Cheap Vacations in Chesapeake City County

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Chesapeake City County vacations

Price found within the past 48 hours. Click for updated prices.
The Barclay Towers Resort Hotel

The Barclay Towers Resort Hotel

2.5 out of 5
Northeast Virginia Beach
Price was $684, price is now $548 per person
$548
per person
Aug 30 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Norfolk (ORF)
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Save 100% on your flight
Price was $1,074, price is now $785 per person
$785
per person
Sep 3 - Sep 8
found 21 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Northeast Virginia Beach
Price was $808, price is now $617 per person
$617
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Price was $1,284, price is now $1,012 per person
$1,012
per person
Sep 3 - Sep 8
found 21 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
The Colony at Virginia Beach

The Colony at Virginia Beach

3 out of 5
Northeast Virginia Beach
Price was $1,005, price is now $815 per person
$815
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
Blackbeard's Lodge

Blackbeard's Lodge

3.5 out of 5
Price was $915, price is now $744 per person
$744
per person
Sep 3 - Sep 8
found 21 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
Travelodge by Wyndham Outer Banks/Kill Devil Hills

Travelodge by Wyndham Outer Banks/Kill Devil Hills

2 out of 5
Price was $1,040, price is now $847 per person
$847
per person
Sep 3 - Sep 8
found 21 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
Roanoke Island Inn

Roanoke Island Inn

3.5 out of 5
Historic Downtown Manteo
Price was $1,152, price is now $940 per person
$940
per person
Sep 3 - Sep 8
found 21 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
South Rodanthe
Price was $1,366, price is now $1,117 per person
$1,117
per person
Sep 3 - Sep 8
found 21 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
The Burrus House Inn Waterfront Suites

The Burrus House Inn Waterfront Suites

3 out of 5
Price was $1,016, price is now $848 per person
$848
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)

3-night Chesapeake City County vacations

Price found within the past 48 hours. Click for updated prices.
The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia

3.5 out of 5
Price was $612, price is now $533 per person
$533
per person
Aug 30 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Norfolk (ORF)
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Price was $761, price is now $610 per person
$610
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)
The Barclay Towers Resort Hotel

The Barclay Towers Resort Hotel

2.5 out of 5
Price was $684, price is now $548 per person
$548
per person
Aug 30 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Norfolk (ORF)
Roanoke Island Inn

Roanoke Island Inn

3.5 out of 5
Price was $980, price is now $796 per person
$796
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)
The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Price was $985, price is now $801 per person
$801
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Norfolk (ORF)
The Burrus House Inn Waterfront Suites

The Burrus House Inn Waterfront Suites

3 out of 5
Price was $1,016, price is now $848 per person
$848
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Price was $977, price is now $823 per person
$823
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Price was $740, price is now $627 per person
$627
per person
Aug 30 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Norfolk (ORF)
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

4 out of 5
Price was $743, price is now $638 per person
$638
per person
Aug 30 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Norfolk (ORF)
The Capes Hotel

The Capes Hotel

3 out of 5
Price was $649, price is now $558 per person
$558
per person
Aug 30 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Norfolk (ORF)
The Inn at Four Eleven York

The Inn at Four Eleven York

4 out of 5
Price was $884, price is now $770 per person
$770
per person
Aug 30 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Norfolk (ORF)
Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
Price was $820, price is now $721 per person
$721
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)

4-night Chesapeake City County vacations

Price found within the past 48 hours. Click for updated prices.
The Barclay Towers Resort Hotel

The Barclay Towers Resort Hotel

2.5 out of 5
Price was $762, price is now $571 per person
$571
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Save 100% on your flight
Price was $921, price is now $687 per person
$687
per person
Sep 4 - Sep 8
found 20 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Price was $808, price is now $617 per person
$617
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia

3.5 out of 5
Price was $742, price is now $573 per person
$573
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Price was $1,076, price is now $842 per person
$842
per person
Sep 4 - Sep 8
found 20 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Price was $790, price is now $628 per person
$628
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

4 out of 5
Price was $1,052, price is now $845 per person
$845
per person
Aug 24 - Aug 28
found 22 hours ago
Roundtrip flight included
New York (JFK) to Norfolk (ORF)
Travelodge by Wyndham Outer Banks/Kill Devil Hills

Travelodge by Wyndham Outer Banks/Kill Devil Hills

2 out of 5
Price was $871, price is now $705 per person
$705
per person
Sep 4 - Sep 8
found 20 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
The Colony at Virginia Beach

The Colony at Virginia Beach

3 out of 5
Price was $1,005, price is now $815 per person
$815
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
Price was $1,117, price is now $909 per person
$909
per person
Sep 4 - Sep 8
found 20 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
The Burrus House Inn Waterfront Suites

The Burrus House Inn Waterfront Suites

3 out of 5
Price was $1,227, price is now $1,014 per person
$1,014
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Norfolk (ORF)
Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

3 out of 5
Price was $966, price is now $807 per person
$807
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)

5-night Chesapeake City County vacations

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Virginia Beach Town Center

Hilton Garden Inn Virginia Beach Town Center

3 out of 5
Price was $897, price is now $703 per person
$703
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Norfolk (ORF)
The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,139, price is now $802 per person
$802
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Norfolk (ORF)
The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia

3.5 out of 5
Save 100% on your flight
Price was $1,060, price is now $749 per person
$749
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Norfolk (ORF)
The Barclay Towers Resort Hotel

The Barclay Towers Resort Hotel

2.5 out of 5
Price was $990, price is now $712 per person
$712
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Norfolk (ORF)
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Price was $1,029, price is now $746 per person
$746
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Norfolk (ORF)
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Save 100% on your flight
Price was $1,074, price is now $785 per person
$785
per person
Sep 3 - Sep 8
found 21 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
The Capes Hotel

The Capes Hotel

3 out of 5
Save 100% on your flight
Price was $1,043, price is now $765 per person
$765
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Norfolk (ORF)
Hilton Norfolk The Main

Hilton Norfolk The Main

4 out of 5
Save 100% on your flight
Price was $1,536, price is now $1,158 per person
$1,158
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Norfolk (ORF)
Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

3 out of 5
Price was $1,030, price is now $779 per person
$779
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Norfolk (ORF)
The Inn at Four Eleven York

The Inn at Four Eleven York

4 out of 5
Price was $1,299, price is now $1,019 per person
$1,019
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Norfolk (ORF)
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Price was $1,284, price is now $1,012 per person
$1,012
per person
Sep 3 - Sep 8
found 21 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Norfolk (ORF)
La Quinta Inn & Suites by Wyndham Virginia Beach

La Quinta Inn & Suites by Wyndham Virginia Beach

3 out of 5
Price was $871, price is now $703 per person
$703
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Norfolk (ORF)

6-7 night Chesapeake City County vacations

Price found within the past 48 hours. Click for updated prices.
Oceans 2700

Oceans 2700

2.5 out of 5
Price was $945, price is now $773 per person
$773
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip flight included
New York (JFK) to Norfolk (ORF)
The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,388, price is now $990 per person
$990
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip flight included
New York (JFK) to Norfolk (ORF)
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Save 100% on your flight
Price was $1,336, price is now $962 per person
$962
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip flight included
New York (JFK) to Norfolk (ORF)
The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia

3.5 out of 5
Save 100% on your flight
Price was $1,310, price is now $954 per person
$954
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip flight included
New York (JFK) to Norfolk (ORF)
Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

3 out of 5
Price was $1,330, price is now $993 per person
$993
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip flight included
New York (JFK) to Norfolk (ORF)
The Barclay Towers Resort Hotel

The Barclay Towers Resort Hotel

2.5 out of 5
Price was $1,452, price is now $1,114 per person
$1,114
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip flight included
New York (JFK) to Norfolk (ORF)
Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG

3.5 out of 5
Price was $1,123, price is now $866 per person
$866
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip flight included
New York (JFK) to Norfolk (ORF)
Hilton Garden Inn Virginia Beach Town Center

Hilton Garden Inn Virginia Beach Town Center

3 out of 5
Price was $1,278, price is now $985 per person
$985
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip flight included
New York (JFK) to Norfolk (ORF)
Breakers Resort Inn

Breakers Resort Inn

2 out of 5
Price was $1,090, price is now $884 per person
$884
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip flight included
New York (JFK) to Norfolk (ORF)
Sandcastle Resort On The Beach

Sandcastle Resort On The Beach

3 out of 5
Price was $1,203, price is now $980 per person
$980
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip flight included
New York (JFK) to Norfolk (ORF)
Coastal Hotel and Suites Virginia Beach Oceanfront

Coastal Hotel and Suites Virginia Beach Oceanfront

2.5 out of 5
Price was $1,640, price is now $1,362 per person
$1,362
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip flight included
New York (JFK) to Norfolk (ORF)
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

3 out of 5
Price was $934, price is now $778 per person
$778
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip flight included
New York (JFK) to Norfolk (ORF)

Top places to visit in Chesapeake City County

A golf course, a large building complex, and a marina by a river.
FlightsFlightsHotelsHotels

Chesapeake

Chesapeake

Flight deals to Chesapeake City County

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

Sat, Aug 22 - Mon, Aug 24
ATL
Atlanta
ORF
Norfolk
$80 Roundtrip, found 6 days ago
$80
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Aug 22 from Atlanta to Norfolk, returning Mon, Aug 24, priced at $80 found 6 days ago
Wed, Aug 19 - Sat, Aug 22
JAX
Jacksonville
ORF
Norfolk
$130 Roundtrip, found 1 day ago
$130
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Aug 19 from Jacksonville to Norfolk, returning Sat, Aug 22, priced at $130 found 1 day ago
Sat, Aug 22 - Sun, Aug 30
TPA
Tampa
ORF
Norfolk
$169 Roundtrip, found 3 days ago
$169
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sat, Aug 22 from Tampa to Norfolk, returning Sun, Aug 30, priced at $169 found 3 days ago

Top rated hotels for your Chesapeake City County vacation

Hyatt Studios Chesapeake

Hyatt Studios Chesapeake

2 out of 5
101 Volvo Parkway Chesapeake VA
Free Cancellation
Reserve now, pay when you stay
6.58 mi from city center
$175 nightly
The price is $205 total per night
$205 total
Jul 26 - Jul 27
Total with taxes and fees
With a stay at Hyatt Studios Chesapeake in Chesapeake (Greenbrier), you'll be within a 15-minute drive of Greenbrier Mall and Norfolk Scope.
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

3 out of 5
5700 Atlantic Ave Virginia Beach VA
Free Cancellation
Reserve now, pay when you stay
22.5 mi from city center
$142 nightly
The price is $167 total per night
$167 total
Aug 16 - Aug 17
Total with taxes and fees
With a stay at Wyndham Virginia Beach Oceanfront in Virginia Beach (Northeast Virginia Beach), you'll be within a 5-minute drive of Virginia Beach Boardwalk and First Landing State Park.
Ocean Resort

Ocean Resort

2.5 out of 5
Atlantic Avenue,2417 Virginia Beach VA
Free Cancellation
Reserve now, pay when you stay
21.7 mi from city center
$153 nightly
The price is $180 total per night
$180 total
Aug 17 - Aug 18
Total with taxes and fees
A stay at Ocean Resort places you in the heart of Virginia Beach, steps from Virginia Beach Boardwalk and Pacific Avenue.
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.