A golf course, a large building complex, and a marina by a river.

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Check availability on Chesapeake Luxury Hotels

Tonight
18 Aug - 19 Aug
Tomorrow
19 Aug - 20 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Chesapeake luxury hotels

1. The Founders Inn and Spa, Tapestry Collection by Hilton

The Founders Inn and Spa, Tapestry Collection by Hilton
Virginia Beach
  • Luxurious Virginia Beach retreat offers colonial charm, full-service spa, resort pools, and elegant gardens.
£109
includes taxes & fees
30 Aug - 31 Aug
The Founders Inn and Spa, Tapestry Collection by Hilton

2. The Westin Virginia Beach Town Center

The Westin Virginia Beach Town Center
Northwest
£131
includes taxes & fees
13 Sept - 14 Sept
The Westin Virginia Beach Town Center

3. Doubletree by Hilton Hotel Norfolk Airport

Doubletree by Hilton Hotel Norfolk Airport
Norfolk
  • Newly renovated luxury near Norfolk airport features plush beds, designer toiletries, and indoor pool.
£110
includes taxes & fees
6 Sept - 7 Sept
Doubletree by Hilton Hotel Norfolk Airport

4. Hilton Norfolk The Main

Hilton Norfolk The Main
Downtown Norfolk
  • Riverside retreat offers rooftop terrace, 3 restaurants, and refined pool in Norfolk's cultural heart.
£221
includes taxes & fees
27 Aug - 28 Aug
Hilton Norfolk The Main

5. The Inn at Four Eleven York

The Inn at Four Eleven York
West Freemason
£201
includes taxes & fees
23 Aug - 24 Aug
The Inn at Four Eleven York

6. Delta Hotels by Marriott Virginia Beach Waterfront Suites

Delta Hotels by Marriott Virginia Beach Waterfront Suites
Northeast Virginia Beach
£123
includes taxes & fees
14 Sept - 15 Sept
Delta Hotels by Marriott Virginia Beach Waterfront Suites

7. DoubleTree by Hilton Virginia Beach Oceanfront South

DoubleTree by Hilton Virginia Beach Oceanfront South
Northeast Virginia Beach
£109
includes taxes & fees
7 Sept - 8 Sept
DoubleTree by Hilton Virginia Beach Oceanfront South

8. Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront
Northeast Virginia Beach
£156
includes taxes & fees
7 Sept - 8 Sept
Hilton Virginia Beach Oceanfront

9. Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Northeast Virginia Beach
£150
includes taxes & fees
17 Sept - 18 Sept
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

10. Marriott Virginia Beach Oceanfront Resort

Marriott Virginia Beach Oceanfront Resort
Northeast Virginia Beach
£202
includes taxes & fees
7 Sept - 8 Sept
Marriott Virginia Beach Oceanfront Resort
View all properties

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

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

8/10 Good
"This hotel is fine, but somewhat overpriced during the weekend, The parking is difficult because the spots are very small and tight. We enjoyed having a balcony that overlooked the boardwalk and direct access to the beach. Virginia Beach is nice in the mornings, up to midday; it is too crowded later on, and all kinds of people at night."
Georgina 5-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
Schooner Inn

Schooner Inn

10/10 Excellent
"Pros: Clean. Parking included. Comfortable beds. Beautiful oceanfront. Last hotel on the beach. Great value. Great swimming pool. Nice staff. Super cold AC. Cons, (but certainly wouldn’t keep me from staying here): a bit dated. Bathroom fan didn’t work well, (I believe just needed a good cleaning), located next to public beach access, smelled marijuana a lot."
Rebecca 3-night trip
Posted 1 hour ago
Schooner Inn
Wyndham Garden Norfolk Downtown

Wyndham Garden Norfolk Downtown

10/10 Excellent
"Everything was great"
Aniscia 4-night trip
Posted 2 hours ago
Wyndham Garden Norfolk Downtown
Holiday Inn Va Beach-Oceanside (21st St) by IHG

Holiday Inn Va Beach-Oceanside (21st St) by IHG

10/10 Excellent
"This is my third time staying here , always so clean and fresh ,friendly staff clean rooms , bathroom and clean balconies, 10/10 i totally recommend this hotel . Ill see you next year"
Veronica 2-night trip
Posted 2 hours ago
Holiday Inn Va Beach-Oceanside (21st St) by IHG
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

8/10 Good
"Great location, has everything you need! Definitely needs some updating but overall a great stay!"
Michele 4-night trip
Posted 4 hours ago
Wyndham Virginia Beach Oceanfront
Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG

10/10 Excellent
"This was a breath of fresh air from the motel we left from previously. The rooms are so big and clean. I love the full sized shampoo and conditioners they leave out. The staff helped us out so much after a bad stay and got my husband to sign up for their rewards so we refuse to stay anywhere but through these guys."
Tracy 1-night trip
Posted 4 hours ago
Crowne Plaza Virginia Beach Town Center by IHG
Oceans 2700

Oceans 2700

8/10 Good
"The property is a little dated, but the location is excellent. Based on my experience, I would rate it 7.5/10. It was acceptable for my stay, but I would not describe it as very good. The towel replacement was not frequent enough. Given the high humidity near the sea, towels should ideally be changed daily. Also, there were no blankets provided, which was quite surprising, even in summer. This was my first time staying at a hotel without a blanket. I understand that humidity may make blankets feel damp, but it was still unusual and inconvenient."
Wei 2-night trip
Posted 17 hours ago
Oceans 2700
Sandcastle Resort On The Beach

Sandcastle Resort On The Beach

8/10 Good
"Staff was great and helpful. Elevators took forever and pool towels were scarce. Room was as expected and always good with an ocean view. No issues that we needed fixed. Just an easy weekend trip to the beach."
George 4-night trip
Posted 1 day ago
Sandcastle Resort On The Beach

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 Arboretum and The Crossings at Deep Creek Shopping Center.

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