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Hotels in Chesapeake

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Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

3 out of 5
817 Greenbrier Circle Chesapeake VA
  • 16 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 breakfast and the helpful ...
8/10 Very Good! (1,035 reviews)
Everything was good in the hotel other than the tub was clogged when I took a shower.

Reviewed on May 11, 2026

Wingate by Wyndham Chesapeake
STUDIOS & SUITES 4 LESS CHESAPEAKE

STUDIOS & SUITES 4 LESS CHESAPEAKE

2 out of 5
2222 S Military Hwy Chesapeake VA
  • 4 min drive from Greenbrier Mall
Stay at this hotel in Chesapeake. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (800 reviews)
Good stall

Reviewed on May 10, 2026

STUDIOS & SUITES 4 LESS CHESAPEAKE
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! (69 reviews)
The property was nice…clean, good fitness center, room was fine. We booked through Expedia for only a 1 night stay and when we arrived to check in, they didn’t have any of the type of room we reserved, so they downgraded. The front desk person basically said our room wasn’t guaranteed because we ...

Reviewed on May 10, 2026

YourSpace Hotels Chesapeake
TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA

2.5 out of 5
1570 CROSSWAYS BLVD Chesapeake VA
  • 5 min walk from Greenbrier Mall
Stay at this hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (452 reviews)
The showers wasn’t clean at all. I wandering if the sheets was changed before our arrival.

Reviewed on May 11, 2026

TRU by Hilton Chesapeake, VA
Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG

2.5 out of 5
721 Conference Center Drive Chesapeake VA
  • 16 min walk from Greenbrier Mall
Stay at this hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (1,005 reviews)
Didn’t care so much for the fact that the rooms were not throughly cleaned a daily basis. One day they picked up the trash in the room and didn’t make the beds or swap out towels. Another day the made the bed and didn’t empty trash or switch towels. Another day they swapped towels and left trash ...

Reviewed on May 9, 2026

Holiday Inn Express Chesapeake - Norfolk by IHG
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

3 out of 5
5700 Atlantic Ave Virginia Beach VA
  • 31 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 restaurant and the helpful staff ...
7.8/10 Good! (1,815 reviews)
I thought that I saw that breakfast was included but they charge $17.99/ guest for the breakfast.

Reviewed on May 11, 2026

Wyndham Virginia Beach Oceanfront
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! (2,278 reviews)
What they don’t tell you is that it is forced valet parking as their “garage” is under maintenance! Also am incidental charge per night just a flat retainer for stay. Would not recommend!

Reviewed on May 12, 2026

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

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

3 out of 5
1801 Atlantic Ave Virginia Beach VA
  • 29 min drive from Greenbrier Mall
Book a stay at this beach hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (2,569 reviews)
Good

Reviewed on May 12, 2026

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
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! (1,310 reviews)
Beds were leaning and hair in bathroom view was amazing

Reviewed on May 11, 2026

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
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! (3,839 reviews)
Staff was very friendly and helpful. Beach View was Beautiful. Rooms was clean, but need updated. Would definitely stay here again

Reviewed on May 11, 2026

Schooner Inn
Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

4 out of 5
3001 Atlantic Ave Virginia Beach VA
  • 30 min drive from Greenbrier Mall
Book a stay at this beach resort in Virginia Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,182 reviews)
I appreciated the greeting and professional help they gave my family and I as we got there. We walked through the hotel, abd it was beautiful. We will make this hotel “ our favorite one to stay”. Fell in love with the location, the view of the ocean, and the restaurant in the Hotel. Definitely coming ...

Reviewed on May 11, 2026

Hilton Virginia Beach Oceanfront
The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
424 Atlantic Avenue Virginia Beach VA
  • 28 min drive from Greenbrier Mall
Stay at this aparthotel in Virginia Beach. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our ...
7.6/10 Good! (1,510 reviews)
I didn’t have a beach view once checked in even though I was informed I would have one. The A/C was down the first night BUT thanks to MAINTENANCE before and after bringing me a fan! overall 7/10.

Reviewed on May 8, 2026

The Ocean Key Virginia Beach 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.

Find cheap hotels in Chesapeake

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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $83. 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.

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Frequently Asked Questions About Chesapeake hotels

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

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How many hotels are there in Chesapeake?

With over 3,433 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 $83.

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.