Find luxury hotels in Chesapeake, VA

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake Luxury Hotels

Our top choices for Chesapeake luxury hotels

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, (1,001 reviews)
  • cleanliness
    Luxurious Virginia Beach retreat offers colonial charm, full-service spa, resort pools, and elegant gardens.
The price is £121
includes taxes & fees
31 May - 1 Jun
The Founders Inn and Spa, Tapestry Collection by Hilton

DoubleTree by Hilton Virginia Beach

DoubleTree by Hilton Virginia Beach
4.0 star property
Northeast Virginia Beach
8.2 out of 10, Very good, (1,008 reviews)
The price is £94
includes taxes & fees
25 May - 26 May
DoubleTree by Hilton Virginia Beach

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, (1,007 reviews)
The price is £110
includes taxes & fees
25 May - 26 May
DoubleTree by Hilton Virginia Beach Oceanfront South

The Westin Virginia Beach Town Center

The Westin Virginia Beach Town Center
4.0 star property
Northwest
8.8 out of 10, Excellent, (1,001 reviews)
The price is £139
includes taxes & fees
25 May - 26 May
The Westin Virginia Beach Town Center

Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront
4.0 star property
Northeast Virginia Beach
8.6 out of 10, Excellent, (1,184 reviews)
The price is £171
includes taxes & fees
27 May - 28 May
Hilton Virginia Beach Oceanfront

The Inn at Four Eleven York

The Inn at Four Eleven York
4.0 star property
West Freemason
10.0 out of 10, Exceptional, (108 reviews)
The price is £220
includes taxes & fees
19 May - 20 May
The Inn at Four Eleven York

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, (1,470 reviews)
The price is £173
includes taxes & fees
25 May - 26 May
Delta Hotels by Marriott Virginia Beach Waterfront Suites

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 £216
includes taxes & fees
1 Jun - 2 Jun
Marriott Virginia Beach Oceanfront Resort

Hilton Norfolk The Main

Hilton Norfolk The Main
4.0 star property
Downtown Norfolk
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Riverside retreat offers rooftop terrace, 3 restaurants, and refined pool in Norfolk's cultural heart.
The price is £195
includes taxes & fees
14 Jun - 15 Jun
Hilton Norfolk The Main

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
4.0 star property
Northeast Virginia Beach
8.2 out of 10, Very good, (1,280 reviews)
The price is £176
includes taxes & fees
19 May - 20 May
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
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.

Find out more about Chesapeake

Chesapeakeand its attractions for luxury travelers

Chesapeake, Virginia, offers a range of experiences that cater perfectly to luxury travellers seeking both adventure and relaxation. Begin your journey at the Great Dismal Swamp National Wildlife Refuge, where you can enjoy guided eco-tours aboard a private boat, exploring the tranquil waterways and spotting unique wildlife. For a taste of culture, visit the Chesapeake City Park, which not only boasts beautiful walking trails but also features the impressive Chesapeake Planetarium for an out-of-this-world experience in stargazing. If you’re a golf enthusiast, the Riverfront Golf Club is a must-visit, where you can tee off on a meticulously designed course, followed by a sumptuous meal at the clubhouse overlooking the pristine greens. Families will appreciate the nearby Children's Museum of Virginia, where interactive exhibits ensure that even the youngest members of your party can indulge in creative fun. When it comes to accommodation, the Greenbrier is known for its luxurious amenities and exceptional service, perfectly situated to allow easy access to these attractions. After a day of exploring, unwind at the hotel's lavish spa, where you can experience bespoke treatments tailored to your needs, ensuring your stay is both comfortable and indulgent.

Top Chesapeake Hotel Reviews

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, VA (ORF-Norfolk Intl.) airport or Newport News, VA (PHF-Newport News - Williamsburg Intl.) 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 get what you'd like to make your stay special. If you want an upscale hotel with fine dining, a spa or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Chesapeake offers. 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 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 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 Chesapeake Golf Club and Chesapeake City Hall.

Explore a world of travel with Expedia