Deals on vacations and trips to Chesapeake Bay

Save when you book Chesapeake Bay package deals

Choose two or more items and save on your trip:

Chesapeake Bay flight + hotel vacation packages

Ashland Studio Inn By OYO Richmond North near Kings Dominion

Ashland Studio Inn By OYO Richmond North near Kings Dominion

2.5 out of 5
per person
Jul 4 - Jul 6
Roundtrip non-stop flight included
Boston (BOS) to Richmond (RIC)
A restaurant, free self parking, and a 24-hour front desk are among this motel's amenities. WiFi in public areas is free. Luggage storage is also provided.
The Boulevard Inn

The Boulevard Inn

4 out of 5
Fan District
per person
Jun 22 - Jun 24
Roundtrip non-stop flight included
Hartford (BDL) to Richmond (RIC)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A communal living room is also provided.
Quirk Hotel Richmond

Quirk Hotel Richmond

4 out of 5
Downtown Richmond
per person
Jun 22 - Jun 24
Roundtrip non-stop flight included
Hartford (BDL) 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. There's a rooftop terrace on site, and a 24-hour front desk and a coffee shop are also provided.
Linden Row Inn

Linden Row Inn

3 out of 5
Downtown Richmond
per person
May 24 - May 26
Roundtrip non-stop flight included
Atlanta (ATL) to Richmond (RIC)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Hilton Richmond Downtown

Hilton Richmond Downtown

4 out of 5
Downtown Richmond
per person
Jul 4 - Jul 7
Roundtrip non-stop flight included
Boston (BOS) 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.
Prices and availability subject to change. Additional terms may apply.

Top Chesapeake Bay hotels deals

Washington Plaza Hotel

Washington Plaza Hotel

4 out of 5
10 Thomas Circle NW, Washington, DC
Free Cancellation
Reserve now, pay when you stay
The price is $146 per night
$146
per night
Apr 21 - Apr 22
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.
Breakfast available
Pool
Omni Shoreham Hotel

Omni Shoreham Hotel

4 out of 5
2500 Calvert St Nw, Washington, DC
Free Cancellation
Reserve now, pay when you stay
The price is $215 per night
$215
per night
Apr 21 - Apr 22
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the outdoor pool and conveniences like a 24-hour front desk and concierge services.
Hot Tub
Pet friendly
State Plaza Hotel

State Plaza Hotel

3.5 out of 5
2116 E Street NW, Washington, DC
Free Cancellation
Reserve now, pay when you stay
The price is $152 per night
$152
per night
Apr 28 - Apr 29
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.
Breakfast available
Parking available
Renaissance Baltimore Harborplace Hotel

Renaissance Baltimore Harborplace Hotel

4 out of 5
202 E Pratt St, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
The price is $152 per night
$152
per night
May 4 - May 5
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a gym on site, and laundry facilities and concierge services are also offered.
Pet friendly
Breakfast available
Hotel Pentagon

Hotel Pentagon

3 out of 5
2480 S Glebe Rd, Arlington, VA
Free Cancellation
Reserve now, pay when you stay
The price is $132 per night
$132
per night
Apr 21 - Apr 22
A restaurant and a 24-hour gym are featured at this hotel. Enjoy the seasonal outdoor pool and free perks like on-the-go breakfast and free self parking. A business center, free WiFi in public areas, and dry cleaning are also on offer.
Breakfast included
Pool
Holiday Inn Washington-Central/White House, an IHG Hotel

Holiday Inn Washington-Central/White House, an IHG Hotel

3 out of 5
1501 Rhode Island Ave Nw, Washington, DC
Free Cancellation
The price is $161 per night
$161
per night
Apr 28 - Apr 29
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. There's a seasonal outdoor pool on site, and laundry facilities and concierge services are also offered.
Breakfast available
Pool
Don't see what you're looking for?
See all available properties in Chesapeake Bay
View all properties
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

Image for Busch Gardens Williamsburg

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.

Busch Gardens Williamsburg
Image for White House

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.

White House
Image for Virginia Beach Boardwalk

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.

Virginia Beach Boardwalk

Frequently asked questions

How much are vacation packages to Chesapeake Bay?
Starting from as little as $274, flight and hotel packages are an ideal way to stretch your vacation budget. Watch out Chesapeake Bay — here you come!
Where can I get the best vacation package deals for Chesapeake Bay?
Book your dream vacation with Travelocity. With access to 400 airlines and a whopping 1,000,000 properties worldwide, finding the perfect Chesapeake Bay package deal couldn’t be simpler.
Why should I purchase my Chesapeake Bay vacation bundle via Travelocity?
We have a destination to suit every kind of traveler, exceptional service and customer support available 24/7. In addition to that, we’ll match any better price you find with our Price Match Guarantee.
Will I save money on my Chesapeake Bay car rental if I bundle it with hotels and flights?
Combining your bookings into a Chesapeake Bay vacation package will certainly save you money. You can choose a car and flight; a car, hotel and flight; or a car and hotel. There’s no better way to explore the greater Chesapeake Bay region than from the driver’s seat of your own rental car. You can also add experiences and tours to your Travelocity package.
What is the best time of year to go to Chesapeake Bay?
If you want to avoid costly airfares, tourist hordes and overbooked hotels, arrange your trip outside of March, May and July. The quietest time to be in Chesapeake Bay is January, October and December. You’ll find the highest hotel rates in and the cheapest in .
Which airport is best for Chesapeake Bay?
Chesapeake Bay has two major airports — Norfolk Intl. Airport (ORF) and Newport News - Williamsburg Intl. Airport (PHF).