Search Deals onCheapside Vacation Packages
Cheapside Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Sea Scape Beach and Golf Villas
Sea Scape
Price was $517, price is now $418 per person
$418
per person
Feb 14 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Book a stay at this golf condo in Kitty Hawk. Enjoy free parking, 2 outdoor pools, and a fitness center. Popular attractions Sea Scape Golf Links and Monument to a Century of Flight are located nearby.
Wingate by Wyndham Chesapeake
Price was $704, price is now $589 per person
$589
per person
Feb 13 - Feb 21
found 1 day ago
Roundtrip flight included
New York (JFK) to Norfolk (ORF)
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Greenbrier Mall and AMF Indian River Lanes are located nearby.
Pamlico Station Edgecamp
South Rodanthe
Save 100% on your flight
Price was $986, price is now $591 per person
$591
per person
Feb 14 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Stay at this hotel in Rodanthe. Enjoy free WiFi, free parking, and a sauna. Popular attractions Rodanthe Pier and Chicamacomico Life-Saving Station Historic Site and Museum are located nearby.
Ocean 27
Northeast Virginia Beach
Save 100% on your flight
Price was $2,457, price is now $1,689 per person
$1,689
per person
Mar 6 - Mar 10
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.
TRU by Hilton Chesapeake, VA
Greenbrier
Price was $548, price is now $431 per person
$431
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Stay at this hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Greenbrier Mall and Chesapeake City Park are located nearby.
Boardwalk Resort and Villas
Northeast Virginia Beach
Price was $625, price is now $499 per person
$499
per person
Feb 14 - Feb 19
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.
The Sanderling
Price was $1,087, price is now $875 per person
$875
per person
Feb 14 - Feb 19
found 1 day 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.
Sanderling Resort Residences
Save 100% on your flight
Price was $3,088, price is now $2,501 per person
$2,501
per person
Feb 14 - Feb 19
found 1 day 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.
3-4 Night Vacations in Cheapside
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Cheapside
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Cheapside
Shore Stay Suites
26406 Lankford Hwy Cape Charles VA
Stay at this hotel in Cape Charles. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions ...
Cape Charles Tiny Livin
22102 s bayside rd Cape Charles VA
Stay at this motel in Cape Charles. Enjoy free WiFi and free parking. Popular attractions Oyster Farm Marina and Cape Charles Museum & Welcome Center are located ...
The Baywood Bed & Breakfast
31400 Latimers Bluff Rd Cape Charles VA
Book a stay at this beach B&B in Cape Charles. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Eastern Shore of Virginia National Wildlife ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sun, Jan 25 - Mon, Feb 2
ATL
Hartsfield-Jackson Atlanta Intl.
ORF
Norfolk Intl.
$90 Roundtrip, found 23 hours ago
$90
Roundtrip
found 23 hours ago
Fri, Jan 30 - Sun, Feb 1
TPA
Tampa Intl.
ORF
Norfolk Intl.
$92 Roundtrip, found 3 days ago
$92
Roundtrip
found 3 days ago
Mon, Feb 23 - Sat, Feb 28
DFW
Dallas-Fort Worth Intl.
ORF
Norfolk Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Thu, Jan 22 - Thu, Jan 29
BOS
Logan Intl.
ORF
Norfolk Intl.
$159 Roundtrip, found 6 days ago
$159
Roundtrip
found 6 days ago