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Choose from 3426 Chesapeake Hotel Deals

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 ...
7.8/10 Good! (1,090 reviews)
"The hall carpet needs cleaned but the room was Emmaculent!!"

Reviewed on Jun 26, 2026

Wingate by Wyndham 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! (109 reviews)
"Awesome place to stay! Shocked that our rooms had full size refrigerators, a washer and dryer and dishwasher and a small cooktop as well as microwave. Room was very nice and clean and the staff could not have been more accommodating. The two little goats wandering in the parking lot the morning of ..."

Reviewed on Jun 22, 2026

YourSpace Hotels Chesapeake
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! (1,845 reviews)
"Our room wasn’t vacuumed. There was no soap in the bathroom. Also, the towels were out and not a full set. The bed was comfortable though."

Reviewed on Jun 27, 2026

Wyndham Virginia Beach Oceanfront
Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG

3.5 out of 5
4453 Bonney Rd Virginia Beach VA
  • 14 min drive from Greenbrier Mall
Book a stay at this business-friendly hotel in Virginia Beach. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff ...
8.4/10 Very Good! (359 reviews)
"It was pleasant"

Reviewed on Jun 26, 2026

Crowne Plaza Virginia Beach Town Center by IHG
Ocean Resort

Ocean Resort

2.5 out of 5
Atlantic Avenue,2417 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 a beach locale. Our guests praise the helpful staff and the clean rooms ...
7.8/10 Good! (1,580 reviews)
"clean"

Reviewed on Jun 26, 2026

Ocean Resort
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! (1,213 reviews)
"The mattress was too firm. The A/C unit in the room was extremely loud. The mini fridge didn't keep water cold."

Reviewed on Jun 26, 2026

Hilton Virginia Beach Oceanfront
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 ...
6.8/10 (885 reviews)
"Beach view was good, dirty floors. Very low to the floor toilet. No change of linens had to track down towels. 1 slow elevator for whole place. Shady characters. I guess I got what I payed for. No on-site parking Lobby needs refreshed"

Reviewed on Jun 27, 2026

Aqua Vista Resort Hotel
Hampton Inn Virginia Beach-Oceanfront South

Hampton Inn Virginia Beach-Oceanfront South

3 out of 5
1011 Atlantic Avenue Virginia Beach VA
  • 29 min drive from Greenbrier Mall
Book a stay at this beach hotel in Virginia Beach. Enjoy free breakfast, a beach locale, and a fitness center. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,202 reviews)
"The room was clean and the view was spectacular. The breakfast was on point."

Reviewed on Jun 26, 2026

Hampton Inn Virginia Beach-Oceanfront South
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! (2,315 reviews)
"A very relaxed area of the beach. The check in process was absolutely smooth like no other I have experienced. The front desk staff were friendly and very professional. My view from the terrace was amazing as I was able to view the sunrise. I would definitely return in the future."

Reviewed on Jun 27, 2026

Hyatt Place 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 ...
7.8/10 Good! (1,743 reviews)
"Amazing spot for a low price, food near by and very close to the beach boardwalk I enjoyed the hotel a lot of space, even a desk and a bit bathroom. The air also was nice and they even had a fridge and microwave."

Reviewed on Jun 26, 2026

Oceans 2700
La Quinta Inn & Suites by Wyndham Virginia Beach

La Quinta Inn & Suites by Wyndham Virginia Beach

3 out of 5
2800 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 an outdoor pool. Our guests praise the helpful staff and ...
7.4/10 Good! (1,279 reviews)
"Room was nice and clean, breakfast was ok."

Reviewed on Jun 25, 2026

La Quinta Inn & Suites by Wyndham Virginia Beach
Sandcastle Resort On The Beach

Sandcastle Resort On The Beach

3 out of 5
1307 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 free parking. Our guests praise the helpful staff and the convenient ...
7.8/10 Good! (1,000 reviews)
"The bad: Housekeeping was awful. Was there for a whole week and there was only ONE DAY that house keeping replaced our towels. Took two days to get replacement towels - TWICE- and it's only because I chased the housekeeper down to get them. Had to plead my case with her because she didn't have enough ..."

Reviewed on Jun 26, 2026

Sandcastle Resort On The Beach
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 $134. 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 $134.

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 $134.

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.