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Hotels in Chesapeake

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Tonight Feb 22 - Feb 23Next weekend Feb 28 - Mar 2

Choose from 3443 Chesapeake Hotel Deals

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
The price is $99 per night from Mar 23 to Mar 24
$99
includes taxes & fees
Mar 23 - Mar 24
Stay at this 3-star 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)
"Overall the stay was good. The shower door leaked and there was mold around the edges. They had to fix the shower head because it was shooting water up and down and all around. They were quick to fix and accommodate what they could. All the staff is very friendly and helps as best they can. The couch ..."

Reviewed on Feb 19, 2025

SpringHill Suites by Marriott Chesapeake Greenbrier
Wingate by Wyndham Chesapeake
Wingate by Wyndham Chesapeake
2.5 out of 5
817 Greenbrier Circle, Chesapeake, VA
  • 16 min walk from Greenbrier Mall
The price is $80 per night from Mar 1 to Mar 2
$80
includes taxes & fees
Mar 1 - Mar 2
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! (1,003 reviews)
"The hot tub and heated pool year round is the reason we come. The staff is okay, not the friendliest... The room is okay, some have a little wear and tear. Breakfast is bomb too! 👌😁Usually eggs, biscuits and gravy, waffles you make yourself, cereal, bagels, and fruit. Solid 4."

Reviewed on Feb 21, 2025

Wingate by Wyndham Chesapeake
Aloft Chesapeake
Aloft Chesapeake
3 out of 5
1454 Crossways Boulevard, Chesapeake, VA
  • 12 min walk from Greenbrier Mall
The price is $110 per night from Feb 24 to Feb 25
$110
includes taxes & fees
Feb 24 - Feb 25
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.2/10 Very Good! (1,002 reviews)
"Too many kids"

Reviewed on Feb 19, 2025

Aloft Chesapeake
Holiday Inn Express Chesapeake - Norfolk, an IHG Hotel
Holiday Inn Express Chesapeake - Norfolk, an IHG Hotel
2.5 out of 5
721 Conference Center Drive, Chesapeake, VA
  • 16 min walk from Greenbrier Mall
The price is $92 per night from Mar 2 to Mar 3
$92
includes taxes & fees
Mar 2 - Mar 3
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! (1,001 reviews)
"Very clean and well-ventilated."

Reviewed on Feb 19, 2025

Holiday Inn Express Chesapeake - Norfolk, an IHG Hotel
Schooner Inn
Schooner Inn
2 out of 5
215 Atlantic Ave, Virginia Beach, VA
  • 28 min drive from Greenbrier Mall
The price is $71 per night from Feb 24 to Feb 25
$71
includes taxes & fees
Feb 24 - Feb 25
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 ...
8.6/10 Excellent! (2,922 reviews)
Wonderful overnight stay!
"Absolutely amazing! The hotel was awesome and the price was perfect. The hotel is a historic structure and has been renovated but may not be as plush as other, more expensive luxury hotels. However, it was quaint, clean and comfortable. Our room had a small kitchenette that was fully furnished with ..."

Reviewed on Feb 19, 2025

Schooner Inn
Hyatt Place Virginia Beach / Oceanfront
Hyatt Place Virginia Beach / Oceanfront
3 out of 5
3601 ATLANTIC AVENUE, 36TH AND ATLANTIC, Virginia Beach, VA
  • 30 min drive from Greenbrier Mall
The price is $111 per night from Mar 4 to Mar 5
$111
includes taxes & fees
Mar 4 - Mar 5
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,600 reviews)
"Right on the ocean. Loved the boardwalk for morning walks!"

Reviewed on Feb 19, 2025

Hyatt Place Virginia Beach / Oceanfront
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
The price is $164 per night from Mar 2 to Mar 3
$164
includes taxes & fees
Mar 2 - Mar 3
Stay at this 3.5-star beach hotel in Virginia Beach. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (1,007 reviews)
"Unfortunately our stay was booked and a week out we were told the building was being waterproofed and our balcony was unusable. Actually the door was bolted shut so it couldnt be opened at all. Very disappointing. Only one elevator was functional for a very full hotel of guests. The lines and wait ..."

Reviewed on Feb 20, 2025

Hilton Vacation Club Oceanaire Virginia Beach
Holiday Inn & Suites Virginia Beach North Beach, an IHG Hotel
Holiday Inn & Suites Virginia Beach North Beach, an IHG Hotel
3 out of 5
3900 Atlantic Avenue, Virginia Beach, VA
  • 30 min drive from Greenbrier Mall
The price is $135 per night from Mar 9 to Mar 10
$135
includes taxes & fees
Mar 9 - Mar 10
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our ...
8/10 Very Good! (1,000 reviews)
"Very nice plane to stay."

Reviewed on Feb 16, 2025

Holiday Inn & Suites Virginia Beach North Beach, an IHG Hotel
Beach Quarters Resort
Beach Quarters Resort
2.5 out of 5
501 Atlantic Avenue, Virginia Beach, VA
  • 28 min drive from Greenbrier Mall
The price is $107 per night from Feb 26 to Feb 27
$107
includes taxes & fees
Feb 26 - Feb 27
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (1,424 reviews)
"Loved my view, could hear waves from my room"

Reviewed on Feb 16, 2025

Beach Quarters Resort
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
The price is $139 per night from Mar 2 to Mar 3
$139
includes taxes & fees
Mar 2 - Mar 3
Stay at this 3.5-star 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 ...
8.2/10 Very Good! (1,004 reviews)
"I think the property needs to be updated, and I am not sure why there is a resort fee in the off season. Other than the pool, nothing else is open. I think it’s just a money grab"

Reviewed on Feb 21, 2025

Hilton Vacation Club Ocean Beach Club Virginia Beach
Boardwalk Resort and Villas
Boardwalk Resort and Villas
3 out of 5
1601 Atlantic Ave, Virginia Beach, VA
  • 29 min drive from Greenbrier Mall
The price is $129 per night from Feb 23 to Feb 24
$129
includes taxes & fees
Feb 23 - Feb 24
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,001 reviews)
"I felt right at home"

Reviewed on Feb 18, 2025

Boardwalk Resort and Villas
Hyatt House Virginia Beach / Oceanfront
Hyatt House Virginia Beach / Oceanfront
3 out of 5
2705 Atlantic Avenue, Virginia Beach, VA
  • 30 min drive from Greenbrier Mall
The price is $152 per night from Mar 5 to Mar 6
$152
includes taxes & fees
Mar 5 - Mar 6
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,001 reviews)
"staff extremely friendly and helpful...hotel is clean!"

Reviewed on Feb 10, 2025

Hyatt House Virginia Beach / Oceanfront
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 3,443 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 $71. 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 $71.

How many hotels are there in Chesapeake?

With over 3,443 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 $71.

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.