Photo by Kaylee Spinhirn

Hotels in Chesapeake

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Dec 16 - Dec 17
Tomorrow
Dec 17 - Dec 18
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Where to stay in Chesapeake?

Lobby
TRU by Hilton Chesapeake, VA
TRU by Hilton Chesapeake, VA
2.5 star property
8.6 out of 10, Excellent, (350)
  • cleanliness
    Modern Art Deco hotel near Norfolk with complimentary breakfast and parking.
The price is $87
$104 total
includes taxes & fees
Dec 25 - Dec 26
TRU by Hilton Chesapeake, VA
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.
See more propertiesforward arrow

Check out pet-friendly hotels in Chesapeake

Lobby
TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
2.5 star property
Greenbrier East
8.6 out of 10, Excellent, (350)
The price is $87
$104 total
includes taxes & fees
Dec 25 - Dec 26
TRU by Hilton Chesapeake, VA
View all properties

You may also like hotels with pools in Chesapeake

Lobby
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
2.5 star property
Greenbrier East
8.6 out of 10, Excellent, (1004)
The price is $67
$79 total
includes taxes & fees
Dec 21 - Dec 22
Comfort Suites Chesapeake - Norfolk
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.
View all properties

When is the best time to visit Chesapeake?

Our prices for hotels in Chesapeake are cheapest in December
Price trends for hotels in Chesapeake
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Chesapeake
December
Low crowds
High 11°C / low 5°C. Sunny most days.
View properties in December
11°
weather_sun
December, Low crowds, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
5°
9°
weather_partly_sunny
January, Low crowds, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
10°
weather_partly_sunny
February, Low crowds, average high temperature 10 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
3°
14°
weather_sun
March, Moderate crowds, average high temperature 14 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
6°
19°
weather_sun
April, Moderate crowds, average high temperature 19 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
23°
weather_sun
May, High crowds, average high temperature 23 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
28°
weather_sun
June, High crowds, average high temperature 28 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
30°
weather_sun
July, High crowds, average high temperature 30 degrees Celsius, average low temperature 23 degrees Celsius. Sunny most days.
23°
29°
weather_sun
August, High crowds, average high temperature 29 degrees Celsius, average low temperature 23 degrees Celsius. Sunny most days.
23°
27°
weather_sun
September, Moderate crowds, average high temperature 27 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
21°
weather_sun
October, Moderate crowds, average high temperature 21 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
15°
weather_sun
November, Low crowds, average high temperature 15 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
Monthly weather averages (˚C)

Top neighborhoods in Chesapeake

Greenbrier Mall

Greenbrier East

Chesapeake's Greenbrier East neighborhood has a host of places to visit such as Greenbrier Mall and Jillian's Billiards.

Greenbrier West

The Greenbrier West neighborhood has lots to see including Chesapeake Arboretum and Bowlero Chesapeake.

Greenbrier Mall

Greenbrier

The Greenbrier neighborhood has lots to see including Greenbrier Mall and Chesapeake Arboretum.

South Norfolk

Chesapeake's South Norfolk neighborhood offers attractions including Portlock Galleries at SoNo.

Great Bridge

The Great Bridge neighborhood has lots to see including Chesapeake City Hall and Cedar Lakes Retail Center.

Top landmarks in Chesapeake

Greenbrier Mall

Greenbrier Mall

4.2/5 (524 reviews)
If you want to give your credit card some exercise, head out to Greenbrier Mall in Greenbrier East. Why not take a stroll along the beaches and watch the sunset while you're here?
See properties
Chesapeake Square Mall

Chesapeake Square Mall

4.1/5 (238 reviews)
If you want to give your credit card some exercise, head out to Chesapeake Square Mall in Western Branch North.
See properties

Learn more about Chesapeake

A city of contrasts where urban pleasures meet natural wonders. Catch live music at the Chesapeake Conference Center before exploring the Great Dismal Swamp National Wildlife Refuge's mysterious wetlands. Oak Grove Lake Park offers family-friendly trails where locals fish in peaceful seclusion. The Chesapeake Arboretum's 48 acres showcase native trees along winding paths that feel miles from civilization. Shopping enthusiasts can browse Greenbrier Mall's offerings, though savvy visitors head to local farmers' markets for regional specialties. The city's waterfront areas reveal its maritime heritage, with inlets and waterways that once served as crucial trade routes. Don't miss the wildlife viewing platforms where patient observers spot eagles and herons in their natural habitat.

See all hotels in Chesapeake
Hidden Gems. #trovember #chesapeake #virginia #november #fall #golden #hiddengems
Photo by Sarah Chiricosta
Open Photo by Sarah Chiricosta

Check out reviews of Chesapeake hotels guests love

Hyatt Place Virginia Beach Town Center

Hyatt Place Virginia Beach Town Center

10/10 Excellent
"Nice"
Jacquelyn 1-night trip
Posted 1 day ago
Hyatt Place Virginia Beach Town Center

Frequently asked questions

What accommodations do travelers like in Chesapeake?
Comfort Suites Chesapeake - Norfolk, TRU by Hilton Chesapeake, VA and Holiday Inn Express Chesapeake - Norfolk by IHG are all properties that our guests really like.
Can I book a refundable hotel in Chesapeake?
If you need the flexibility to change your travel plans to Chesapeake, most accommodations offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Chesapeake if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 38 vacation homes. In addition, there are 13 apartments and 7 condos.
What will the weather in Chesapeake be like during my visit?
The warmest months in Chesapeake are usually July and August with an average temp of 77°F. January and February are the chilliest months when the average temp is 45°F. The rainiest months are September and August.
Why should I book my Chesapeake hotel through Hotels.com?
There are plenty of reasons to book your Chesapeake travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Keep exploring