Chesapeake Holidays

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Where to stay in Chesapeake

Find the best Chesapeake areas and neighborhoods for the activities you enjoy most. Learn more about Chesapeake

Top hotels in Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Fairfield Inn and Suites By Marriott Chesapeake
2.5 out of 5
1560 Crossways Blvd, Chesapeake, VA
Fully refundableReserve now, pay when you stay
The price is S$154 per night from 28 May to 29 May
S$154
per night
28 May - 29 May
8.6/10 Excellent! (805 reviews)
"The rooms are beautifully modern and comfortable."

Reviewed on 12 May,2024

Fairfield Inn and Suites By Marriott Chesapeake
Wingate by Wyndham Chesapeake
Wingate by Wyndham Chesapeake
2.5 out of 5
817 Greenbrier Circle, Chesapeake, VA
Fully refundableReserve now, pay when you stay
The price is S$199 per night from 14 May to 15 May
S$199
per night
14 May - 15 May
7.8/10 Good! (1,004 reviews)
"The staff were very helpful and professional"

Reviewed on 10 May,2024

Wingate by Wyndham Chesapeake
Delta Hotels by Marriott Virginia Beach Waterfront
Delta Hotels by Marriott Virginia Beach Waterfront
4 out of 5
2800 Shore Drive, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
The price is S$250 per night from 16 May to 17 May
S$250
per night
16 May - 17 May
8.4/10 Very Good! (961 reviews)
"This is probably one of the best hotels that we have ever stayed at. Staff was very kind and accommodating to our needs and let us know everything we needed to know about during our stay. The hotel itself was beautiful and very well kept. Sheets were clean along with the bathroom, balcony and suite ..."

Reviewed on 3 May,2024

Delta Hotels by Marriott Virginia Beach Waterfront
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.

Frequently asked questions

How much does a Chesapeake holiday package cost?
Get your credit card ready, because a trip to Chesapeake starts from a tempting . When you combine your hotels, flights and car rentals into a travel package, you’ll walk away with the best prices.
How do I get a cheap travel package to Chesapeake?
If you love bargains, bundle your bookings into a Chesapeake holiday package. Whether you need hotels, flights, tours or rental cars, you can browse and book everything in one place. You’ll have lots of choice at your fingertips as well. Expedia has over 550 airlines and 1,000,000 hotels around the world to select from. Fly with who you want, find a room where you like and save precious dollars — now that’s the ideal escape!
Where should I stay in Chesapeake?
With loads to explore in Chesapeake, it makes sense to book a room in a hotel near its attractions. Greenbrier Mall, Chesapeake Square Mall and Chesapeake Regional Medical Centre are some good ones to add to your must-see list.
What are the top hotels in Chesapeake?
Many visitors to Chesapeake often stay in Greenbrier East. Hyatt Place Chesapeake and Aloft Chesapeake are well-liked options in this neighbourhood. But it’s not the only exciting place around town! Western Branch North is also a fantastic area and where you’ll find Comfort Suites Chesapeake - Norfolk and Wingate by Wyndham Chesapeake.
How far in advance should I book my Chesapeake holiday?
Reserving your seat early with Expedia means one less thing to worry about. Many air carriers advertise tickets up to 12 months prior to take off. Typically, this is the cheapest time to book. If circumstances have left you booking late, great deals to Chesapeake sometimes become available just a few weeks before departure.
What does an Expedia Chesapeake travel package include?
From flights and hotels to rental cars, Expedia can help you put together a Chesapeake package that works for you. Heading away for a week or two? Consider a rental car, hotel and flight bundle. If your break is short, a flight and hotel deal could be more your style. Experiences can also be added after you’ve booked. Our packages make it easy to save and plan.
What should I know before booking a Chesapeake travel package?
A package can be easier on the bank balance than individually booking everything you need for your getaway. For example, bundle your hotels, flights and rental cars and save a pretty penny. Whatever kind of holiday you’re planning, you’re bound to find a package that suits your budget.
If I'm not able to travel, can I cancel my Chesapeake holiday package?
If your travel plans in Chesapeake have been upended, it’s good to know that you can cancel your booking. If you made your booking within the last 24 hours, you may be able to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge fees. For more information, visit our Customer Service Portal.

Popular places to visit

What to do in Chesapeake

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.