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Hotels in Chesapeake

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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! (1,003 reviews)
Clean room, great staff, nice location

Reviewed on Jan 15, 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 ...
8.6/10 Excellent! (1,000 reviews)
Everything is excellent

Reviewed on Jan 9, 2026

Comfort Suites Chesapeake - Norfolk
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! (1,002 reviews)
Clean rooms, nice stuff

Reviewed on Jan 15, 2026

Holiday Inn Express Chesapeake - Norfolk by IHG
Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake

2.5 out of 5
1560 Crossways Blvd Chesapeake VA
  • 9 min walk from Greenbrier Mall
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,002 reviews)
Check in was easy, room is perfect for our needs and staff has been exceptionally pleasant and helpful.

Reviewed on Jan 14, 2026

Fairfield Inn and Suites By Marriott Chesapeake
WoodSpring Suites Chesapeake - Norfolk South

WoodSpring Suites Chesapeake - Norfolk South

2.5 out of 5
137 Kempsville Rd Chesapeake VA
  • 8 min drive from Greenbrier Mall
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff in our ...
5.8/10 (656 reviews)
Staff was really welcoming and nice.. I plan on returning.

Reviewed on Dec 8, 2025

WoodSpring Suites Chesapeake - Norfolk South
Extended Stay America Suites Chesapeake Crossways Blvd

Extended Stay America Suites Chesapeake Crossways Blvd

2.5 out of 5
1540 Crossways Blvd Chesapeake VA
  • 10 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 in our reviews. ...
6.4/10 (1,000 reviews)
Flawless room

Reviewed on Jan 13, 2026

Extended Stay America Suites Chesapeake Crossways Blvd
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! (2,495 reviews)
Our room was clean!

Reviewed on Jan 19, 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 ...
9.2/10 Wonderful! (2,179 reviews)
Yes

Reviewed on Jan 16, 2026

Hyatt Place Virginia Beach / Oceanfront
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 ...
8.2/10 Very Good! (1,208 reviews)
Staff was great, indoor and the outdoor heated pool was a huge hit for the kids, the restaurant has happy hour from 3-6pm daily, room was on the small side but clean and ocean view was amazing the or sunrises. U

Reviewed on Jan 20, 2026

Hilton Vacation Club Ocean Beach Club Virginia Beach
Hilton Vacation Club Oceanaire Virginia Beach

Hilton Vacation Club Oceanaire Virginia Beach

3.5 out of 5
3421 Atlantic Ave Virginia Beach VA
  • 30 min drive from Greenbrier Mall
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the pool and the helpful staff in ...
8.2/10 Very Good! (1,007 reviews)
Clean room with so many amenities that we enjoyed!

Reviewed on Jan 19, 2026

Hilton Vacation Club Oceanaire Virginia Beach
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
Book a stay at this 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! (1,322 reviews)
Wonderful stay

Reviewed on Jan 19, 2026

Holiday Inn & Suites Virginia Beach North Beach by IHG
Norfolk Waterside Marriott

Norfolk Waterside Marriott

3.5 out of 5
235 E Main St Norfolk VA
  • 13 min drive from Greenbrier Mall
Book a stay at this business-friendly hotel in Norfolk. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,001 reviews)
N/A

Reviewed on Jan 15, 2026

Norfolk Waterside Marriott
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 3,394 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 $81. 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 $81.

How many hotels are there in Chesapeake?

With over 3,394 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 $81.

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.