Search for Cheap Deals on
Hotels in Chesapeake

Choose from 3443 Chesapeake Hotel Deals

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 ...
6.8/10 (1,003 reviews)
"Good stay, reasonably clean but room was very moist and there was mold in the bathroom."

Reviewed on Jul 14, 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 (445 reviews)
"Beautiful and comfortable upgraded rooms!"

Reviewed on Jul 10, 2025

STUDIOS & SUITES 4 LESS CHESAPEAKE
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! (1,000 reviews)
"N/A"

Reviewed on Jul 10, 2025

Wingate by Wyndham 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 ...
8/10 Very Good! (1,051 reviews)
"Very clean. Good upkeep. Staff was kind and very helpful. Away from the party scene and noise. We will return for another visit."

Reviewed on Jul 15, 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! (1,021 reviews)
"Very clean but needs more Handicapped parking. Chicken wind are great."

Reviewed on Jul 14, 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! (2,190 reviews)
"Easy check in and was able to check in early"

Reviewed on Jul 13, 2025

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
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! (1,018 reviews)
"Everything was great from the staff to the property. Hotel had great amenities like a rooftop pool and bar and an open air night club."

Reviewed on Jul 13, 2025

Hilton 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! (3,253 reviews)
"It was really nice location away from the main area😎."

Reviewed on Jul 15, 2025

Schooner Inn
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! (1,316 reviews)
"The property is two blocks from the beach, so the location is good. The room was clean. There was a small fridge in teh room and a microwave and coffee maker. The bed was comfortable. We had to get new towels each day from the front desk. I was disappointed to find our room was on the third floor ..."

Reviewed on Jul 15, 2025

Oceans 2700
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 (521 reviews)
"Fine"

Reviewed on Jul 13, 2025

Aqua Vista Resort Hotel
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
Stay at this 3-star business-friendly hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and ...
7.2/10 Good! (1,026 reviews)
Good stay
"Very friendly staff. Over all was a great stay. Pet friendly and no hidden fees or policies like I’ve experienced at other VA beach hotels. The room cleanliness could’ve had some improvements. The bed was comfortable and clean so that’s the most important thing for me"

Reviewed on Jul 14, 2025

La Quinta Inn & Suites by Wyndham Virginia Beach
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
Stay at this 3-star 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 (725 reviews)
"Great place"

Reviewed on Jul 13, 2025

La Quinta Inn by Wyndham Norfolk Virginia 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

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 3,443 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 $76. 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 $76.

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 $76.

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.