The Best Chesapeake Luxury Hotels - Upscale Hotels in Chesapeake, VA

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Pick from 7 Chesapeake Luxury Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

"Needed to stay because our ac died . The room was cool and the bed was comfortable."

$161 total

includes taxes & fees

May 19 - May 20

"Nice, clean place to stay. Pet friendly and great location "

$122 total

includes taxes & fees

May 27 - May 28

Suite, 1 King Bed with Sofa bed | Individually decorated, individually furnished, desk, laptop workspace

"Perfectly decent place to stay a few days."

$108 total

includes taxes & fees

May 27 - May 28

"I liked the rooms,i know they upgrade should have a discount until Renovation over,the rugs was dirty,chair was Peeling. "

$140 total

includes taxes & fees

May 23 - May 24

Deluxe Room, 2 Double Beds (Smoke Free) | In-room safe, desk, laptop workspace, blackout drapes

"I appreciated that they let me have my dog. The room smelled a bit strange before I came in though "

$103 total

includes taxes & fees

May 16 - May 17

Studio, 2 Double Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi

"Didn't like all of the dogs "

$94 total

includes taxes & fees

May 22 - May 23

Premium Room, 2 Double Beds | Desk, WiFi, bed sheets

"If you are looking for a efficiency studio apartment, this is the place for you. Unfortunately they have a faulty wire that makes the fire alarm go off! I talked to a few people who live there on a regular and it’s been going on for a while. You can’t beat the price. People were really friendly. "

Popular luxurious hotels

Most upscale stays in Chesapeake in 2024

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.

How many luxury hotels will I find in Chesapeake?

Lie in the lap of luxury during your getaway to Chesapeake in one of Expedia’s 16 luxury hotels.

What's the best time to vacation 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 Square Mall, and Great Dismal Swamp National Wildlife Refuge. If you have extra time while you’re in the area, you might want to stop by Oak Grove Lake Park and Chesapeake Conference Center.