Search Deals onChesapeake Vacation Packages
Chesapeake Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Beach Quarters Resort
Price was $423, price is now $307 per person
$307
per person
Feb 12 - Feb 15
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.
Sanderling Resort Residences
Save 100% on your flight
Price was $1,937, price is now $1,151 per person
$1,151
per person
Feb 5 - Feb 8
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Book a stay at this beach resort in Kitty Hawk. Enjoy 2 outdoor pools, a full-service spa, and 2 restaurants. Popular attractions The Sanderling Spa and Nor'Banks Sailing are located nearby.
The Sanderling
Save 100% on your flight
Price was $842, price is now $519 per person
$519
per person
Feb 5 - Feb 8
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Book a stay at this beach hotel in Kitty Hawk. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions The Sanderling Spa and Nor'Banks Sailing are located nearby.
Ocean 27
Save 100% on your flight
Price was $1,879, price is now $1,218 per person
$1,218
per person
Feb 12 - Feb 15
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, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and Naval Aviation Monument Park are located nearby.
Boardwalk Resort and Villas
Price was $563, price is now $374 per person
$374
per person
Feb 12 - Feb 15
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, 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 Atlantic Fun Park are located nearby.
Delta Hotels by Marriott Virginia Beach Waterfront Suites
Price was $591, price is now $399 per person
$399
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Book a stay at this business-friendly hotel in Virginia Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the restaurant and the bar in our reviews. Popular attractions Marina Shores Marina and Great Neck Park are located nearby.
Residence Inn by Marriott Norfolk Airport
Price was $496, price is now $370 per person
$370
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Book a stay at this business-friendly hotel in Norfolk. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Norfolk Premium Outlets and Lake Wright are located nearby.
Courtyard by Marriott Chesapeake
Price was $437, price is now $326 per person
$326
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Greenbrier Mall and Chesapeake City Park 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.
Wed, Dec 31 - Mon, Jan 5
ATL
Hartsfield-Jackson Atlanta Intl.
ORF
Norfolk Intl.
$121 Roundtrip, found 18 hours ago
$121
Roundtrip
found 18 hours ago
Wed, Jan 21 - Fri, Jan 23
BOS
Logan Intl.
ORF
Norfolk Intl.
$130 Roundtrip, found 6 days ago
$130
Roundtrip
found 6 days ago
Mon, Dec 8 - Mon, Dec 15
MCO
Orlando Intl.
ORF
Norfolk Intl.
$133 Roundtrip, found 21 hours ago
$133
Roundtrip
found 21 hours ago
Tue, Feb 24 - Wed, Feb 25
TPA
Tampa Intl.
ORF
Norfolk Intl.
$155 Roundtrip, found 6 days ago
$155
Roundtrip
found 6 days ago
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