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Chesapeake Vacation Packages

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Chesapeake Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Price was $410, price is now $313 per person
$313
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
Book a stay at this 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 Jolly Roger Restaurant and Professor Hacker's Lost Treasure Golf are located nearby.
obvious older facility but could use a face lift indoor pool roof leaks

Reviewed on Oct 8, 2026

Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Price was $438, price is now $315 per person
$315
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 First Landing State Park 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 $1,103, price is now $810 per person
$810
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.

The Sitio

The Sitio

4 out of 5
Save 100% on your flight
Price was $2,096, price is now $1,620 per person
$1,620
per person
Nov 23 - Dec 1
found 12 hours ago
Roundtrip flight included
Minneapolis (MSP) to Norfolk (ORF)
Stay at this hotel in Virginia Beach. Enjoy free WiFi, parking (surcharge), and in-room massages. Popular attractions Virginia Beach Boardwalk and First Landing State Park are located nearby.

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

4 out of 5
Price was $543, price is now $446 per person
$446
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 First Landing State Park are located nearby.
Stay was amazing, room was nice and the view was perfect

Reviewed on Oct 10, 2026

Blackbeard's Lodge

Blackbeard's Lodge

3.5 out of 5
Price was $644, price is now $541 per person
$541
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
Stay at this hotel in Ocracoke. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Deepwater Theater and British Cemetery are located nearby.
We found this place just off the main road in Ocracoke. A wonderful property with great nautical themes throughout. We were only there briefly, overnight but will be our choice should we get back.

Reviewed on Oct 9, 2026

The Colony at Virginia Beach

The Colony at Virginia Beach

3 out of 5
Price was $1,500, price is now $1,260 per person
$1,260
per person
Nov 23 - Dec 1
found 12 hours ago
Roundtrip flight included
Minneapolis (MSP) to Norfolk (ORF)
Book a stay at this beach condo in Virginia Beach. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Virginia Beach Boardwalk and First Landing State Park are located nearby.
The property was excellent and the young lady at the front desk was fantastic. The location was really optimal for food, drink the beach and the sunrise was absolutely amazing

Reviewed on Oct 10, 2026

The Barclay Towers Resort Hotel

The Barclay Towers Resort Hotel

2.5 out of 5
Price was $729, price is now $620 per person
$620
per person
Nov 25 - Nov 29
found 11 hours ago
Roundtrip non-stop flight included
Houston (HOU) 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 First Landing State Park are located nearby.

Chesapeake Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Price was $410, price is now $313 per person
$313
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was $438, price is now $315 per person
$315
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $1,103, price is now $810 per person
$810
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

4 out of 5
Northeast Virginia Beach
Price was $543, price is now $446 per person
$446
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)

Chesapeake Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

3 out of 5
Northeast Virginia Beach
Price was $558, price is now $473 per person
$473
per person
Nov 15 - Nov 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was $785, price is now $629 per person
$629
per person
Nov 23 - Nov 28
found 22 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Norfolk (ORF)
Wyndham Garden Norfolk Downtown

Wyndham Garden Norfolk Downtown

3.5 out of 5
Downtown Norfolk
Price was $585, price is now $517 per person
$517
per person
Nov 15 - Nov 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
La Quinta Inn & Suites by Wyndham Norfolk

La Quinta Inn & Suites by Wyndham Norfolk

3 out of 5
Price was $583, price is now $515 per person
$515
per person
Nov 15 - Nov 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)

Top Flight Deals

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

Frontier Airlines
Sat, Nov 14 - Wed, Dec 2
ATL
Hartsfield-Jackson Atlanta Intl.
ORF
Norfolk Intl.
$103 Roundtrip, found 2 hours ago
$103
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Nov 14 from Hartsfield-Jackson Atlanta Intl. to Norfolk Intl., returning Wed, Dec 2, priced at $103 found 2 hours ago
Frontier Airlines
Wed, Oct 28 - Tue, Nov 17
MCO
Orlando Intl.
ORF
Norfolk Intl.
$123 Roundtrip, found 13 hours ago
$123
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Wed, Oct 28 from Orlando Intl. to Norfolk Intl., returning Tue, Nov 17, priced at $123 found 13 hours ago
Frontier Airlines
Wed, Dec 2 - Mon, Dec 14
DFW
Dallas-Fort Worth Intl.
ORF
Norfolk Intl.
$141 Roundtrip, found 9 hours ago
$141
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Dallas-Fort Worth Intl. to Norfolk Intl., returning Mon, Dec 14, priced at $141 found 9 hours ago
Breeze Airways
Tue, Oct 27 - Wed, Oct 28
TPA
Tampa Intl.
ORF
Norfolk Intl.
$173 Roundtrip, found 1 day ago
$173
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Oct 27 from Tampa Intl. to Norfolk Intl., returning Wed, Oct 28, priced at $173 found 1 day ago