Search for Cheap Deals on
Hotels in Chesapeake

Choose from 3401 Chesapeake Hotel Deals

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 ...
8.4/10 Very Good! (1,007 reviews)
Nice room, good breakfast.

Reviewed on Dec 21, 2025

Comfort Suites Chesapeake - Norfolk
Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

2.5 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! (1,002 reviews)
I wasn’t as impressed with this stay. Could not fill the tub in 1st room. 2nd room had a much smaller tv. Both rooms only had 2 usb chargers. I can only give a good rating. Don’t think I would stay again

Reviewed on Dec 19, 2025

Wingate by Wyndham Chesapeake
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. ...
8.4/10 Very Good! (1,001 reviews)
Clean, amenities and spacious

Reviewed on Dec 14, 2025

Holiday Inn Express Chesapeake - Norfolk by IHG
Aloft Chesapeake

Aloft 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 ...
8.4/10 Very Good! (1,002 reviews)
I enjoyed my stay and I love how clean and welcoming the staff was. Thank you!

Reviewed on Dec 18, 2025

Aloft Chesapeake
Days Inn by Wyndham Chesapeake

Days Inn by Wyndham Chesapeake

2 out of 5
1439 Geo. Washington Hwy Chesapeake VA
  • 11 min drive from Greenbrier Mall
Book a stay at this business-friendly motel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our ...
5/10 (647 reviews)
nice front desk lady

Reviewed on Nov 5, 2025

Days Inn by Wyndham Chesapeake
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 ...
8.2/10 Very Good! (2,464 reviews)
Enjoyed our visit and great view from our balcony.

Reviewed on Dec 20, 2025

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
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 ...
8.6/10 Excellent! (3,689 reviews)
Clean room, good staff

Reviewed on Dec 20, 2025

Schooner Inn
Hyatt Place Virginia Beach Town Center

Hyatt Place Virginia Beach Town Center

3 out of 5
335 Independence Blvd Virginia Beach VA
  • 15 min drive from Greenbrier Mall
Book a stay at this business-friendly hotel in Virginia Beach. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and ...
9.2/10 Wonderful! (1,002 reviews)
Clean room

Reviewed on Dec 19, 2025

Hyatt Place Virginia Beach Town Center
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! (1,571 reviews)
El personal en el mostrador súper amable

Reviewed on Dec 17, 2025

Oceanfront Inn
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 ...
9.2/10 Wonderful! (2,147 reviews)
The staff was amazing from parking to checking in to checking out.,very professional.Would definitely stay again

Reviewed on Dec 22, 2025

Hyatt Place Virginia Beach / Oceanfront
La Quinta Inn by Wyndham Norfolk Virginia Beach

La Quinta Inn by Wyndham Norfolk Virginia Beach

3 out of 5
192 Newtown Rd Virginia Beach VA
  • 12 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 ...
6.2/10 (845 reviews)
Henry the GM was very helpful and happy to accommodate me and others guests

Reviewed on Dec 20, 2025

La Quinta Inn by Wyndham Norfolk Virginia Beach
Embassy Suites by Hilton Hampton Convention Center

Embassy Suites by Hilton Hampton Convention Center

3.5 out of 5
1700 Coliseum Drive Hampton VA
  • 47 min drive from Greenbrier Mall
Book a stay at this family-friendly hotel in Hampton. Enjoy free breakfast, room service, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,169 reviews)
Clean

Reviewed on Dec 24, 2025

Embassy Suites by Hilton Hampton Convention Center
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

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Chesapeake hotel with Hotwire to complete your one-of-a-kind travel checklist.

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 3,401 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 $63. 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 $63.

How many hotels are there in Chesapeake?

With over 3,401 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 $63.

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.