Search Deals onChesapeake Vacation Packages
Chesapeake Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
John Yancey Oceanfront Inn
Save 100% on your flight
Price was $566, price is now $385 per person
$385
per person
Nov 8 - Nov 15
found 21 hours 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.
Boardwalk Resort and Villas
Save 100% on your flight
Price was $657, price is now $413 per person
$413
per person
Nov 8 - Nov 15
found 24 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, 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 Ocean Breeze Waterpark are located nearby.
Beach Quarters Resort
Save 100% on your flight
Price was $654, price is now $411 per person
$411
per person
Nov 8 - Nov 15
found 24 hours 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.
Hampton Inn & Suites Newport News (Oyster Point)
Save 100% on your flight
Price was $695, price is now $453 per person
$453
per person
Nov 2 - Nov 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Norfolk (ORF)
Book a stay at this business-friendly hotel in Newport News. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Patrick Henry Mall and Regal Kiln Creek are located nearby.
Sea Ranch Resort
Save 100% on your flight
Price was $610, price is now $409 per person
$409
per person
Nov 8 - Nov 15
found 21 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.
Hilton Norfolk The Main
Save 100% on your flight
Price was $1,549, price is now $1,104 per person
$1,104
per person
Nov 8 - Nov 15
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Stay at this 4-star business-friendly hotel in Norfolk. Enjoy 3 restaurants, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Waterside District and Greenbrier Mall are located nearby.
Comfort Inn & Suites Hampton near Coliseum
Save 100% on your flight
Price was $563, price is now $404 per person
$404
per person
Nov 2 - Nov 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Norfolk (ORF)
Stay at this 3-star business-friendly hotel in Hampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hampton Coliseum and Buckroe Beach and Park are located nearby.
Four Sails Resort
Price was $781, price is now $579 per person
$579
per person
Nov 1 - Nov 8
found 1 day 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 Ocean Breeze Waterpark are located nearby.
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, Oct 23 - Mon, Oct 27
MCO
Orlando Intl.
ORF
Norfolk Intl.
$106 Roundtrip, found 1 day ago
$106
Roundtrip
found 1 day ago
Tue, Oct 7 - Sat, Oct 11
ATL
Hartsfield-Jackson Atlanta Intl.
ORF
Norfolk Intl.
$108 Roundtrip, found 18 hours ago
$108
Roundtrip
found 18 hours ago
Thu, Oct 16 - Sat, Oct 18
TPA
Tampa Intl.
ORF
Norfolk Intl.
$116 Roundtrip, found 21 hours ago
$116
Roundtrip
found 21 hours ago
Thu, Oct 16 - Sun, Oct 19
DFW
Dallas-Fort Worth Intl.
ORF
Norfolk Intl.
$142 Roundtrip, found 5 days ago
$142
Roundtrip
found 5 days ago
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