Chesapeake Hotels

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Fast facts

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Highest-rated hotelHilton Norfolk The Main – 5
Cheapest month to bookMarch

Your guide to finding the best hotels in Chesapeake, Virginia

Make the most of your time in Chesapeake by booking a hotel that matches your needs. We’ve collected some of the city’s best hotels, from luxurious to modest.

Best time to visit Chesapeake

The best time of year to visit Chesapeake depends on what you’re looking for (or hoping to avoid) during your vacation in terms of things like weather and price. Low and high season in Chesapeake

Busiest month(s): With August being the peak tourist season in Chesapeake, the average price per night soars to $193. If you're heading to Chesapeake during this time, anticipate relatively higher costs than during the less busy seasons, which offer average nightly prices of $152.

Quietest month(s): The average cost per night during July is $152, making it the cheapest time to travel.

With less annual rainfall, Chesapeake is the perfect place to visit if you enjoy drier weather.

To escape the rainy season, plan your trip to Chesapeake in December.

The priciest month in Chesapeake is August, and you can expect to spend around $193 on hotel rooms. Weekend rates generally increase, averaging around $197 per night throughout the year, and Friday sees the highest rates at the best hotels in Chesapeake. You'll find savings on Sunday, which is the cheapest day to reserve a room on average.

Where to stay in Chesapeake, Virginia

With Skyscanner, it's easy to find the best Chesapeake hotels at a rate you want.

Popular hotels in Chesapeake

Here are some of the other most popular Chesapeake hotels you can book:

The 3-star Hampton Inn & Suites Chesapeake-Battlefield Blvd. provides a relaxing retreat in the middle of Chesapeake. The hotel offers a wi-Fi, free parking, hot tub, and fireplace.

If you're looking for comfort and affordability, opt for the Hyatt Place Chesapeake/Greenbrier. Its 3-star rating ensures exceptional value, and you can enjoy a range of amenities like the pool, gym, restaurant, and spa.

Have it all at the Hampton Inn & Suites Chesapeake Square Mall, where comfort meets modern amenities. The hotel offers a pool, gym, restaurant, and spa for you to use at your leisure.

The 3-star Wingate by Wyndham Chesapeake offers lots of amenities, such as a pool, Gym, restaurant and spa.

With a modern and comfortable design, the Hilton Garden Inn Chesapeake/Greenbrier is a 4-star hotel that provides restaurant, bar, fitness center, and free parking.

Things to do in Chesapeake

At the heart of the city, you can find well-known attractions and things to do like the Oak Grove Lake Park. If you're a foodie, you'll find a smorgasbord of great places to eat, like The Cutting Edge Cafe, Pizzeria Bella Vista, Cutlass Grille, Burrito Perdido, and TASTE - Greenbrier.

Finding cheap hotels in Chesapeake: FAQs

In Chesapeake, the expected average temperature in February is 5°C. The warmest month is typically July, which averages 30°C. The coolest month is January, with temperatures averaging 1°C. The rainiest month is August, and the driest month is December.
You can always cancel or amend your hotel reservation if you need to, but look out for hotels in Chesapeake with free cancellation or flexible booking options if you want to protect your money. Some hotels allow you to cancel and get your money back if your plans change.
Of course, the cheapest hotel deal we found within the next seven days is C$65 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for C$74 per night.
The average price of a hotel during the week is C$135 per night, and the average price on weekends is C$138. Overall, it looks like the cheapest day to stay in Chesapeake could be Sunday.
The nearest airport to Chesapeake is Norfolk International Airport (ORF), which is 16.1km from the city center.

Other airports include:

Newport News Williamsburg International Airport, which is 44.3km from the city center.
We crunched some numbers on our calendar and found that Sunday is the cheapest day to stay in Chesapeake, and the most expensive day seems to be Saturday.
The average price of a 3-star hotel in Chesapeake is currently around C$154 per night, and the cheapest 3-star hotel we've found is C$89 per night.
If you're hitting up Chesapeake with kids in tow, try Wingate by Wyndham Chesapeake, or Renaissance Portsmouth-Norfolk Waterfront Hotel.