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Find Luxury Hotels in Chesapeake, VA

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Check availability on Chesapeake Luxury Hotels

Top Chesapeake Luxury Hotels

Aloft Chesapeake

3.0 star property
Greenbrier East
  • 24-hour health club
  • Indoor pool
8.4 out of 10, Very Good, (1003)
Plunge into refined comfort at this Chesapeake retreat featuring designer-appointed rooms with LCD televisions and premium toiletries. The sparkling indoor pool remains open until 11pm, while the sophisticated bar lounge offers craft drinks after exploring nearby shopping and dining options.
The price is AED 320
AED 375 total
includes taxes & fees
14 Dec - 15 Dec
Aloft Chesapeake

Red Roof Inn Chesapeake Conference Center

2.0 star property
Chesapeake
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • 24/7 front desk
7.0 out of 10, Good, (1002)
Plush bedding and tranquil atmosphere create a restful sanctuary at this Chesapeake hotel. Located just steps from the Conference Center and minutes from Greenbrier Mall, guests appreciate attentive service from the highly-rated staff while enjoying thoughtfully designed rooms with flat-screen TVs.
The price is AED 276
AED 324 total
includes taxes & fees
20 Nov - 21 Nov
Red Roof Inn Chesapeake Conference Center

Hyatt Place Chesapeake

3.0 star property
Greenbrier East
  • 24-hour gym
  • Indoor pool
8.4 out of 10, Very Good, (1002)
Plush bedding and designer bath products create a refined sanctuary in this Chesapeake hotel. Spacious rooms feature separate sitting areas and premium amenities. Swimming laps in the pristine indoor pool and enjoying made-to-order café fare complete the luxurious experience.
The price is AED 298
AED 349 total
includes taxes & fees
24 Nov - 25 Nov
Hyatt Place Chesapeake

Comfort Suites Chesapeake - Norfolk

2.5 star property
Greenbrier East
  • 24-hour gym
8.6 out of 10, Excellent, (1004)
Sophisticated comfort awaits at this Chesapeake hotel where individually decorated suites feature premium channels and thoughtful workspaces. Guests enjoy impeccable service, a serene pool area, and complimentary breakfast in an elegant setting with fireplace lounge and outdoor entertainment spaces.
The price is AED 309
AED 363 total
includes taxes & fees
19 Nov - 20 Nov
Comfort Suites Chesapeake - Norfolk

Extended Stay America Suites Chesapeake Crossways Blvd

2.5 star property
Greenbrier East
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
6.4 out of 10, (1000)
Kitchens with full-sized refrigerators transform extended stays into luxurious experiences at this serene Chesapeake retreat. Located just minutes from Greenbrier Mall and Oak Grove Lake Park, the hotel combines premium entertainment options with thoughtful amenities for a refined, home-like atmosphere.
The price is AED 274
AED 323 total
includes taxes & fees
1 Dec - 2 Dec
Extended Stay America Suites Chesapeake Crossways Blvd

InTown Suites Extended Stay Chesapeake VA – I-64/Crossway Blvd

2.0 star property
Greenbrier East
  • Parking included
  • Air conditioning
  • Laundry
  • Microwave
  • Kitchen
  • Living/Dining area
5.4 out of 10, (650)
Apartment-style comfort awaits at this extended-stay hotel just 1 mile from Greenbrier Mall. Each air-conditioned room features a fully equipped kitchen with refrigerator and stovetop, separate dining area, and 49-inch flat-screen TV with premium channels for a truly residential experience.
InTown Suites Extended Stay Chesapeake VA – I-64/Crossway Blvd

Courtyard by Marriott Chesapeake

3.0 star property
Greenbrier East
  • 24-hour gym
7.4 out of 10, Good, (592)
Sophisticated relaxation awaits guests seeking both convenience and comfort. The hotel boasts a restaurant, cafe, and welcoming bar where visitors can unwind after exploring nearby Greenbrier Mall or Norfolk attractions. Premium bedding and thoughtfully designed rooms create a luxurious retreat experience.
The price is AED 371
AED 434 total
includes taxes & fees
24 Nov - 25 Nov
Courtyard by Marriott Chesapeake
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.

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 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 Chesapeake Arboretum and Chesapeake Golf Club.