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Top Rated Chesapeake Hotels

Extended Stay America Chesapeake - Crossways Boulevard
Extended Stay America Chesapeake - Crossways Boulevard
2.5 out of 5.0 1540 Crossways Blvd, Chesapeake, VA
Free Cancellation
$58
2.3/5 (43 reviews)

it was close to the place where i work at the room was clean the front desk people was nice and friendly

Reviewed on Apr 4, 2019
At Extended Stay America Chesapeake - Crossways Boulevard, guests have access to free WiFi in public areas, coffee in a common area, and laundry facilities. ...
Hyatt Place Chesapeake
Hyatt Place Chesapeake
3.0 out of 5.0 709 Eden Way N, Chesapeake, VA
Free Cancellation
$99
3.9/5 (55 reviews)

Manager was very friendly and nice. Staff was great. Only thing I had issues with was getting in contact with front desk from my room and the made entering my room while I was in the bed. Apparently, she didn't know that I was staying over another night but other than that, it was great!

Reviewed on Oct 21, 2019
At Hyatt Place Chesapeake, guests enjoy features like an indoor pool, a 24-hour fitness center, and free WiFi in public areas. You can take advantage of free ...
Red Roof Inn Chesapeake Conference Center
Red Roof Inn Chesapeake Conference Center
2.0 out of 5.0 724 Woodlake Dr, Chesapeake, VA
Free Cancellation
$48
3.3/5 (87 reviews)

The property is conveniently located with a variety of nearby services. the check-in was seamless and staff friendly. The in-room amenities were as advertised and in good condition and the room was clean. I have stayed at Red Roof Inns that offer breakfast although this facility does not, Given the ...

Reviewed on Oct 1, 2019
Red Roof Inn Chesapeake Conference Center offers free WiFi in public areas and coffee in a common area. Free parking is included with your stay. The 24-hour ...
Wingate by Wyndham Chesapeake
Wingate by Wyndham Chesapeake
2.5 out of 5.0 817 Greenbrier Circle, Chesapeake, VA
Free Cancellation
$76
4.0/5 (13 reviews)

Stay is very convenient and the staff are very friendly and helpful. I have an excellent stay withe my grand kids at this hotel.

Reviewed on Aug 21, 2019
Guests of Wingate by Wyndham Chesapeake have access to an indoor pool, a fitness center, and a spa tub. Free parking is available if you drive. The 24-hour front ...
Hampton Inn & Suites Chesapeake-Battlefield Boulevard
Hampton Inn & Suites Chesapeake-Battlefield Boulevard
2.5 out of 5.0 1421 Battlefield Blvd N, Chesapeake, VA
$83
4.1/5 (28 reviews)

The staff was exceptionally friendly and helpful, going above and beyond to help us feel welcome.

Reviewed on Oct 11, 2019
At Hampton Inn & Suites Chesapeake-Battlefield Boulevard, guests enjoy features like an indoor pool, a fitness center, and a spa tub. You can put free parking ...
Comfort Suites Chesapeake - Norfolk
Comfort Suites Chesapeake - Norfolk
2.5 out of 5.0 1550 Crossways Blvd, Chesapeake, VA
Free Cancellation
$67
4.2/5 (29 reviews)

This was one of my best hotel stays! The room was spotlessand comfortable and the staff was curteous and attentive.

Reviewed on Nov 11, 2019
Guests of Comfort Suites Chesapeake - Norfolk enjoy a sauna, WiFi in public areas, and a meeting room. You can put free parking to good use if you drive. The ...
Extended Stay America - Chesapeake - Churchland Blvd.
Extended Stay America - Chesapeake - Churchland Blvd.
2.5 out of 5.0 3214 Churchland Blvd, Chesapeake, VA
Free Cancellation
$58
3.1/5 (36 reviews)

Convenient to my needs, friendly staff and easy parking

Reviewed on Oct 21, 2019
Renovated in 2016, Extended Stay America - Chesapeake - Churchland Blvd. offers free WiFi in public areas, coffee in a common area, and laundry facilities. If ...
Extended Stay America Chesapeake - Greenbrier Circle
Extended Stay America Chesapeake - Greenbrier Circle
2.5 out of 5.0 809 Greenbrier Cir, Chesapeake, VA
Free Cancellation
$63
2.9/5 (33 reviews)

Enjoyed our stay. Everything was as expected. Definitely will return again in the future.

Reviewed on Dec 16, 2018
Guests of Extended Stay America Chesapeake - Greenbrier Circle enjoy a fitness center, free WiFi in public areas, and coffee in a common area. If you drive, ...
Aloft Chesapeake
Aloft Chesapeake
3.0 out of 5.0 1454 Crossways Boulevard, Chesapeake, VA
Free Cancellation
$79
4.1/5 (80 reviews)

The Property was very nice and the Staff was especially accommodating. We enjoyed our stay very much

Reviewed on Oct 28, 2019
Built in 2015, the brand new Aloft Chesapeake offers an indoor pool, a 24-hour health club, and free WiFi in public areas. You can take advantage of free parking, ...

Luxury Hotels in Chesapeake

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Pet Friendly Chesapeake Hotels

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Finding a Hotel in Chesapeake


So you're thinking about a vacation to Chesapeake? If you want a place to hang your hat that's located near some well-known Chesapeake attractions such as Greenbrier Mall and Chesapeake Square Mall, just go to Orbitz, choose your travel dates, and voilà! Review the list of hotels and other accommodations to identify those that are near everything you want to see.


Whether you're searching for a B&B or an affordable hotel, Chesapeake offers 48 lodging choices including:

  • 35 hotels
  • 2 apartments
  • 7 motels

We make it easy to find a convenient flight into Norfolk, VA (ORF-Norfolk Intl.), which is 10.1 mi (16.3 km) from the heart of the city. Find the perfect flight in a flash by using the filters on our site to narrow down your search.


Accommodations in Chesapeake


Orbitz can help you find lodging that has all the amenities you want in a hotel, whether that's free parking, a kitchen, or a pool.

If you want an early meal before hitting the trail to discover the area, think about one of these Chesapeake properties, recommended by guests for their free breakfast:

  • Wingate by Wyndham Chesapeake
  • Econo Lodge Chesapeake
  • Hyatt Place Chesapeake

Go swimming when you stay at one of these Chesapeake properties, noted for their pools.

  • Hampton Inn & Suites Chesapeake-Battlefield Boulevard
  • Wingate by Wyndham Chesapeake
  • Residence Inn by Marriott Chesapeake Greenbrier

If airport transportation is essential when you travel, these are the top Chesapeake properties that offer guests a free airport shuttle:

  • Hyatt Place Chesapeake
  • Hilton Garden Inn Chesapeake/Greenbrier

What's the Weather Like in Chesapeake?


Debating whether you're going to need a lightweight jacket or a down coat while you're visiting? Chesapeake is typically warmest in July and August, while it’s usually the chilliest in January and February. The rainiest months are August and July, while the driest months are normally February and November. Here's an overview of rain and seasonal temperatures so you're ready for all that Mother Nature can throw at you:


  • January to March: average temp during the day is 63°F and 33°F at night
  • April to June: average temp during the day is 87°F and 45°F at night
  • July to September: average temp during the day is 88°F and 60°F at night
  • October to December: average temp during the day is 75°F and 33°F at night
  • Annual rainfall average: 46.54 inches

Things to See and Do in Chesapeake


After you've taken in a bit of nature such as the beaches in family-friendly Chesapeake, grab something to eat or drink at the restaurants. Discover these noteworthy sights during your visit:

  • Greenbrier Mall
  • Chesapeake Square Mall
  • Oak Grove Lake Park
  • Cahoon Plantation Golf Course
  • Chesapeake Arboretum
  • Chesapeake Conference Center

Recent Reviews

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.