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Find Luxury Hotels in Chesapeake, VA

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Check availability on Chesapeake Luxury Hotels

Tonight
Jan 1 - Jan 2
Tomorrow
Jan 2 - Jan 3
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Chesapeake luxury hotels

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 ￥16,549
￥19,345 total
includes taxes & fees
Jan 8 - Jan 9
The Founders Inn and Spa, Tapestry Collection by Hilton
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, (1004)
"Great stay. "
United States
Chris
The price is ￥18,485
￥21,570 total
includes taxes & fees
Jan 9 - Jan 10
The Westin Virginia Beach Town Center
Premium bedding, down comforters, in-room safe, desk
Doubletree by Hilton Hotel Norfolk Airport

Doubletree by Hilton Hotel Norfolk Airport

Doubletree by Hilton Hotel Norfolk Airport
4.0 star property
Norfolk
7.8 out of 10, Good, (1002)
"Clean room, amazing, friendly and attentive staff. Would stay again anytime"
United States
Renee
The price is ￥13,727
￥16,257 total
includes taxes & fees
Jan 4 - Jan 5
Doubletree by Hilton Hotel Norfolk Airport
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, (1000)
"Clean premises, easy access to beach, great view from balcony, pool was relaxing "
Canada
Sharad
The price is ￥13,977
￥16,388 total
includes taxes & fees
Jan 6 - Jan 7
DoubleTree by Hilton Virginia Beach Oceanfront South
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
9.0 out of 10, Wonderful, (1011)
"Beautiful hotel, beautiful view, nice staff, lots to do on lot "
United States
Alea
The price is ￥19,806
￥29,123 total
includes taxes & fees
Jan 16 - Jan 17
Marriott Virginia Beach Oceanfront Resort
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, (1475)
" Clean room, excellent view, close to attractions "
United States
Cassandra
The price is ￥18,140
￥21,173 total
includes taxes & fees
Jan 30 - Jan 31
Delta Hotels by Marriott Virginia Beach Waterfront Suites
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, (1082)
"Excelent room and service!!!"
United States
Steven
The price is ￥13,977
￥16,543 total
includes taxes & fees
Jan 10 - Jan 11
Hilton Virginia Beach Oceanfront
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, (349)
"Is a greater place to stay and relax. "
United States
Hector
The price is ￥37,375
￥52,051 total
includes taxes & fees
Jan 5 - Jan 6
The Historic Cavalier Hotel and Beach Club, Autograph Collection
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, (1001)
"Staff and accomoidations were excellent"
United States
Linda
The price is ￥26,800
￥31,692 total
includes taxes & fees
Jan 24 - Jan 25
Hilton Norfolk The Main
Front of property - evening/night
Four Sails Resort

Four Sails Resort

Four Sails Resort
4.0 star property
Northeast Virginia Beach
7.6 out of 10, Good, (54)
"Sweet little spot for the price. Easy parking"
United States
Jon
Four Sails Resort
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
"I finally got to stay here for a night in the off season. I now know why I’ve never been able to book during the busy season lol! The location great, price great, staff friendly, beds comfy, looked newly painted, has a small kitchenette which is great. I don’t have anything negative to say and if I ever plan a trip far enough in advance to book in the summer, I will!"
Deidre 1-night trip
Posted 8 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 Bowlero Chesapeake and Cahoon Plantation Golf Course.