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Hotels in Chesapeake

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Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

2.5 out of 5
1550 Crossways Blvd Chesapeake VA
  • 9 min walk from Greenbrier Mall
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,158 reviews)
"Put us right next to the elevator, exit door, ice machine. We heard every movement in the hallway ALL NIGHT LONG. Breakfast staff was AMAZING! Absolutely the highlight of our stay."

Reviewed on Nov 9, 2026

Comfort Suites Chesapeake - Norfolk
YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake

3 out of 5
2137 Starmount Parkway Chesapeake VA
  • 23 min drive from Greenbrier Mall
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Chesapeake Square ...
9.6/10 Exceptional! (284 reviews)
"More lights. Overhead lights are not user friendly. Lights on the center table between the beds would have given you a five... or standing lights on the corner.... had to move light from desk to accommodate. Will definitely book again... bringing a light of course."

Reviewed on Nov 10, 2026

YourSpace Hotels Chesapeake
SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier

3 out of 5
1446 Crossways Blvd Chesapeake VA
  • 16 min walk from Greenbrier Mall
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the ...
8/10 Very Good! (1,002 reviews)
"Reasonable. Not perfect. Building has some age on it."

Reviewed on Nov 9, 2026

SpringHill Suites by Marriott Chesapeake Greenbrier
Hyatt Studios Chesapeake

Hyatt Studios Chesapeake

2 out of 5
101 Volvo Parkway Chesapeake VA
  • 29 min walk from Greenbrier Mall
Stay at this hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Greenbrier Mall and Waterside District are located ...
Hyatt Studios Chesapeake
Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake

3 out of 5
1454 Crossways Boulevard Chesapeake VA
  • 12 min walk from Greenbrier Mall
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
Aloft by Marriott Chesapeake
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

3 out of 5
1101 Atlantic Ave Virginia Beach VA
  • 29 min drive from Greenbrier Mall
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,629 reviews)
"Good hotel on boardwalk, friendly staff."

Reviewed on Nov 9, 2026

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
Hilton Vacation Club Oceanaire Virginia Beach

Hilton Vacation Club Oceanaire Virginia Beach

3.5 out of 5
3421 Atlantic Ave Virginia Beach VA
  • 30 min drive from Greenbrier Mall
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the pool and the helpful staff in ...
8.2/10 Very Good! (1,332 reviews)
"We really enjoyed our fall weekend getaway. The location of this hotel is perfect for parking once and walking everywhere we wanted to go!"

Reviewed on Nov 10, 2026

Hilton Vacation Club Oceanaire Virginia Beach
Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach

3.5 out of 5
3401 Atlantic Ave Virginia Beach VA
  • 30 min drive from Greenbrier Mall
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, 2 indoor pools, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,647 reviews)
"Everything was wonderful. It was my mom’s birthday and she really enjoyed it. Came home still raving about it. Thank you."

Reviewed on Nov 10, 2026

Hilton Vacation Club Ocean Beach Club Virginia Beach
Budget Inn Norfolk Va

Budget Inn Norfolk Va

2 out of 5
9601 4th View Street Norfolk VA
  • 30 min drive from Greenbrier Mall
Stay at this motel in Norfolk. Enjoy free parking, WiFi (surcharge), and a 24-hour front desk. Popular attractions Ocean View Beach and Norfolk Beaches are located ...
Budget Inn Norfolk Va
Hyatt Place Virginia Beach / Oceanfront

Hyatt Place Virginia Beach / Oceanfront

3 out of 5
3601 ATLANTIC AVENUE Virginia Beach VA
  • 30 min drive from Greenbrier Mall
Book a stay at this beach hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (2,410 reviews)
"The room was very nice. They was nice and clean people nice and friendly and everything worked out good. I will come back and stay again."

Reviewed on Nov 9, 2026

Hyatt Place Virginia Beach / Oceanfront
Sundial Inn

Sundial Inn

2 out of 5
308 21st St Virginia Beach VA
  • 29 min drive from Greenbrier Mall
Stay at this motel in Virginia Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Sundial Inn
Schooner Inn

Schooner Inn

2 out of 5
215 Atlantic Ave Virginia Beach VA
  • 28 min drive from Greenbrier Mall
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the convenient ...
8.8/10 Excellent! (4,015 reviews)
"Great price for the view. The hotel is older and out of date but the room was comfortable and they had plenty of free parking. Even for our oversized van."

Reviewed on Nov 10, 2026

Schooner Inn
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 cheap hotels in Chesapeake

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Chesapeake.

Choosing the right hotel in Virginia has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Chesapeake’s 3,489 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $76. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Chesapeake hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Chesapeake. No matter your reason for visiting Chesapeake, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Chesapeake hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Chesapeake for as low as $76.

How many hotels are there in Chesapeake?

With over 3,489 hotels in Chesapeake, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $76.

How to find cheap car rentals in Chesapeake?

Finding a cheap car rental deal in Chesapeake is as easy as scoring cheap hotels in Chesapeake. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.