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Hotels in Chesapeake

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Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center

2 out of 5
724 Woodlake Dr, Chesapeake, VA
  • 16 min walk from Greenbrier Mall
Stay at this hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (1,003 reviews)
"It was affordable and within a good range of everything needed. The staff was welcoming."

Reviewed on Jul 28, 2025

Red Roof Inn Chesapeake Conference Center
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 a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
6.4/10 (484 reviews)
"Great"

Reviewed on Jul 31, 2025

STUDIOS & SUITES 4 LESS CHESAPEAKE
Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

3 out of 5
3900 Atlantic Avenue, Virginia Beach, VA
  • 30 min drive from Greenbrier Mall
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 ...
7.8/10 Good! (1,018 reviews)
"Many activities for family"

Reviewed on Aug 1, 2025

Holiday Inn & Suites Virginia Beach North Beach by IHG
Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection

3 out of 5
1101 Atlantic Ave, Virginia Beach, VA
  • 29 min drive from Greenbrier Mall
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,043 reviews)
"I would stay here again! Nice little Bar & Grill!"

Reviewed on Jul 31, 2025

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA

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

3 out of 5
1801 Atlantic Ave, Virginia Beach, VA
  • 29 min drive from Greenbrier Mall
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (2,204 reviews)
"Likes: Front desk staff Option for late checkout and allowed to temain parked on premises until 3PM to enjoy beach and or pool. Dislikes: Housekeeping is only every three days Sand builds up in the room from the beach - a broom in the toom would be great for the tiled poetuon and bathroom. The elevator ..."

Reviewed on Aug 1, 2025

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
Holiday Inn Va Beach-Oceanside (21st St) by IHG

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

3 out of 5
2101 Atlantic Avenue, Virginia Beach, VA
  • 29 min drive from Greenbrier Mall
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (1,004 reviews)
"You can see the sunrise from the beach at the accommodation."

Reviewed on Aug 3, 2025

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

Hilton Virginia Beach Oceanfront

4 out of 5
3001 Atlantic Ave, Virginia Beach, VA
  • 30 min drive from Greenbrier Mall
Stay at this 4-star beach resort in Virginia Beach. Enjoy an outdoor pool, a beach locale, and 3 bars/lounges. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,016 reviews)
"Great location. Opted out of the pool and sky bar as it was small, but beach access was amazing. Convenient parking attached. Catch 31 breakfast was great. Will stay again. Only down side: never received housekeeping services would have preferred a full room refresh instead only received towels and ..."

Reviewed on Aug 1, 2025

Hilton Virginia Beach Oceanfront
Oceans 2700

Oceans 2700

2.5 out of 5
2700 Pacific Avenue, Virginia Beach, VA
  • 29 min drive from Greenbrier Mall
Book a stay at this business-friendly hotel in Virginia Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
8/10 Very Good! (1,345 reviews)
"Easy access to the beach and to the surrounding shop and dining! Our room was clean! The hotel itself was quiet and the pool was great! No complaints would stay here again"

Reviewed on Aug 1, 2025

Oceans 2700
Casa Del Mar

Casa Del Mar

2 out of 5
1010 W Ocean View Ave, Norfolk, VA
  • 32 min drive from Greenbrier Mall
Book a stay at this beach hotel in Norfolk. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Buckroe Beach and Park and Oceanview Fishing ...
5/10 (1,001 reviews)
"Pretty decent! Wish there was better breakfast options and things for hot breakfast. And need breakfast to last till 10 not 9. Overall I'll be back!"

Reviewed on Jul 28, 2025

Casa Del Mar
Oceanfront Inn

Oceanfront Inn

2.5 out of 5
2901 Atlantic Avenue, Virginia Beach, VA
  • 30 min drive from Greenbrier Mall
Book a stay at this 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! (1,425 reviews)
"Great location , we loved the beach and the indoor pool. We've been coming here for over 10 years and it is all was great."

Reviewed on Aug 1, 2025

Oceanfront Inn
Aqua Vista Resort Hotel

Aqua Vista Resort Hotel

2 out of 5
1719 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 in our reviews. Popular ...
6.6/10 (575 reviews)
"Great location on the beach."

Reviewed on Jul 29, 2025

Aqua Vista Resort Hotel
Red Roof PLUS+ & Suites Virginia Beach – Seaside

Red Roof PLUS+ & Suites Virginia Beach – Seaside

2.5 out of 5
1005 Pacific Ave, Virginia Beach, VA
  • 29 min drive from Greenbrier Mall
Book a stay at this business-friendly hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (885 reviews)
Which day again
"Hotel a block from the beach, beautiful view, nice and clean staff, it was nice, the only thing I didn't know was that the Jets flew overhead until 8:00 p.m."

Reviewed on Jul 31, 2025

Red Roof PLUS+ & Suites Virginia Beach – Seaside
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 3,426 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 $69. 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?

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How many hotels are there in Chesapeake?

With over 3,426 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 $69.

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.