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
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
Westgate Historic Williamsburg Resort
per person
Aug 15 - Aug 17
found 10 hours ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)
Stay at this 3.5-star family-friendly hotel in Williamsburg. Enjoy free parking, an outdoor pool, 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.
Vacation Village At Williamsburg
Save 100% on your flight
per person
Aug 15 - Aug 17
found 10 hours ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)
Stay at this 3-star 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.
Shenandoah Mansions
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Richmond (RIC)
Stay at this 3.5-star hotel in Richmond. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Popular attractions Broad Street and Richmond Raceway are located nearby.
The Colonies at Williamsburg
per person
Aug 15 - Aug 17
found 10 hours ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)
Stay at this 3-star 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.
Linden Row Inn
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Richmond (RIC)
Stay at this 3-star 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.
Hilton Richmond Downtown
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Richmond (RIC)
Stay at this 4-star business-friendly hotel in Richmond. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street and Richmond Raceway are located nearby.
The Commonwealth
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Richmond (RIC)
Book a stay at this business-friendly 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.
Chesapeake Bay Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Chesapeake Bay Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Jul 24 - Mon, Jul 28
MIA
Miami Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$69 Roundtrip, found 9 hours ago
$69
Roundtrip
found 9 hours ago
Wed, Jul 16 - Mon, Jul 21
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$72 Roundtrip, found 5 hours ago
$72
Roundtrip
found 5 hours ago
Tue, Aug 5 - Thu, Aug 7
BOS
Logan Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$75 Roundtrip, found 1 day ago
$75
Roundtrip
found 1 day ago
Sat, Jul 19 - Mon, Jul 21
TPA
Tampa Intl.
IAD
Washington Dulles Intl.
$78 Roundtrip, found 3 days ago
$78
Roundtrip
found 3 days ago
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