Search Deals onChesapeake Vacation Packages
Chesapeake Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Beach Quarters Resort
Save 100% on your flight
per person
May 8 - May 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and Sandbridge Beach are located nearby.
Boardwalk Resort and Villas
Save 100% on your flight
per person
May 8 - May 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and Virginia Beach Fishing Pier are located nearby.
Ocean Pines Resort
per person
May 25 - May 28
found 23 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Norfolk (ORF)
Stay at this 3.5-star beach vacation home in Kitty Hawk. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Nor'Banks Sailing and The Sanderling Spa are located nearby.
Sea Ranch Resort
per person
May 23 - May 26
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Stay at this 3-star beach hotel in Kill Devil Hills. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Professor Hacker's Lost Treasure Golf and Avalon Fishing Pier are located nearby.
John Yancey Oceanfront Inn
per person
May 24 - May 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Book a stay at this beach hotel in Kill Devil Hills. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Destination Fun and OBX Laser Tag are located nearby.
The Ocean Key Virginia Beach Resort
per person
May 8 - May 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Stay at this 3-star aparthotel in Virginia Beach. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and Sandbridge Beach are located nearby.
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
per person
May 8 - May 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Stay at this 3-star beach aparthotel in Virginia Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and Virginia Beach Fishing Pier are located nearby.
Roanoke Island Inn
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Norfolk (ORF)
Stay at this 3.5-star business-friendly B&B in Manteo. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Roanoke Marshes Lighthouse and Dare County Arts Council are located nearby.
Chesapeake Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Chesapeake 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, May 22 - Tue, May 27
MCO
Orlando Intl.
ORF
Norfolk Intl.
$88 Roundtrip, found 5 days ago
$88
Roundtrip
found 5 days ago
Thu, May 15 - Mon, May 19
JAX
Jacksonville Intl.
ORF
Norfolk Intl.
$102 Roundtrip, found 4 days ago
$102
Roundtrip
found 4 days ago
Sat, May 24 - Wed, May 28
ATL
Hartsfield-Jackson Atlanta Intl.
ORF
Norfolk Intl.
$108 Roundtrip, found 1 day ago
$108
Roundtrip
found 1 day ago
Tue, May 13 - Wed, May 14
BOS
Logan Intl.
ORF
Norfolk Intl.
$135 Roundtrip, found 6 days ago
$135
Roundtrip
found 6 days ago
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