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Chesapeake Bay Vacation Packages

Chesapeake Bay Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Turnpike Motel Richmond VA by Hotel O US 60

Turnpike Motel Richmond VA by Hotel O US 60

2.5 out of 5
Price was $602, price is now $510 per person
$510
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Richmond (RIC)
Stay at this hotel in Richmond. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Broad Street and Maymont Park are located nearby.
Wedmore Place

Wedmore Place

3.5 out of 5
Price was $779, price is now $632 per person
$632
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this spa hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Busch Gardens Williamsburg and Jamestown Settlement are located nearby.
Club Wyndham Kingsgate

Club Wyndham Kingsgate

3 out of 5
Price was $931, price is now $773 per person
$773
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Richmond (RIC)
Book a stay at this family-friendly resort in Williamsburg. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
Eagle Inn by Hotel O Richmond Midlothian Turnpike

Eagle Inn by Hotel O Richmond Midlothian Turnpike

2.5 out of 5
Price was $631, price is now $524 per person
$524
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Richmond (RIC)
Stay at this hotel in Richmond. Enjoy free WiFi, free parking, and room service. Popular attractions Broad Street and Maymont Park are located nearby.
The Commonwealth

The Commonwealth

4 out of 5
Price was $1,259, price is now $1,087 per person
$1,087
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

3 out of 5
Price was $797, price is now $690 per person
$690
per person
Jun 18 - Jun 22
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
Price was $1,213, price is now $1,053 per person
$1,053
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
Price was $790, price is now $693 per person
$693
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Richmond (RIC)
Book a stay at this spa hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Williamsburg Premium Outlets and Jamestown Settlement are located nearby.
Wyndham Garden Williamsburg Busch Gardens Area

Wyndham Garden Williamsburg Busch Gardens Area

3 out of 5
Price was $701, price is now $619 per person
$619
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Richmond (RIC)
Book a stay at this business-friendly hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
Patriots Inn

Patriots Inn

2.5 out of 5
Price was $718, price is now $635 per person
$635
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Richmond (RIC)
Book a stay at this business-friendly motel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
Hampton Inn by Hilton Richmond Chester

Hampton Inn by Hilton Richmond Chester

2.5 out of 5
Price was $868, price is now $772 per person
$772
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Embassy Suites Williamsburg

Embassy Suites Williamsburg

3.5 out of 5
Price was $977, price is now $873 per person
$873
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Richmond (RIC)
Book a stay at this 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 Water Country USA are located nearby.

3-4 Night Vacations in Chesapeake Bay

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

Dockside Inn

3 out of 5
Price was $730, price is now $610 per person
$610
per person
Jul 2 - Jul 5
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Wedmore Place

Wedmore Place

3.5 out of 5
Price was $779, price is now $632 per person
$632
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

3 out of 5
Short Pump
Price was $797, price is now $690 per person
$690
per person
Jun 18 - Jun 22
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Richmond (RIC)
Williamsburg Inn, an official Colonial Williamsburg Hotel

Williamsburg Inn, an official Colonial Williamsburg Hotel

5 out of 5
Colonial Williamsburg
Price was $1,512, price is now $1,325 per person
$1,325
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)

5-7 Night Vacations in Chesapeake Bay

Price found within the past 48 hours. Click for updated prices.
Turnpike Motel Richmond VA by Hotel O US 60

Turnpike Motel Richmond VA by Hotel O US 60

2.5 out of 5
Midlothian
Price was $602, price is now $510 per person
$510
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Richmond (RIC)
Wedmore Place

Wedmore Place

3.5 out of 5
Price was $1,019, price is now $833 per person
$833
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Richmond (RIC)
Club Wyndham Kingsgate

Club Wyndham Kingsgate

3 out of 5
Price was $931, price is now $773 per person
$773
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Richmond (RIC)
Eagle Inn by Hotel O Richmond Midlothian Turnpike

Eagle Inn by Hotel O Richmond Midlothian Turnpike

2.5 out of 5
Midlothian
Price was $631, price is now $524 per person
$524
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Richmond (RIC)

Chesapeake Bay Last Minute Hotel Deals

Hampton Inn & Suites Exmore - Eastern Shore

Hampton Inn & Suites Exmore - Eastern Shore

2.5 out of 5
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. ...
Hampton Inn & Suites Exmore - Eastern Shore
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

3 out of 5
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 ...
Wyndham Virginia Beach Oceanfront
Shore Stay Suites

Shore Stay Suites

2 out of 5
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 ...
Shore Stay Suites
Hyatt Place Virginia Beach / Oceanfront

Hyatt Place Virginia Beach / Oceanfront

3 out of 5
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 ...
Hyatt Place Virginia Beach / Oceanfront
Comfort Suites Airport

Comfort Suites Airport

2.5 out of 5
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 ...
Comfort Suites Airport
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

3 out of 5
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 ...
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
Embassy Suites by Hilton Hampton Convention Center

Embassy Suites by Hilton Hampton Convention Center

3.5 out of 5
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 ...
Embassy Suites by Hilton Hampton Convention Center
Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

3 out of 5
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 ...
Comfort Inn & Suites Hampton near Coliseum
See all 6,887 properties in Chesapeake Bay
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.