Chesapeake Bay Vacations 2025 from CA $788

Chesapeake Bay flight + hotel packages

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

Country Inn & Suites by Radisson, Williamsburg East (Busch Gardens), VA

per person

Apr. 12 - Apr. 19

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Richmond (RIC)

Stay at this 3-star business-friendly hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Quarterpath Park are located nearby.

Kingsmill Resort

Kingsmill

Save 100% on your flight

per person

Apr. 12 - Apr. 19

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Richmond (RIC)

Book a stay at this beach hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Kingsmill Plantation Golf Course are located nearby.

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Colonial Williamsburg

per person

Apr. 13 - Apr. 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Richmond (RIC)

Stay at this 3-star golf hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Busch Gardens Williamsburg and Governor's Palace are located nearby.

Bluegreen Vacations Patrick Henry Square, Ascend Resort

per person

Apr. 12 - Apr. 19

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Richmond (RIC)

Book a stay at this family-friendly hotel in Williamsburg. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.

Top Chesapeake Bay hotels deals

Arlo Washington DC

333 G St NW, Washington, DC

Free cancellation

Reserve now, pay when you stay

CA $196

CA $286 total

includes taxes & fees

7 Mar - 8 Mar

Stay at this 4-star hotel in Washington. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Popular attractions Capital One Arena and Union Station Shopping Center are located nearby.

Pool

Pet-friendly

Holiday Inn Washington Capitol - Natl Mall, an IHG Hotel

550 C St SW, Washington, DC

Free cancellation

CA $214

CA $248 total

includes taxes & fees

7 Mar - 8 Mar

Stay at this 3-star business-friendly hotel in Washington. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions National Mall and Smithsonian Institution are located nearby.

Pool

Pet-friendly

Washington Plaza Hotel

10 Thomas Circle NW, Washington, DC

Free cancellation

Reserve now, pay when you stay

CA $158

CA $183 total

includes taxes & fees

7 Mar - 8 Mar

Book a stay at this business-friendly hotel in Washington. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions White House and National Mall are located nearby.

Pool

Free WiFi

Hamilton Hotel Washington DC

1001 14th St NW, Washington, DC

Free cancellation

Reserve now, pay when you stay

CA $230

CA $312 total

includes taxes & fees

7 Mar - 8 Mar

Book a stay at this business-friendly hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions White House and National Mall are located nearby.

Free WiFi

Restaurant

Hotel Washington

515 15th Street, NW, Washington, DC

Free cancellation

Reserve now, pay when you stay

CA $389

CA $510 total

includes taxes & fees

7 Mar - 8 Mar

Stay at this 5-star luxury hotel in Washington. Enjoy free WiFi, a full-service spa, and a rooftop terrace. Our guests praise the restaurant and the bar in our reviews. Popular attractions White House and National Mall are located nearby.

Spa

Pet-friendly

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

1734 W Nursery Rd, Linthicum Heights, MD

Free cancellation

Reserve now, pay when you stay

CA $98

CA $111 total

includes taxes & fees

9 Mar - 10 Mar

Book a stay at this business-friendly hotel in Linthicum Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Maryland Live Casino and Arundel Mills Mall are located nearby.

Breakfast included

Free airport shuttle

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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

Busch Gardens Williamsburg

5/5(3 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.

White House

4/5(388 reviews)

Find out about the history of White House, one of the top monuments in Washington. Experience the area's acclaimed art scene and great live music.

Baltimore Inner Harbor Marina

4.5/5(15 reviews)

Explore the waterfront in Baltimore with a trip to Baltimore Inner Harbor Marina. Experience the acclaimed theater scene and fascinating museums in this vibrant area.

Frequently asked questions

How much are vacation packages to Chesapeake Bay?

Travelocity offers flight and hotel vacation packages starting at an incredible CA $788. 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.