Search for Cheap Deals on
Hotels in Chesapeake

Check Last Minute Chesapeake Hotel Deals

Tonight Apr 4 - Apr 5Next weekend Apr 10 - Apr 12

Choose from 3465 Chesapeake Hotel Deals

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 ...
8/10 Very Good! (1,001 reviews)
The front desk personnel is friendly (especially the young lady on night duty) The hotel is clean and bright. Our room is ALWAYS fresh smelling and extremely neat. The morning breakfast is tasty and filling. I have loved each time we have stayed here and is No. 1 on my hotel list !!!!!!!

Reviewed on Apr 3, 2026

Wingate by Wyndham Chesapeake
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 ...
8.8/10 Excellent! (1,000 reviews)
Love the hotel

Reviewed on Mar 30, 2026

Comfort Suites Chesapeake - Norfolk
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! (414 reviews)
Breakfast is always on spot , I chose Tru for this reason as well. I have stayed several times already and no complain or whatsoever. Hopefully there will be microwave in the rooms or at least in the lobby for guests to use.

Reviewed on Apr 1, 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! (1,000 reviews)
Everything was great as usual. Definitely my go to place to stay when Im in town. The staff aim to please. Amenities are always available when nedded. Parking was easy and breakfast was delicious..

Reviewed on Mar 30, 2026

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 ...
8.6/10 Excellent! (1,000 reviews)
Clean Room, beds were comfy.

Reviewed on Mar 30, 2026

Aloft Chesapeake
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
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,004 reviews)
Super clean and friendly staff

Reviewed on Apr 3, 2026

SpringHill Suites by Marriott Chesapeake Greenbrier
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! (2,526 reviews)
Excellent location, friendly staff

Reviewed on Apr 3, 2026

Country Inn & Suites by Radisson, 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! (2,206 reviews)
Everything was excellent. The only inconvenience we have was the valet parking - we waited 45 mins- people that came after us for their cars but bot us. So, I end up going to the parking lot and get the car by myself.

Reviewed on Apr 2, 2026

Hyatt Place 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! (1,238 reviews)
This was a nice property on the beach. Perfect to see the sunrise each morning.

Reviewed on Apr 1, 2026

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
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
Book a stay at this 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 ...
8.4/10 Very Good! (1,297 reviews)
First, we want to compliment your staff—they were great, helpful, and very responsive throughout our visit. We truly appreciated their attentiveness. However, the room we stayed in was quite noisy. It was located right next to the street, with traffic, trash pickup right beneath the room, and last ...

Reviewed on Apr 3, 2026

Hilton Vacation Club Ocean Beach Club Virginia Beach
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! (3,743 reviews)
The room was better than expected, top floor, fabulous view of the beach and ocean, clean. The beds were very comfortable, there were plenty of towels and a good shower. A small kitchen with dishes, utensils and other basics provided, much appreciated. Parking was plentiful and convenient. Most staff ...

Reviewed on Apr 3, 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! (1,120 reviews)
Perfect LOCATION!!!! Perfect PARKING EXPERIENCE( 25 days a night you can go in and out, located across the hotel -walkable through bridge.) Perfect staff, cleanliness and overall an amazing experience. Be sure to confirm the outdoor pool is open.

Reviewed on Apr 3, 2026

Hilton 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

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 3,465 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 $82. 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 $82.

How many hotels are there in Chesapeake?

With over 3,465 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 $82.

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.