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

The Ocean Key Virginia Beach Resort
Save 100% on your flight
per person
Sep 10 - Sep 13
found 13 hours 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.

John Yancey Oceanfront Inn
Save 100% on your flight
per person
Sep 23 - Sep 28
found 15 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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.

Four Sails Resort
Save 100% on your flight
per person
Sep 10 - Sep 13
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Stay at this 3.5-star beach condo in Virginia Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Virginia Beach Boardwalk and Neptune Statue are located nearby.

Holiday Inn & Suites Virginia Beach North Beach by IHG
Save 100% on your flight
per person
Aug 12 - Aug 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Virginia Beach Boardwalk and Neptune Statue are located nearby.

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Save 100% on your flight
per person
Sep 10 - Sep 13
found 13 hours 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 Pacific Avenue are located nearby.

The Capes Hotel
Save 100% on your flight
per person
Sep 10 - Sep 13
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free WiFi, a beach locale, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Virginia Beach Boardwalk and Pacific Avenue are located nearby.

Coastal Hotel and Suites Virginia Beach Oceanfront
Save 100% on your flight
per person
Sep 10 - Sep 13
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Book a stay at this beach hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Virginia Beach Boardwalk and Pacific Avenue are located nearby.

Hilton Vacation Club Beachwoods Kitty Hawk
per person
Sep 25 - Sep 30
found 9 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Norfolk (ORF)
Stay at this 4-star golf hotel in Kitty Hawk. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Monument to a Century of Flight and Kitty Hawk Pier 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.

Tue, Aug 19 - Wed, Aug 20
MCO
Orlando Intl.
ORF
Norfolk Intl.
$104 Roundtrip, found 1 day ago
$104
Roundtrip
found 1 day ago

Mon, Aug 11 - Mon, Aug 18
ATL
Hartsfield-Jackson Atlanta Intl.
ORF
Norfolk Intl.
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago

Thu, Oct 9 - Mon, Oct 13
JAX
Jacksonville Intl.
ORF
Norfolk Intl.
$137 Roundtrip, found 14 hours ago
$137
Roundtrip
found 14 hours ago

Wed, Sep 17 - Tue, Sep 23
BOS
Logan Intl.
ORF
Norfolk Intl.
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
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