Search Resort Hotels in Chesapeake from CA $172

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Check prices for these dates

Next weekend
Feb 7 - Feb 9
In two weeks
Feb 14 - Feb 16
In one month
Feb 28 - Mar 2
In two months
Mar 28 - Mar 30

Browse Select Chesapeake Resorts

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

Hilton Virginia Beach Oceanfront

4.0 star property
8.0 out of 10, Very good, (1006)
"Great place! It is showing its age just a bit. Some things need updating. "
The price is CA $172
CA $202 total
includes taxes & fees
Feb 16 - Feb 17
Hilton Virginia Beach Oceanfront
Embassy Suites by Hilton Virginia Beach Oceanfront Resort
Indoor pool, seasonal outdoor pool

Embassy Suites by Hilton Virginia Beach Oceanfront Resort

2.0 star property
9.2 out of 10, Wonderful, (313)
"Great stay"
The price is CA $208
CA $292 total
includes taxes & fees
Feb 9 - Feb 10
Embassy Suites by Hilton Virginia Beach Oceanfront Resort
1BR 1BA sleeps four on Atlantic Ave near Rudee Inlet
Pool

1BR 1BA sleeps four on Atlantic Ave near Rudee Inlet

2.0 star property
9.2 out of 10, Wonderful, (5)
"The location and the accommodation was beautiful and very modern."
The price is CA $172
CA $361 total
includes taxes & fees
Feb 2 - Feb 3
1BR 1BA sleeps four on Atlantic Ave near Rudee Inlet
Barclay Towers Resort Oceanfront Unit with Oceanfront Balcony or Oceanview Patio
Interior

Barclay Towers Resort Oceanfront Unit with Oceanfront Balcony or Oceanview Patio

8.4 out of 10, Very good, (18)
"We had a quick trip to the VB shore! We had the best time. The location was beyond our expectations. The parking and amenities were great, even with the construction. We would book this again in a heartbeat. "
Barclay Towers Resort Oceanfront Unit with Oceanfront Balcony or Oceanview Patio
Beach Quarters Resort Oceanfront condo with Oceanfront balcony!
On the beach

Beach Quarters Resort Oceanfront condo with Oceanfront balcony!

9.0 out of 10, Wonderful, (4)
"Great place to stay. Could have been cleaner. Very convenient to everything."
Beach Quarters Resort Oceanfront condo with Oceanfront balcony!
Ocean Beach Club and Oceanaire is the nicest resort in Virginia Beach - 4 stars
On the beach, beach towels

Ocean Beach Club and Oceanaire is the nicest resort in Virginia Beach - 4 stars

9.0 out of 10, Wonderful, (4)
"Down time at the beach"
Ocean Beach Club and Oceanaire is the nicest resort in Virginia Beach - 4 stars
Ocean Sands Resort Oceanfront condo with Oceanfront Balcony!
Property grounds

Ocean Sands Resort Oceanfront condo with Oceanfront Balcony!

9.0 out of 10, Wonderful, (2)
"Easy working with realtor."
Ocean Sands Resort Oceanfront condo with Oceanfront Balcony!
Beautiful Oceanfront 2 bedroom luxury suite at Oceanaire Resort, upscale resort
Exterior

Beautiful Oceanfront 2 bedroom luxury suite at Oceanaire Resort, upscale resort

10.0 out of 10, Exceptional, (1)
"We had a great stay and couldn't be more pleased with this Oceanaire property. Our condo we stayed in was perfect for my family. Plenty of space, with very pretty views of the ocean and the rooms were spotless. Very well maintained units. They have four pools, two outdoor, one indoor for everyone to enjoy and one indoor adult only pool. The pools outdoors get very crowded and you should obtain a seat early in the morning to ensure a spot. The adult only indoor pool/hot tub is beautiful and...
Beautiful Oceanfront 2 bedroom luxury suite at Oceanaire Resort, upscale resort
Ocean Key Resort Directly Across the Street from Beach with Balcony!
Full-size fridge, microwave, stovetop, dishwasher

Ocean Key Resort Directly Across the Street from Beach with Balcony!

9.0 out of 10, Wonderful, (4)
"Staff was pleasant and helpful. Wasn't able to check on early but they did keep us updated. Great location. Rented the same week for last several years and got the same room. Love it."
Ocean Key Resort Directly Across the Street from Beach with Balcony!
Barclay Towers Resort Oceanfront Units with Oceanfront Balcony
Interior

Barclay Towers Resort Oceanfront Units with Oceanfront Balcony

8.0 out of 10, Very good, (12)
"Perfect size space for a quick trip"
Barclay Towers Resort Oceanfront Units with Oceanfront Balcony
Barclay Towers Resort Oceanfront Unit with Oceanfront Balcony or Oceanview Patio
Interior

Barclay Towers Resort Oceanfront Unit with Oceanfront Balcony or Oceanview Patio

9.0 out of 10, Wonderful, (18)
"I stayed at Barclay with my husband and daughter. We enjoyed our stay very much. The staff was very friendly and helpful. There is a coffee maker in the lobby where the coffee beans are freshly ground for every cup made! And it was delicious! One can select the type of coffee bean, and there is also hot chocolate. Our particular unit was very clean and very well equipped. The view of the ocean was spectacular. Our property manager was very easy to get along with, and very accessible. "
Barclay Towers Resort Oceanfront Unit with Oceanfront Balcony or Oceanview Patio
Boardwalk Villas 1BR 1 BA ocean front balcony sl 6
Indoor pool, a heated pool

Boardwalk Villas 1BR 1 BA ocean front balcony sl 6

Boardwalk Villas 1BR 1 BA ocean front balcony sl 6
Celebrate July 4th at Ocean Sands, Virginia Beach, Virginia
Beach nearby

Celebrate July 4th at Ocean Sands, Virginia Beach, Virginia

10.0 out of 10, Exceptional, (1)
"I booked the rental well in advance and the process went very smoothly from start to finish. My family and I had great time at this prime beach location. Thanks again."
Celebrate July 4th at Ocean Sands, Virginia Beach, Virginia
Ocean Beach Club Resort a Hilton Oceanfront Resort with 2 Oceanfront Balconies!
Property grounds

Ocean Beach Club Resort a Hilton Oceanfront Resort with 2 Oceanfront Balconies!

10.0 out of 10, Exceptional, (1)
"This was a great family vacation. So relaxing and so easy to have a great family vacation. I do wish the TVs were S mart TVs."
Ocean Beach Club Resort a Hilton Oceanfront Resort with 2 Oceanfront Balconies!
Ocean Key Resort 2br sleeps 6 with Oceanview balcony!
Full-size fridge, microwave, stovetop, dishwasher

Ocean Key Resort 2br sleeps 6 with Oceanview balcony!

10.0 out of 10, Exceptional, (1)
"East access to the beach. Art classes for kids and easy access to everything"
Ocean Key Resort 2br sleeps 6 with Oceanview balcony!
Oceanaire Resort a Hilton Oceanfront Resort with 2 Oceanview Balconies!
Property grounds

Oceanaire Resort a Hilton Oceanfront Resort with 2 Oceanview Balconies!

8.0 out of 10, Very good, (1)
"The space in the rooms worked out perfectly. There were some minor blemishes associated with the rooms: a moldy shower curtain, one of the pieces of trim falling off, the one balcony missing chairs, and the doors to get in and the ones for the adjoining room all stuck really badly. The only other inconvenience was not having enough elevators. I loved the view and the playground on the beach right in front of the hotel. The pools were perfect. The front desk associates, along with the rest of...
Oceanaire Resort a Hilton Oceanfront Resort with 2 Oceanview Balconies!
Ocean Beach Club Resort a Hilton Oceanfront Resort in a City View Unit!
Indoor pool, outdoor pool

Ocean Beach Club Resort a Hilton Oceanfront Resort in a City View Unit!

Ocean Beach Club Resort a Hilton Oceanfront Resort in a City View Unit!
Ocean Sands in Virginia Beach
Beach nearby

Ocean Sands in Virginia Beach

6.0 out of 10, (3)
"Nothing in this property matched the pictures. Instead of a nice room with windows and a balcony we got a dingy first floor room with a windowless bedroom. The room had a strong smells. The matress was uncomfortable and covered in plastic. When I tried to contact the owner I got no response. It was so bad my wife refused to stay and we rented an entirely different room. The checkin was bad too it took an hour because the owner did not tell them we were staying. Would not stay again. "
Ocean Sands in Virginia Beach
The Colony Condominiums Oceanfront Unit with Amazing Oceanfront Balcony
On the beach

The Colony Condominiums Oceanfront Unit with Amazing Oceanfront Balcony

9.6 out of 10, Exceptional, (5)
"The condo was a perfect location for the beach, walking to stores and resturaunts. Our kids loved the pool. The condo needed some work, bathtubs were peeling and wallpaper was peeling in the bathroom too. The condo had everything we needed for the kitchen and plenty of towels and linens. The property manager, Jessica, wasn’t pleasant to work with when I had questions before our arrival or regarding receiving the rental agreement. Overall, we had a great vacation and enjoyed our stay."
The Colony Condominiums Oceanfront Unit with Amazing Oceanfront Balcony
Turtle Cay Resort Virginia Beach 1 bedroom sleeps 4
Outdoor pool

Turtle Cay Resort Virginia Beach 1 bedroom sleeps 4

Turtle Cay Resort Virginia Beach 1 bedroom sleeps 4
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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Other property types in Chesapeake

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Exterior

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3.0 star property
8.0 out of 10, Very good, (1434)
"Jimmy in Maintenance was awesome! We had to move to another room because toilet was leaking. Jimmy took care of everything even retrieving the keys to new room. The lady at the front desk requested we come down to get keys. Jimmy saw we were loaded with luggage and helped us tremendously!!!"
The price is CA $128
CA $233 total
includes taxes & fees
Feb 18 - Feb 19
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
The Ocean Key Resort by VSA Resorts
Indoor pool

The Ocean Key Resort by VSA Resorts

3.0 star property
7.8 out of 10, Good, (1289)
"This was a great time "
The price is CA $110
CA $212 total
includes taxes & fees
Feb 17 - Feb 18
The Ocean Key Resort by VSA Resorts
Virginia Beach Oceanfront Studio, Lawn, Boardwalk, Pool, Beach
On the beach, sun loungers, beach towels

Virginia Beach Oceanfront Studio, Lawn, Boardwalk, Pool, Beach

9.8 out of 10, Exceptional, (85)
"This was one of the most ideal stays we have encountered. From the opening communication to the moment we left, we could not have asked for a better experience. The unit is a studio but held everything we could need and want. The owners were wonderfully communicative and provided depth information. Above all, the unit is so wonderfully located, right next to the boardwalk and beach. I could only wish I could give everything more than 5 stars!"
Virginia Beach Oceanfront Studio, Lawn, Boardwalk, Pool, Beach
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.

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: Hilton Virginia Beach Oceanfront - Beach resort right by Neptune Statue. 18.2 mi (29.3 km) from Chesapeake. Features 3 bars, a seasonal outdoor pool, and a health club. Highly rated for its great location. 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. Has 2 restaurants, a full-service spa, and a seasonal outdoor pool. 1BR 1BA sleeps four on Atlantic Ave near Rudee Inlet - Situated just a 5-minute walk from Virginia Beach Boardwalk. 18 mi (29 km) from Chesapeake. Enjoy the fitness center. Ocean Sands Resort Oceanfront condo with Oceanfront Balcony! - Beach resort steps from Virginia Beach Boardwalk. 18.2 mi (29.3 km) from Chesapeake. Access to a water park, a fitness center, and concierge services.
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. Virginia Beach Town Center and Naval Station Norfolk are a couple additional top attractions in the area.
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.