Exclusive Chesapeake Bay Vacation Deals

Chesapeake Bay vacation package deals

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

The Berkeley Hotel

4 out of 5
Downtown Richmond
Price was $365, price is now $292 per person
$292
per person
Feb 13 - Feb 15
found 4 hours ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, express check-out, and a computer station are also on offer.
Great Wolf Lodge Williamsburg

Great Wolf Lodge Williamsburg

3.5 out of 5
Price was $642, price is now $517 per person
$517
per person
Feb 13 - Feb 15
found 4 hours ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
Free water park access, 2 restaurants, and 5 indoor pools are all featured at this smoke-free resort. Bring the family and enjoy the lazy river, bowling alley, and children's pool. Traveling for business? Take advantage of the business center, express check-in, and conference space.
The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was $512, price is now $417 per person
$417
per person
Feb 13 - Feb 15
found 4 hours ago
Roundtrip flight included
New York (JFK) 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.
Delta Hotels by Marriott Richmond Downtown

Delta Hotels by Marriott Richmond Downtown

3.5 out of 5
Downtown Richmond
Price was $369, price is now $306 per person
$306
per person
Feb 13 - Feb 15
found 4 hours ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle.
Linden Row Inn

Linden Row Inn

3 out of 5
Downtown Richmond
Price was $432, price is now $362 per person
$362
per person
Feb 13 - Feb 15
found 4 hours ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. A picnic area, express check-out, and luggage storage are also on offer.
Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
Downtown Richmond
Price was $347, price is now $308 per person
$308
per person
Feb 13 - Feb 15
found 4 hours ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a terrace are also provided.

Frequently asked questions

How much are vacation packages to Chesapeake Bay?
Travelocity offers flight and hotel vacation packages starting at an incredible $292. 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

Perfect Cozy Vacation Rental on the Eastern Shore

Perfect Cozy Vacation Rental on the Eastern Shore

Cape Charles VA
This condo features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Warner Hall

Warner Hall

3 out of 5
4750 Warner Hall Road Gloucester VA
$294 nightly
The price is $328 total per night
$328 total
Jan 7 - Jan 8
Total with taxes and fees
This inn features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning.
Breakfast included
Parking included
Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

Cape Charles VA
A hot tub is featured at this vacation home, along with a garden and laundry facilities. Families will appreciate the arcade/game room and barbecue grills.
Hot Tub
Kitchen
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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.