Search Deals on
Chesapeake Vacation Packages

Build your package with 2 more options

Chesapeake Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

3 out of 5
Save 100% on your flight
Price was $555, price is now $417 per person
$417
per person
Apr 3 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
Book a stay at this 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 Peninsula Town Center are located nearby.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Save 100% on your flight
Price was $844, price is now $564 per person
$564
per person
Apr 18 - Apr 23
found 17 hours ago
Roundtrip non-stop flight included
Albany (ALB) 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.
TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA

2.5 out of 5
Save 100% on your flight
Price was $693, price is now $473 per person
$473
per person
Apr 3 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
The Sanderling

The Sanderling

4 out of 5
Save 100% on your flight
Price was $992, price is now $679 per person
$679
per person
Apr 12 - Apr 16
found 1 day ago
Roundtrip 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.
The Burrus House Inn Waterfront Suites

The Burrus House Inn Waterfront Suites

3 out of 5
Save 100% on your flight
Price was $1,357, price is now $946 per person
$946
per person
Apr 12 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Stay at this 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.
Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
Save 100% on your flight
Price was $665, price is now $478 per person
$478
per person
Apr 11 - Apr 14
found 17 hours ago
Roundtrip 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.
Hilton Norfolk The Main

Hilton Norfolk The Main

4 out of 5
Save 100% on your flight
Price was $1,202, price is now $875 per person
$875
per person
Apr 3 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
Book a stay at this 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 USS Wisconsin BB-64 and Nauticus National Maritime Center are located nearby.
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3 out of 5
Price was $818, price is now $621 per person
$621
per person
Apr 18 - Apr 23
found 17 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Norfolk (ORF)
Book a stay at this 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 Old Coast Guard Station are located nearby.

Chesapeake Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $544, price is now $310 per person
$310
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
The Sanderling

The Sanderling

4 out of 5
Save 100% on your flight
Price was $992, price is now $679 per person
$679
per person
Apr 12 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
The Burrus House Inn Waterfront Suites

The Burrus House Inn Waterfront Suites

3 out of 5
Save 100% on your flight
Price was $1,357, price is now $946 per person
$946
per person
Apr 12 - Apr 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
South Rodanthe
Save 100% on your flight
Price was $665, price is now $478 per person
$478
per person
Apr 11 - Apr 14
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)

Chesapeake Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $844, price is now $564 per person
$564
per person
Apr 18 - Apr 23
found 17 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Norfolk (ORF)
The Burrus House Inn Waterfront Suites

The Burrus House Inn Waterfront Suites

3 out of 5
Save 100% on your flight
Price was $1,690, price is now $1,188 per person
$1,188
per person
Apr 12 - Apr 17
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3 out of 5
Northeast Virginia Beach
Price was $818, price is now $621 per person
$621
per person
Apr 18 - Apr 23
found 17 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Norfolk (ORF)
The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Northeast Virginia Beach
Price was $804, price is now $613 per person
$613
per person
Apr 18 - Apr 23
found 17 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Norfolk (ORF)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Mon, Mar 9 - Thu, Mar 12
ATL
Hartsfield-Jackson Atlanta Intl.
ORF
Norfolk Intl.
$58 Roundtrip, found 7 hours ago
$58
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Mon, Mar 9 from Hartsfield-Jackson Atlanta Intl. to Norfolk Intl., returning Thu, Mar 12, priced at $58 found 7 hours ago
Frontier Airlines
Sat, Mar 14 - Wed, Mar 18
MCO
Orlando Intl.
ORF
Norfolk Intl.
$99 Roundtrip, found 10 hours ago
$99
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Sat, Mar 14 from Orlando Intl. to Norfolk Intl., returning Wed, Mar 18, priced at $99 found 10 hours ago
Breeze Airways
Fri, May 8 - Sat, May 9
TPA
Tampa Intl.
ORF
Norfolk Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, May 8 from Tampa Intl. to Norfolk Intl., returning Sat, May 9, priced at $117 found 1 day ago
Breeze Airways
Wed, Jul 22 - Tue, Jul 28
JAX
Jacksonville Intl.
ORF
Norfolk Intl.
$157 Roundtrip, found 18 hours ago
$157
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Wed, Jul 22 from Jacksonville Intl. to Norfolk Intl., returning Tue, Jul 28, priced at $157 found 18 hours ago