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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.
Sunrise Inn By OYO Newport News US-60

Sunrise Inn By OYO Newport News US-60

2.5 out of 5
Price was $385, price is now $321 per person
$321
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Stay at this hotel in Newport News. Enjoy free WiFi, free parking, and room service. Popular attractions Newport News Park and Patrick Henry Mall are located nearby.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Price was $669, price is now $493 per person
$493
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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

Beach Quarters Resort

2.5 out of 5
Price was $669, price is now $493 per person
$493
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

3 out of 5
Price was $484, price is now $410 per person
$410
per person
Dec 4 - Dec 7
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Mulberry Inn

Mulberry Inn

2.5 out of 5
Price was $429, price is now $367 per person
$367
per person
Dec 4 - Dec 7
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Busch Gardens Williamsburg and Lee Hall Mansion are located nearby.
Wyndham Garden Norfolk Downtown

Wyndham Garden Norfolk Downtown

3.5 out of 5
Price was $706, price is now $612 per person
$612
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Book a stay at this business-friendly hotel in Norfolk. Enjoy free WiFi, an outdoor pool, 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.
Hampton Inn & Suites Newport News (Oyster Point)

Hampton Inn & Suites Newport News (Oyster Point)

2.5 out of 5
Price was $486, price is now $422 per person
$422
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Comfort Inn Newport News - Hampton I-64

Comfort Inn Newport News - Hampton I-64

2.5 out of 5
Price was $380, price is now $331 per person
$331
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 breakfast and the helpful staff in our reviews. Popular attractions Patrick Henry Mall and Regal Kiln Creek are located nearby.

Chesapeake Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sunrise Inn By OYO Newport News US-60

Sunrise Inn By OYO Newport News US-60

2.5 out of 5
North Newport News
Price was $385, price is now $321 per person
$321
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

3 out of 5
Coliseum Central
Price was $484, price is now $410 per person
$410
per person
Dec 4 - Dec 7
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Mulberry Inn

Mulberry Inn

2.5 out of 5
North Newport News
Price was $429, price is now $367 per person
$367
per person
Dec 4 - Dec 7
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
Hilton Garden Inn Virginia Beach Town Center

Hilton Garden Inn Virginia Beach Town Center

3 out of 5
Northwest
Price was $464, price is now $400 per person
$400
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Norfolk (ORF)

Chesapeake Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Beach Quarters Resort

Beach Quarters Resort

2.5 out of 5
Northeast Virginia Beach
Price was $669, price is now $493 per person
$493
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Norfolk (ORF)
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was $669, price is now $493 per person
$493
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Norfolk (ORF)
Hilton Garden Inn Virginia Beach Town Center

Hilton Garden Inn Virginia Beach Town Center

3 out of 5
Northwest
Price was $702, price is now $574 per person
$574
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA

2.5 out of 5
Greenbrier East
Price was $630, price is now $536 per person
$536
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip flight included
New York (JFK) to Norfolk (ORF)

Top Flight Deals

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

Spirit Airlines
Wed, Nov 5 - Wed, Nov 12
TPA
Tampa Intl.
ORF
Norfolk Intl.
$117 Roundtrip, found 5 days ago
$117
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Nov 5 from Tampa Intl. to Norfolk Intl., returning Wed, Nov 12, priced at $117 found 5 days ago
Spirit Airlines
Wed, Dec 3 - Fri, Dec 5
ATL
Hartsfield-Jackson Atlanta Intl.
ORF
Norfolk Intl.
$129 Roundtrip, found 6 days ago
$129
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Wed, Dec 3 from Hartsfield-Jackson Atlanta Intl. to Norfolk Intl., returning Fri, Dec 5, priced at $129 found 6 days ago
Breeze Airways
Wed, Nov 12 - Wed, Nov 19
JAX
Jacksonville Intl.
ORF
Norfolk Intl.
$155 Roundtrip, found 17 hours ago
$155
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Wed, Nov 12 from Jacksonville Intl. to Norfolk Intl., returning Wed, Nov 19, priced at $155 found 17 hours ago
Spirit Airlines
Wed, Nov 12 - Mon, Nov 24
MCO
Orlando Intl.
ORF
Norfolk Intl.
$162 Roundtrip, found 1 day ago
$162
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Nov 12 from Orlando Intl. to Norfolk Intl., returning Mon, Nov 24, priced at $162 found 1 day ago