Photo by Sarah Chiricosta

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

This weekend
Next weekend

Where to stay in Chesapeake?

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.

You may also like pet-friendly hotels in Chesapeake

You can also stay at hotels with a pool in Chesapeake

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.

When is the best time to visit Chesapeake?

Our prices for hotels in Chesapeake are cheapest in February
Price trends for hotels in Chesapeake
Pricing is based on two traveller 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.
weather_partly_sunny
January, Low crowds, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
10°
weather_partly_sunny
February, Low crowds, average high temperature 10 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
14°
weather_sun
March, Moderate crowds, average high temperature 14 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
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.
Monthly weather averages (˚C)

Top neighbourhoods in Chesapeake

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 Bowlero Chesapeake and Chesapeake Arboretum.

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

Learn more about Chesapeake

A city of contrasts where urban pleasures meet natural wonders. Catch live music at the Chesapeake Conference Centre 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 civilisation. Shopping enthusiasts can browse Greenbrier Mall's offerings, though savvy visitors head to local farmers' markets for regional specialities. 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.

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

Frequently asked questions

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.

Find out more about Chesapeake

Whispers of the Tide: Discover the Enchantment of Chesapeake's Coastal Splendour

Chesapeake, Virginia, is a hidden gem that beautifully blends natural splendour with vibrant culture. Explore the serene waterways of the Great Dismal Swamp National Wildlife Refuge, where you can kayak through lush landscapes teeming with wildlife. Delight in the picturesque beaches along the Chesapeake Bay, perfect for sunbathing and watersports. The city’s charming parks and historic sites, such as the Battle of Great Bridge, offer a glimpse into its rich heritage. With its friendly ambience and diverse outdoor activities, Chesapeake is an ideal destination for nature lovers and those seeking a tranquil escape.

4 tips for savvy savings when booking a hotel in Chesapeake

  1. Book for the cheapest times: The most affordable time to visit Chesapeake is during January, February, and December, when hotel prices are generally lower. For a great value for money experience, it's recommended to stay for at least 2 to 3 days to fully appreciate the city’s key landmarks, cultural sites, and historical attractions. Visitors can enjoy budget-friendly activities such as shopping, dining, live music, and theatre, all while taking in the rich history and vibrant culture that Chesapeake has to offer. With the possibility that prices may drop during these months, it’s an ideal opportunity for those looking to explore on a budget.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Chesapeake, visit the DealsOpens in a new window or Last-Minute Deals section on Hotels.com, where you may find discounted rates on hotels close to your travel date. Consider enabling email alerts or push notifications to stay updated on flash sales and special promotions, ensuring you won't miss potential savings. Additionally, the Smart Shopping tool in the app allows you to compare hotel prices and amenities, so you could find the best options available. With these features, you'll be among the first to know if prices drop or new rooms become available, making your last-minute getaway easier.
  3. Be flexible with dates: Prices can fluctuate based on various factors such as the hotel's location, star rating, and time of year, so being flexible with your travel dates could help you save on your stay at a hotel in Chesapeake. For those seeking distinctive accommodations, boutique hotels often provide a more personalised experience and may offer better value. When you book with Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest alternative dates that could be more affordable, helping you to secure the best deal.
  4. Consider your location: Hotels situated near the city centre usually tend to be more expensive; however, thanks to Chesapeake's excellent public transport connections, you may discover a more affordable independent hotel a little further out that remains well linked. For those eager to explore alternative, less crowded neighbourhoods or even lesser-known nearby towns, there is often great value for money to be found. Opting for these alternative destinations could provide a more authentic and budget-friendly experience.

Best time to go to Chesapeake

Chesapeake experiences its lowest average temperature in January, at 41.0°F (5.0°C), while July is the hottest month, with an average temperature of 79.7°F (26.5°C). September is typically the wettest month. If you’re looking to soak up the lively atmosphere in Chesapeake, April, June, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, October to December are perfect for a quieter getaway, marked by light rainfall and mostly sunny conditions.

Keep exploring