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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Resort in Chesapeake

Hilton Virginia Beach Oceanfront
Guests can dine al fresco amidst palm trees and ocean views.

Hilton Virginia Beach Oceanfront

4.0 star property
8.4 out of 10, Very good, (1021)
"The place smelled wonderful! Staff were very friendly and accommodating. "
The price is AU$320
includes taxes & fees
2 Sept - 3 Sept
Hilton Virginia Beach Oceanfront
Embassy Suites by Hilton Virginia Beach Oceanfront Resort
Relax by the pool, surrounded by a covered seating area with tables and chairs.

Embassy Suites by Hilton Virginia Beach Oceanfront Resort

3.5 star property
9.2 out of 10, Wonderful, (405)
"Great hotel"
The price is AU$433
includes taxes & fees
2 Sept - 3 Sept
Embassy Suites by Hilton Virginia Beach Oceanfront Resort
Ocean Key Resort next to Rudee Inlet
Relax in a spacious area with a sofa, armchairs, and a small table, offering a view of the outdoor pool.

Ocean Key Resort next to Rudee Inlet

8.8 out of 10, Excellent, (80)
"Excellent location and great service all around"
Ocean Key Resort next to Rudee Inlet
Barclay Towers Resort Oceanfront Unit with Full Oceanfront Balcony
Relax by the pool surrounded by lush greenery and a clear view of the outdoors.

Barclay Towers Resort Oceanfront Unit with Full Oceanfront Balcony

10.0 out of 10, Exceptional, (5)
"Room was very clean and comfortable. Staff was very friendly."
Barclay Towers Resort Oceanfront Unit with Full Oceanfront Balcony
The Colony Condominiums Oceanfront Unit with Amazing Oceanfront Balcony
Enjoy breathtaking views of the ocean from this balcony, featuring a pool and a pier in the distance.

The Colony Condominiums Oceanfront Unit with Amazing Oceanfront Balcony

9.2 out of 10, Wonderful, (9)
"Place was great. Very clean, friendly staff and ocean front. What more do you need. Also a great location near shops and restaurants."
The Colony Condominiums Oceanfront Unit with Amazing Oceanfront Balcony
Barclay Towers Resort Oceanfront Unit with Oceanfront Balcony or Oceanview Patio
Relax by the pool with a clear view of the sky through large arched windows.

Barclay Towers Resort Oceanfront Unit with Oceanfront Balcony or Oceanview Patio

8.6 out of 10, Excellent, (25)
"We had a great time here. Great location with beautiful views. "
Barclay Towers Resort Oceanfront Unit with Oceanfront Balcony or Oceanview Patio
The Colony Condominiums Oceanfront Unit with Amazing Oceanfront Balcony
Enjoy the ocean view from this balcony, featuring a pool and comfortable seating area.

The Colony Condominiums Oceanfront Unit with Amazing Oceanfront Balcony

8.8 out of 10, Excellent, (3)
"Over all I am happy. There are a few small things that could be improved, however nothing that would keep me from coming back."
The Colony Condominiums Oceanfront Unit with Amazing Oceanfront Balcony
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
7.2 out of 10, Good, (7)
"The location and the accommodation was beautiful and very modern."
1BR 1BA sleeps four on Atlantic Ave near Rudee Inlet
Beach Quarters Resort Oceanfront condo with Oceanfront balcony!
Enjoy the ocean view from this balcony with a clear view of the sandy beach and its amenities.

Beach Quarters Resort Oceanfront condo with Oceanfront balcony!

8.0 out of 10, Very good, (7)
"We enjoyed our stay,the location was perfect. Can't wait to go back next year."
Beach Quarters Resort Oceanfront condo with Oceanfront balcony!
Four Sails Resort Oceanfront condo with Oceanfront & City View Balconies
Relax by the pool surrounded by lounge chairs and tables in a spacious, airy environment.

Four Sails Resort Oceanfront condo with Oceanfront & City View Balconies

10.0 out of 10, Exceptional, (1)
"Was perfect for what my family needed. "
Four Sails Resort Oceanfront condo with Oceanfront & City View Balconies
Beautiful Oceanfront 2 bedroom luxury suite at Oceanaire Resort, upscale resort
Experience the modern hotel's sleek design, with each floor featuring spacious balconies overlooking the waterfront promenade.

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
Four Sails Resort Oceanfront condo with 2 Oceanfront Balconies
Indoor pool

Four Sails Resort Oceanfront condo with 2 Oceanfront Balconies

6.0 out of 10, (1)
"The condo was clean but needs some updates. The refrigerator had shelves 4 inches apart and you couldn't adjust them because the door opened against a wall. We had a difficult time storing food and drinks in it. The patio doors were very hard to open and close. The pool was under repair our entire visit. The staff was great and the café downstairs was very good."
Four Sails Resort Oceanfront condo with 2 Oceanfront Balconies
Barclay Towers Resort Oceanfront Units with Oceanfront Balcony
Relax by the pool surrounded by lush greenery and a clear view of the sky.

Barclay Towers Resort Oceanfront Units with Oceanfront Balcony

8.4 out of 10, Very good, (15)
"Everything"
Barclay Towers Resort Oceanfront Units with Oceanfront Balcony
Ocean Beach Club and Oceanaire is the nicest resort in Virginia Beach - 4 stars
Guests can enjoy a serene beach experience with gentle waves and scenic views.

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

9.0 out of 10, Wonderful, (4)
Ocean Beach Club and Oceanaire is the nicest resort in Virginia Beach - 4 stars
Ocean Sands Resort Oceanfront condo with 2 Oceanfront Balconies!!
Situated near the beach, Ocean Sands Resort offers stunning ocean views.

Ocean Sands Resort Oceanfront condo with 2 Oceanfront Balconies!!

9.0 out of 10, Wonderful, (2)
"The view was spectacular and right on the beach, which I loved. The condo was nice, the only thing I seen was there was mold on the sheer curtains but other than that it was pretty clean. There is definitely not enough plates silverware or cooking utensils or mugs unless you wash dishes everyday. I really enjoyed my stay there. Would recommend "
Ocean Sands Resort Oceanfront condo with 2 Oceanfront Balconies!!
Barclay Towers Resort Oceanfront Unit with Oceanfront Balcony or Oceanview Patio
Relax by the pool surrounded by lush greenery and natural light.

Barclay Towers Resort Oceanfront Unit with Oceanfront Balcony or Oceanview Patio

9.0 out of 10, Wonderful, (18)
"Nice place in a great location."
Barclay Towers Resort Oceanfront Unit with Oceanfront Balcony or Oceanview Patio
Four Sails Resort Oceanfront condo with 2 Oceanfront Balconies
Relax by the pool surrounded by lounge chairs and tables in a spacious, airy environment.

Four Sails Resort Oceanfront condo with 2 Oceanfront Balconies

10.0 out of 10, Exceptional, (3)
"The staff was very friendly, room was cozy and nice. Beautiful ocean front view. We will definitely come back."
Four Sails Resort Oceanfront condo with 2 Oceanfront Balconies
Barclay Towers featuring a beautiful beach front view
Enjoy ocean views from the balcony, relax in the armchair or sofa, and stay productive with a laptop workspace.

Barclay Towers featuring a beautiful beach front view

Barclay Towers featuring a beautiful beach front view
Beach Quarters Resort Oceanfront condo with Oceanfront balcony!
Enjoy breathtaking views of the ocean from this beachfront balcony.

Beach Quarters Resort Oceanfront condo with Oceanfront balcony!

10.0 out of 10, Exceptional, (2)
"We had such a great time! We thoroughly enjoyed the ocean view and the proximity to the beach! We will definitely recommend this resort to everyone!"
Beach Quarters Resort Oceanfront condo with Oceanfront balcony!
Hilton Oceanaire Resort Escape – Oceanfront Bliss with Dual Oceanview Balconies!
Relax by the pool surrounded by lush greenery and modern architecture.

Hilton Oceanaire Resort Escape – Oceanfront Bliss with Dual Oceanview Balconies!

9.0 out of 10, Wonderful, (2)
"Great experience, great location, property was clean and spacious, and the staff was friendly and easy to work with! Definitely will book again!"
Hilton Oceanaire Resort Escape – Oceanfront Bliss with Dual Oceanview Balconies!
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

What is Chesapeake like for a resort holiday?
Longing for a relaxing getaway? You deserve the comforts and luxuries of a resort, where you can find everything you need for your stay—from tasty dining options to entertainment and shopping. Browse the resort options in the area and discover the one that's best 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 a favourite resort for my stay in Chesapeake?
Here are our top-rated resorts around Chesapeake: Hilton Virginia Beach Oceanfront - Beach resort, 5-minute walk from Virginia Beach Boardwalk. 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. Ocean Sands Resort with a nice Oceanfront Balcony - Beach resort steps from Virginia Beach Boardwalk. 18.2 mi (29.2 km) from Chesapeake. Amenities include a water park, a sauna and a fitness centre. 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 1 hot tub.
What can I do in Chesapeake?
Travellers love exploring the beaches in Chesapeake, and come here for shopping and other popular activities. Grab your golf clubs for a round at Cahoon Plantation Golf Course and Chesapeake Golf Club, or head to Greenbrier Mall and Chesapeake Square Mall for some retail therapy. Naval Station Norfolk and Sandbridge Beach are a couple of additional top attractions in the area.
What's the weather like in Chesapeake?
The hottest months are usually July and August, with an average temperature of 25°C, while the coldest months are January and February, with an average of 7°C. Average annual precipitation for Chesapeake is 1359 mm.
What's the best way to get to and around Chesapeake?
Fly into Norfolk, VA (ORF-Norfolk Intl.), which is located 10.1 mi (16.3 km) from the heart of the city. Otherwise, look for flights into Newport News, VA (PHF-Newport News - Williamsburg Intl.), which is 27.6 mi (44.5 km) away. If you'd like to explore around the area, consider renting a car to explore more sights.