Search Deals onChesapeake Bay Vacation Packages
Chesapeake Bay Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

A house full of steel balls and games
Price was $525, price is now $416 per person
$416
per person
Jun 18 - Jun 22
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this family-friendly B&B in Richmond. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Richmond Raceway and Broad Street are located nearby.

Wingate by Wyndham Richmond Short Pump
Price was $655, price is now $489 per person
$489
per person
Jun 18 - Jun 22
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Short Pump Town Center and Elk's Lodge are located nearby.

The Commonwealth
Price was $909, price is now $697 per person
$697
per person
Jun 18 - Jun 22
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this luxury hotel in Richmond. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street and Richmond Raceway are located nearby.

Graduate by Hilton Richmond
Price was $870, price is now $669 per person
$669
per person
Jun 18 - Jun 22
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Broad Street and Richmond Raceway are located nearby.

The Colonies at Williamsburg
Price was $809, price is now $624 per person
$624
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free parking, an outdoor pool, and free water park access. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Williamsburg Premium Outlets and Bowlero Williamsburg are located nearby.

Griffin Hotel, an official Colonial Williamsburg Hotel
Price was $710, price is now $554 per person
$554
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this spa hotel in Williamsburg. Enjoy 3 outdoor pools, a full-service spa, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.

Hilton Richmond Hotel & Spa/Short Pump
Price was $737, price is now $577 per person
$577
per person
Jun 18 - Jun 22
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this spa hotel in Richmond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Short Pump Town Center and Elk's Lodge are located nearby.

Linden Row Inn
Price was $1,071, price is now $867 per person
$867
per person
Jun 18 - Jun 22
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this historic hotel in Richmond. Enjoy free WiFi, a 24-hour front desk, and 2 meeting rooms. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street and Richmond Raceway are located nearby.

Candlewood Suites Richmond North Glen Allen by IHG
Price was $537, price is now $440 per person
$440
per person
Jun 18 - Jun 22
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this business-friendly hotel in Glen Allen. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Richmond Raceway and The Crossings Golf Club are located nearby.

Hampton Inn by Hilton Richmond Chester
Price was $655, price is now $537 per person
$537
per person
Jun 18 - Jun 22
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this hotel in Chester. Enjoy a 24-hour front desk, cable TV channels, and air conditioning. Popular attractions Parker's Battery Park and Henricus Historical Park are located nearby.

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
Price was $697, price is now $574 per person
$574
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this 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 Water Country USA are located nearby.

Club Wyndham Governor’s Green
Price was $909, price is now $750 per person
$750
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free parking, 2 outdoor pools, and 3 hot tubs. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
3-4 Night Vacations in Chesapeake Bay
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Chesapeake Bay
Price found within the past 48 hours. Click for updated prices.



Chesapeake Bay Last Minute Hotel Deals

Hampton Inn & Suites Exmore - Eastern Shore
4129 Lankford Hwy Exmore VA
Stay at this hotel in Exmore. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...

Wyndham Virginia Beach Oceanfront
5700 Atlantic Ave Virginia Beach VA
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff ...

Shore Stay Suites
26406 Lankford Hwy Cape Charles VA
Stay at this hotel in Cape Charles. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions ...

Hyatt Place Virginia Beach / Oceanfront
3601 ATLANTIC AVENUE Virginia Beach VA
Book a stay at this beach hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff ...

Comfort Suites Airport
12570 Jefferson Ave Newport News VA
Book a stay at this beach hotel in Newport News. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
1801 Atlantic Ave Virginia Beach VA
Book a stay at this beach hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff ...

Embassy Suites by Hilton Hampton Convention Center
1700 Coliseum Drive Hampton VA
Book a stay at this family-friendly hotel in Hampton. Enjoy free breakfast, room service, and a 24-hour fitness center. Our guests praise the breakfast and the ...

Comfort Inn & Suites Hampton near Coliseum
1551 Hardy Cash Dr Hampton VA
Book a stay at this business-friendly hotel in Hampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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.
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