Chesapeake Bay Vacation Packages 2025 from $541

Chesapeake Bay flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Country Inn & Suites by Radisson, Richmond West at I-64, VA

Laurel

per person

May 8 - May 13

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Richmond (RIC)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Barsala At Sphere Apartments

per person

May 15 - May 18

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Richmond (RIC)

This aparthotel includes free WiFi in public areas and a virtual front desk.

Best Western Plus Glen Allen Inn

per person

May 8 - May 13

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Richmond (RIC)

This hotel features an outdoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A business center, express check-out, and luggage storage are also on offer.

Hilton Richmond Downtown

Downtown Richmond

per person

May 8 - May 13

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Richmond (RIC)

This traditional hotel includes 3 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Holiday Inn Express Richmond-Mechanicsville by IHG

per person

May 8 - May 13

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Richmond (RIC)

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Chesapeake Bay hotels deals

Washington Plaza Hotel

10 Thomas Circle NW, Washington, DC

Free Cancellation

Reserve now, pay when you stay

$150

includes taxes & fees

$129 per night

Apr 19 - Apr 20

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the 24-hour gym, poolside bar, and concierge services.

State Plaza Hotel

2116 E Street NW, Washington, DC

$173

includes taxes & fees

$149 per night

Apr 20 - Apr 21

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a terrace, and a garden are also offered.

Free WiFi

Restaurant

Omni Shoreham Hotel

2500 Calvert St Nw, Washington, DC

Free Cancellation

Reserve now, pay when you stay

$195

includes taxes & fees

$168 per night

Apr 19 - Apr 20

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Families will appreciate the children's pool and picnic area. Enjoy the outdoor pool and perks like free WiFi.

Crowne Plaza College Park - Washington DC by IHG

6400 Ivy Lane, Greenbelt, MD

Free Cancellation

$93

includes taxes & fees

$82 per night

Apr 20 - Apr 21

A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a snack bar/deli, and express check-in are also offered.

Pet friendly

Parking included

Hotel Lombardy

2019 Pennsylvania Ave Nw, Washington, DC

Free Cancellation

Reserve now, pay when you stay

$174

includes taxes & fees

$150 per night

Apr 18 - Apr 19

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-out, dry cleaning, and luggage storage are also on offer.

Free WiFi

Restaurant

Holiday Inn Washington Capitol - Natl Mall by IHG

550 C St SW, Washington, DC

$152

includes taxes & fees

$131 per night

Apr 20 - Apr 21

This traditional hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a seasonal outdoor pool on site, and a 24-hour front desk and a coffee shop are also provided.

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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.

Popular places to visit

White House

4/5(5,961 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.

Busch Gardens Williamsburg

4.5/5(1,024 reviews)

Enjoy the excitement at Busch Gardens Williamsburg and see why people love this amusement park in Williamsburg. Experience the entertainment choices or attend a sporting event in this family-friendly area.

Virginia Beach Boardwalk

4.5/5(3,185 reviews)

Virginia Beach Boardwalk is just one of the places to see in Virginia Beach, so why not enjoy the other things to explore during your travels? Wander the beautiful beaches and seaside in this family-friendly area.

Frequently asked questions

How much are vacation packages to Chesapeake Bay?

Travelocity offers flight and hotel vacation packages starting at an incredible $541. With such huge savings, you’ll be saying hello to Chesapeake Bay before you know it.

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

Travelocity has all you need to score an amazing Chesapeake Bay package deal. Select from as many as 400 air carriers and 1,000,000 hotels worldwide and craft a travel itinerary that’s suited to you. With this amount of choice, it’s time to start planning your next big adventure.

Why should I purchase my Chesapeake Bay vacation package with Travelocity?

Because we believe in crafting one-of-a-kind vacation experiences. From hotels and flights to car rentals and activities, everything is at your fingertips. Our customer support team is available 24/7 to ensure you’ll never roam alone. We also have a Price Match Guarantee, so you can secure your trip knowing you’ve landed the best deal around. If you find a lower price, we’ll match it!

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

You certainly can with our Chesapeake Bay vacation packages. With one of these, there are lots of ways to stretch your vacation budget further. Bundle any two or more car, flight, hotel and tour bookings and watch your savings start to pile up. With your own ride, all the popular attractions in and around Chesapeake Bay are an unforgettable road trip away.

Which airport is best for Chesapeake Bay?

The most popular airports for Chesapeake Bay are Norfolk Intl. Airport (ORF) and Newport News - Williamsburg Intl. Airport (PHF).

What is there to do in Chesapeake Bay?

Chesapeake Bay has hidden gems at every turn, but be sure you visit White House and United States Capitol while you’re in town. These attractions can’t be missed.