Find Luxury Hotels in Chesapeake, VA

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Check availability on Chesapeake Luxury Hotels

Tonight
Apr 4 - Apr 5
Tomorrow
Apr 5 - Apr 6
Next weekend
Apr 10 - Apr 12
In two weeks
Apr 17 - Apr 19

Our top choices for Chesapeake luxury hotels

Courtyard

The Founders Inn and Spa, Tapestry Collection by Hilton

The Founders Inn and Spa, Tapestry Collection by Hilton
4.0 star property
Virginia Beach
8.4 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Luxurious Virginia Beach retreat offers colonial charm, full-service spa, resort pools, and elegant gardens.
The price is ￥19,508
￥22,754 total
includes taxes & fees
Apr 13 - Apr 14
The Founders Inn and Spa, Tapestry Collection by Hilton
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront
4.0 star property
Northeast Virginia Beach
8.6 out of 10, Excellent, (1,120 reviews)
The price is ￥23,286
￥27,258 total
includes taxes & fees
Apr 8 - Apr 9
Hilton Virginia Beach Oceanfront
Lobby

DoubleTree by Hilton Virginia Beach

DoubleTree by Hilton Virginia Beach
4.0 star property
Northeast Virginia Beach
8.2 out of 10, Very Good, (1,004 reviews)
The price is ￥16,890
￥19,902 total
includes taxes & fees
Apr 12 - Apr 13
DoubleTree by Hilton Virginia Beach
Breakfast, lunch and dinner served

DoubleTree by Hilton Virginia Beach Oceanfront South

DoubleTree by Hilton Virginia Beach Oceanfront South
4.0 star property
Northeast Virginia Beach
8.2 out of 10, Very Good, (1,005 reviews)
The price is ￥17,117
￥20,005 total
includes taxes & fees
Apr 21 - Apr 22
DoubleTree by Hilton Virginia Beach Oceanfront South
Bar (on property)

Delta Hotels by Marriott Virginia Beach Waterfront Suites

Delta Hotels by Marriott Virginia Beach Waterfront Suites
4.0 star property
Northeast Virginia Beach
8.4 out of 10, Very Good, (1,475 reviews)
The price is ￥23,791
￥27,679 total
includes taxes & fees
May 4 - May 5
Delta Hotels by Marriott Virginia Beach Waterfront Suites
Front of property

The Inn at Four Eleven York

The Inn at Four Eleven York
4.0 star property
West Freemason
10.0 out of 10, Exceptional, (104 reviews)
The price is ￥37,305
￥43,382 total
includes taxes & fees
Apr 6 - Apr 7
The Inn at Four Eleven York
Lobby

The Westin Virginia Beach Town Center

The Westin Virginia Beach Town Center
4.0 star property
Northwest
8.8 out of 10, Excellent, (1,000 reviews)
The price is ￥22,865
￥26,612 total
includes taxes & fees
May 3 - May 4
The Westin Virginia Beach Town Center
Indoor pool, outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas

Marriott Virginia Beach Oceanfront Resort

Marriott Virginia Beach Oceanfront Resort
4.0 star property
Northeast Virginia Beach
9.0 out of 10, Wonderful, (1,000 reviews)
The price is ￥30,178
￥40,789 total
includes taxes & fees
Apr 26 - Apr 27
Marriott Virginia Beach Oceanfront Resort
3 restaurants, breakfast, lunch, dinner served; American cuisine

Hilton Norfolk The Main

Hilton Norfolk The Main
4.0 star property
Downtown Norfolk
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Riverside retreat offers rooftop terrace, 3 restaurants, and refined pool in Norfolk's cultural heart.
The price is ￥37,372
￥44,019 total
includes taxes & fees
Apr 7 - Apr 8
Hilton Norfolk The Main
Indoor pool, seasonal outdoor pool

The Historic Cavalier Hotel and Beach Club, Autograph Collection

The Historic Cavalier Hotel and Beach Club, Autograph Collection
4.0 star property
Northeast Virginia Beach
9.4 out of 10, Exceptional, (371 reviews)
The price is ￥49,338
￥66,167 total
includes taxes & fees
Apr 5 - Apr 6
The Historic Cavalier Hotel and Beach Club, Autograph Collection
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

Schooner Inn

Schooner Inn

10/10 Excellent
"Very clean and relaxing enjoyed the jacuzzi!!!!!"
Olivia 1-night trip
Posted 3 hours ago
Schooner Inn

Frequently asked questions

Are you searching for a great accommodation for your luxury holiday in Chesapeake?
Use Expedia to help you arrange a flight to Norfolk Intl. Airport (ORF) airport or Newport News - Williamsburg Intl. Airport (PHF) airport, and then choose from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you want to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Chesapeake has to offer. During your visit, you might want to enjoy the beaches and shopping which Chesapeake is known for.
When can I expect good weather in Chesapeake?
Planning for the weather is an important factor for making your trip to Chesapeake a success, especially when you're splurging. 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 there to see and do in Chesapeake?
Enjoy Chesapeake and visit Greenbrier Mall, Chesapeake Conference Center, and Chesapeake Square Mall. If you have extra time while you're in the area, you might want to stop by Cinemark Chesapeake Square and Lake Drummond.