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Best Resorts in Chesapeake

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Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11
In one month
Jan 23 - Jan 25
In two months
Feb 20 - Feb 22

Our top choices for Chesapeake resorts

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront
4.0 star property
Northeast Virginia Beach
8.4 out of 10, Very Good, (1079)
"Excelent room and service!!!"
United States
Steven
$89 nightly
The price is $106
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hilton Virginia Beach Oceanfront
Indoor pool, seasonal outdoor pool
Embassy Suites by Hilton Virginia Beach Oceanfront Resort

Embassy Suites by Hilton Virginia Beach Oceanfront Resort

Embassy Suites by Hilton Virginia Beach Oceanfront Resort
3.5 star property
Northeast Virginia Beach
9.2 out of 10, Wonderful, (489)
"The room and staff were great"
United States
Lovesa
$160 nightly
The price is $186
Dec 30 - Dec 31
Total with taxes and fees
Embassy Suites by Hilton Virginia Beach Oceanfront Resort
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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Top Chesapeake Hotel Reviews

Boardwalk Resort and Villas

Boardwalk Resort and Villas

10/10 Excellent
"Was great. Staff was great. Was hoping to check out a little later but everything worked out. "
Ramsey 1-night trip
Posted 1 day ago
Boardwalk Resort and Villas

Find out more about Chesapeake

Chesapeake Resorts information

Number of reviews
1,567
Accommodation
112 Resorts
Lowest Price
$106
Highest Price
$186

Frequently asked questions

What is Chesapeake like for a resort vacation?
Longing for a relaxing getaway? Treat yourself to all the comforts and luxuries of a resort, where you can find everything you need for your vacation from convenient dining options to activities and entertainment. Browse the resort options in the area and discover the right one for you, whether you picture yourself kicking back in a suite with stunning views or hitting the golf course for an afternoon game.
What's the best resort for my stay in Chesapeake?
Our top-rated resorts around Chesapeake: Embassy Suites by Hilton Virginia Beach Oceanfront Resort - Spa resort, 5-minute walk from Virginia Beach Boardwalk. 18.3 mi (29.5 km) from Chesapeake. Features 2 restaurants, a full-service spa, and a seasonal outdoor pool. Hilton Virginia Beach Oceanfront - Beach resort, 5-minute walk from Virginia Beach Boardwalk. 18.2 mi (29.3 km) from Chesapeake. Has 3 bars, a seasonal outdoor pool, and a health club. Highly rated for its great location. Ocean Sands Resort with a nice Oceanfront Balcony - Beach resort steps from Virginia Beach Boardwalk. 18.2 mi (29.2 km) from Chesapeake. Enjoy the water park, sauna, and fitness center. Barclay Towers Resort Oceanfront Unit with Full Oceanfront Balcony - Beach resort, 5-minute walk from Virginia Beach Boardwalk. 18.1 mi (29.1 km) from Chesapeake. Access to an indoor pool and a hot tub.
What can I do in Chesapeake?
Travelers love exploring the beaches in Chesapeake, and come here for shopping and other popular activities. Grab your golf clubs for a game at Cahoon Plantation Golf Course and Chesapeake Golf Club, or head to Greenbrier Mall and Chesapeake Square Mall for some retail therapy. A few other attractions you may want to see are Chesapeake Conference Center and Portlock Galleries at SoNo.
What's the seasonal weather like in Chesapeake?
The hottest months are usually July and August with an average temp of 77°F, while the coldest months are January and February with an average of 45°F. Average annual precipitation for Chesapeake is 54 inches.
What's the best way to get to and around Chesapeake?
Fly into Norfolk Intl. Airport (ORF), which is located 10.1 mi (16.3 km) away from the heart of the city. Otherwise, look for flights into Newport News - Williamsburg Intl. Airport (PHF), which is 27.6 mi (44.5 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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