areas is free.