Photo by Kaylee Spinhirn

Chesapeake Hotels

your current months are December, 2024 and January, 2025.
December 2024
January 2025

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Where to stay in Chesapeake?

Wingate by Wyndham Chesapeake
Lobby lounge

Wingate by Wyndham Chesapeake

2.5 star property
8.0 out of 10, Very good, (1000)
The price is S$105
includes taxes & fees
1 Jan - 2 January 2025
Wingate by Wyndham 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.

Top neighborhoods in Chesapeake

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Greenbrier East

Chesapeake's Greenbrier East neighbourhood has lots of places to visit, such as Greenbrier Mall and Chesapeake City Park.

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Greenbrier East

Top landmarks in Chesapeake

Greenbrier Mall

Greenbrier Mall

You can search for that perfect souvenir at Greenbrier Mall during your visit to Chesapeake. Stroll along the beautiful beaches or attend a sporting event in the area.

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Greenbrier Mall

Learn more about Chesapeake

Chesapeake is well known for its live music and theatres, while attractions include Greenbrier Mall and Chesapeake Conference Center. This family-friendly city has something for everyone including its sports, restaurants and sights like Chesapeake Square Mall and Great Dismal Swamp National Wildlife Refuge.

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Frequently asked questions

Can I book a refundable accommodation option in Chesapeake?
If you want the flexibility to change your plans to Chesapeake, most hotels offer refundable* rates that you can book. 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 holiday rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 37 holiday homes. In addition, there are 15 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 temperature of 25°C. January and February are the chilliest months, when the average temperature is 7°C. The rainiest months are September and August.
Why should I book my Chesapeake hotel with 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, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.