Exclusive Chesapeake Bay Vacation Deals

Chesapeake Bay vacation package deals

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

The Commonwealth

4 out of 5
Downtown Richmond
Price was $673, price is now $584 per person
$584
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Houston (IAH) to Richmond (RIC)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A snack bar/deli, express check-out, and a computer station are also on offer.
The Virginia Cliffe Inn

The Virginia Cliffe Inn

2.5 out of 5
Price was $1,355, price is now $1,142 per person
$1,142
per person
Sep 1 - Sep 8
found 4 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Richmond (RIC)
This bed & breakfast features free WiFi in public areas, wedding services, and free self parking. Enjoy the free full breakfast each morning. A terrace, a garden, and a picnic area are also on offer.
Lisa's Ranch

Lisa's Ranch

2 out of 5
South Garden
Price was $851, price is now $731 per person
$731
per person
Sep 1 - Sep 8
found 4 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Richmond (RIC)
This vacation home features barbecue grills.
Omni Richmond Hotel

Omni Richmond Hotel

4 out of 5
Downtown Richmond
Price was $779, price is now $671 per person
$671
per person
Aug 14 - Aug 17
found 4 hours ago
Roundtrip non-stop flight included
Portland (PWM) to Richmond (RIC)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and wedding services.
Best Western Plus Hopewell Fort Lee

Best Western Plus Hopewell Fort Lee

2.5 out of 5
Price was $865, price is now $759 per person
$759
per person
Sep 1 - Sep 8
found 4 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Richmond (RIC)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. A gym and a safe deposit box are also provided.
Kingsmill Resort

Kingsmill Resort

4 out of 5
Kingsmill
Price was $759, price is now $675 per person
$675
per person
Sep 25 - Sep 27
found 22 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Richmond (RIC)
This smoke-free hotel features a golf course, a full-service spa, and a marina. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the lazy river, children's pool, and waterslide.

Frequently asked questions

How much are vacation packages to Chesapeake Bay?
Travelocity offers flight and hotel vacation packages starting at an incredible $584. 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.

Top Chesapeake Bay hotel deals

Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset

Cape Charles VA
The price is $502 total per night
$502 total
per night
Aug 9 - Aug 10
This cottage features a gym and a hot tub. Laundry facilities are provided for your convenience.
Hot Tub
Kitchen
Hampton Inn & Suites Exmore - Eastern Shore

Hampton Inn & Suites Exmore - Eastern Shore

2.5 out of 5
4129 Lankford Hwy Exmore VA
Free Cancellation
Reserve now, pay when you stay
The price is $109 total per night
$109 total
per night
Aug 10 - Aug 11
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, dry cleaning, and laundry facilities are also on offer.
Pool
Breakfast included
Holiday Inn Express & Suites Exmore - Eastern Shore by IHG

Holiday Inn Express & Suites Exmore - Eastern Shore by IHG

2.5 out of 5
3446 Lankford Hwy Exmore VA
Free Cancellation
The price is $118 total per night
$118 total
per night
Jul 16 - Jul 17
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 buffet breakfast and free self parking.
Pool
Breakfast included
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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.