Deals on vacations and trips to Chesapeake City County

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Chesapeake City County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Budget Inn Norfolk Va

Budget Inn Norfolk Va

2 out of 5
Willoughby Spit
Price was $631, price is now $501 per person
$501
per person
Jul 22 - Jul 29
found 2 hours ago
Roundtrip flight included
Los Angeles (LAX) to Norfolk (ORF)
This motel features a snack bar/deli, laundry facilities, and free self parking. WiFi in public areas is provided and the front desk is staffed around-the-clock.
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Price was $1,047, price is now $777 per person
$777
per person
Jul 26 - Jul 29
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Norfolk (ORF)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Families will appreciate the playground and barbecue grills. There's an outdoor pool on site, and a terrace and a picnic area are also provided.
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Price was $925, price is now $688 per person
$688
per person
Jul 26 - Jul 29
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Norfolk (ORF)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference center. Enjoy the gym and perks like free self parking.
Sanderling Resort Residences

Sanderling Resort Residences

4 out of 5
Save 100% on your flight
Price was $2,621, price is now $2,040 per person
$2,040
per person
Jul 26 - Jul 29
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Norfolk (ORF)
A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. Family-friendly amenities include a children's pool and kid-friendly dining, along with kayaking.
The Sanderling

The Sanderling

4 out of 5
Price was $1,489, price is now $1,174 per person
$1,174
per person
Jul 26 - Jul 29
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Norfolk (ORF)
A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. Enjoy the 2 hot tubs and perks like free WiFi.

Top Chesapeake City County hotels deals

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

3 out of 5
817 Greenbrier Circle Chesapeake VA
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $108 total per night
$108 total
May 31 - Jun 1
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Hyatt Place Virginia Beach / Oceanfront

Hyatt Place Virginia Beach / Oceanfront

3 out of 5
3601 ATLANTIC AVENUE Virginia Beach VA
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $187 total per night
$187 total
May 12 - May 13
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and free buffet breakfast each morning.
Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

4 out of 5
3001 Atlantic Ave Virginia Beach VA
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $188 total per night
$188 total
May 12 - May 13
Total with taxes and fees
This resort features 3 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's an indoor pool on site, and a 24-hour front desk and a rooftop terrace are also provided.
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

3 out of 5
1101 Atlantic Ave Virginia Beach VA
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $138 total per night
$138 total
May 26 - May 27
Total with taxes and fees
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Guests will appreciate free perks like free self parking and WiFi in public areas.
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
$102 nightly
The price is $119 total per night
$119 total
May 12 - May 13
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A bar/lounge, a 24-hour front desk, and a terrace are also provided.
Schooner Inn

Schooner Inn

2 out of 5
215 Atlantic Ave Virginia Beach VA
$69 nightly
The price is $81 total per night
$81 total
May 13 - May 14
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A safe deposit box is provided and the front desk is staffed around-the-clock.
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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.

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Frequently asked questions

How much are vacation packages to Chesapeake City County?
Starting from as low as $501, hotel and flight packages are the perfect way to stretch your travel budget. Chesapeake City County, here you come!
Where can I get the best vacation package deals for Chesapeake City County?
You'll come across an excellent range of Chesapeake City County package deals on Travelocity. With as many as 400 airlines and 1,000,000 properties worldwide, arranging the ultimate escape will be simple.
Why should I book my Chesapeake City County vacation bundle via Travelocity?
You'll not only enjoy big savings, but you'll also have access to our 24/7 customer support, top-notch service and a Price Match Guarantee. Explore every nook-and-cranny across the world, discover hidden treasures and create unforgettable memories — we'll take care of the important details.
Can I save money on my Chesapeake City County car rental if I combine it with a hotel or flight?
Certainly. And our Chesapeake City County vacation packages are the ideal way to do it. In just a few clicks you can save cash and time by booking everything in one place. Collect the keys to your rental car and feel the freedom of the open road. Need to fill your itinerary? Add a few tours to your package and make savings on those too.
Which airport is best for Chesapeake City County?
Traveling to Chesapeake City County will see you step off the plane at Norfolk Intl. Airport (ORF) or Newport News - Williamsburg Intl. Airport (PHF).
What is there to do in Chesapeake City County?
Chesapeake City County boasts hidden gems at every corner, however make sure you plan a trip to Chesapeake City Park and Chesapeake City Hall while you're in town. These two attractions shouldn't be missed.

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