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Check availability on Chesapeake Luxury Hotels

Our top choices for Chesapeake luxury hotels

Breakfast, lunch and dinner served
DoubleTree by Hilton Virginia Beach Oceanfront South

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, (1008)
"Always a nice stay. "
United States
Teresa
The price is 2.567.037 ₫
3.004.705 ₫ total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Virginia Beach Oceanfront South
Exterior
DoubleTree by Hilton Virginia Beach

DoubleTree by Hilton Virginia Beach

DoubleTree by Hilton Virginia Beach
4.0 star property
Northeast Virginia Beach
8.2 out of 10, Very good, (1007)
"We enjoyed our stay and the staff were very friendly "
United States
Rebecca
The price is 2.696.468 ₫
3.153.553 ₫ total
includes taxes & fees
22 Dec - 23 Dec
DoubleTree by Hilton Virginia Beach
Seasonal outdoor pool
Delta Hotels by Marriott Virginia Beach Waterfront Suites

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, (1465)
"Friendly staff and excellent facilities!"
United States
William
The price is 3.051.612 ₫
3.561.969 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Delta Hotels by Marriott Virginia Beach Waterfront Suites
Lobby
The Westin Virginia Beach Town Center

The Westin Virginia Beach Town Center

The Westin Virginia Beach Town Center
4.0 star property
Virginia Beach Town Center
8.8 out of 10, Excellent, (1003)
"Clean room, great restaurant and hospitality!"
United States
Gary
The price is 2.925.338 ₫
3.416.752 ₫ total
includes taxes & fees
26 Dec - 27 Dec
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

Marriott Virginia Beach Oceanfront Resort
4.0 star property
Northeast Virginia Beach
8.8 out of 10, Excellent, (1002)
"Very clean room and beautiful hotel "
United States
Tamekka
The price is 3.331.782 ₫
4.899.205 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Marriott Virginia Beach Oceanfront Resort
Lobby
The Founders Inn and Spa, Tapestry Collection by Hilton

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, (1002)
"was an excellent place to stay with our pets"
United States
Letty L
The price is 2.631.752 ₫
3.079.129 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Founders Inn and Spa, Tapestry Collection by Hilton
Breakfast, lunch, dinner served; beach views
Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront
4.0 star property
Northeast Virginia Beach
8.4 out of 10, Very good, (1073)
"Beautiful place to stay at the oceanfront!"
United States
Steven
The price is 2.610.181 ₫
3.080.627 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hilton Virginia Beach Oceanfront
Exterior
Hilton Norfolk The Main

Hilton Norfolk The Main

Hilton Norfolk The Main
4.0 star property
Downtown Norfolk
9.0 out of 10, Wonderful, (1005)
"Staff and accomoidations were excellent"
United States
Linda
The price is 4.508.494 ₫
5.331.317 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hilton Norfolk The Main
Property entrance
The Historic Cavalier Hotel and Beach Club, Autograph Collection

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, (346)
"My home in VB!"
United States
Emily
The price is 6.287.373 ₫
8.756.416 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Historic Cavalier Hotel and Beach Club, Autograph Collection
Front of property
The Inn at Four Eleven York

The Inn at Four Eleven York

The Inn at Four Eleven York
4.0 star property
West Freemason
10.0 out of 10, Exceptional, (100)
"Loved our stay at the Inn. Super comfortable bed with top quality linens. Staff was very friendly and accommodating. Convenient to all the wedding activities that we were in town for. Breakfast was delicious. "
United States
cheryl
The Inn at Four Eleven York
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

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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 Portlock Galleries at SoNo and Chesapeake Arboretum.