Name: Holiday Inn Va Beach-Oceanside (21st St) by IHG
Price range: $156 total
Rating: 8.8

Your Chesapeake City County Vacation

Leave the planning to us with a Chesapeake City County vacation package. With everything organized before you leave home, the only thing left for you to do is relax and experience this destination's beauty and culture. Not sure where your first stop should be? Chesapeake is among the most popular cities to visit during a trip to Chesapeake City County. Expedia has hotels, flights and all your other travel needs to help you put together your very own customized Chesapeake City County vacation today.

Top destinations in Chesapeake City County

The Latest Chesapeake City County Vacation Packages

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

Boardwalk Resort and Villas

Northeast Virginia Beach

$624

per person

Apr 19 - Apr 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Norfolk (ORF)

8.6/10 Excellent! (1,003 reviews)

Staff was very helpful and communicative

Reviewed on Jan 29, 2026

Sea Ranch Resort

$2,120

per person

Apr 18 - Apr 22

found 4 hours ago

Roundtrip flight included

Boston (BOS) to Norfolk (ORF)

8.6/10 Excellent! (1,001 reviews)

The room was clean, spacious, and comfortable. Privacy was respected. However, I couldn’t change the thermostat temperature lower (I guess it was locked because it was winter) as I get hot easily. The pool was nice and I liked that it was heated, but there were no towels on the racks. I wish there were showers in the pool area. I couldn’t get in the fitness center initially as the lock was broken. I did not eat at the restaurant.

Reviewed on Jan 30, 2026

Ocean 27

Northeast Virginia Beach

Save 100% on your flight

$1,748

per person

Mar 6 - Mar 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Norfolk (ORF)

6.4/10 (1,090 reviews)

Close to beach. Ground level beach access rooms. Grounds need to be picked-up a bit. Centrally located along boardwalk.

Reviewed on Oct 13, 2025

Sanderling Resort Residences

Save 100% on your flight

$1,844

per person

Mar 8 - Mar 12

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Norfolk (ORF)

No reviews

The Sanderling

$679

per person

Mar 16 - Mar 20

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)

8.8/10 Excellent! (523 reviews)

The elevator was broken. We were told that had been struck by lightning. I was also told that it had been broken for one year. They have three floors almost 2 of the buildings and I think two on the other, but I don’t know if they meant elevators in the building that we were in or every single one wasn’t clarified also told that they were having a New Year’s Eve celebration. Nothing was held in the lobby as previously expected the restaurant on site closed at 9 PM New Year’s Eve and we were rushed like you wouldn’t believe for six course meal that cost $300.

Reviewed on Jan 7, 2026

Find the Best Chesapeake City County Vacation Packages

Chesapeake City County Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Norfolk Intl. Airport (ORF)
Top Sights	Chesapeake City Park, Oak Grove Lake Park and Lake Drummond

Chesapeake City County Hotel Deals

Wingate by Wyndham Chesapeake

817 Greenbrier Circle Chesapeake VA

$75 nightly

$88 total

Feb 15 - Feb 16

Total with taxes and fees

7.8/10 Good! (1,000 reviews)

Great customer service

Reviewed on Feb 2, 2026

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

1801 Atlantic Ave Virginia Beach VA

$95 nightly

$111 total

Feb 11 - Feb 12

Total with taxes and fees

8.2/10 Very Good! (2,489 reviews)

all around well done

Reviewed on Jan 28, 2026

Holiday Inn Va Beach-Oceanside (21st St) by IHG

2101 Atlantic Avenue Virginia Beach VA

Fully refundable

$134 nightly

$156 total

Feb 18 - Feb 19

Total with taxes and fees

8.8/10 Excellent! (1,003 reviews)

Nice view of the beach

Reviewed on Jan 19, 2026

See all 3,424 properties in Chesapeake City County

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.