Chesapeake Vacation Packages
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- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Chesapeake Vacation
Food, history, entertainment and more … There's so much to discover with a Chesapeake vacation package. And with the ability to customize your city break, it's guaranteed to be one that's tough to forget. Cabin Creek Quilts is one of the famous attractions to put on your to-do list during a trip to Chesapeake. Your ultimate Chesapeake vacation is a couple of clicks away. Browse flights, accommodations and more on Expedia for an adventure that's tailored to suit your travel style.
Chesapeake Hotel Deals
Holiday Inn Express Charleston-Civic Center by IHG
100 Civic Center Drive Charleston WV
Fully refundable
The price is CA $137 per night from Feb 15 to Feb 16
CA $137
CA $155 total
Feb 15 - Feb 16
includes taxes & fees
8.6/10 Excellent! (1,166 reviews)
Staff was very nice, breakfast was excellent, and the room was really clean!
Reviewed on Jan 31, 2026
Embassy Suites Charleston
300 Court St Charleston WV
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Feb 23 to Feb 24
CA $155
CA $175 total
Feb 23 - Feb 24
includes taxes & fees
8.2/10 Very Good! (1,327 reviews)
The stay was great thanks to Vin and Jerry! Thank you very much!
Reviewed on Feb 6, 2026
Charleston Marriott Town Center
200 Lee St E Charleston WV
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from Feb 17 to Feb 18
CA $149
CA $169 total
Feb 17 - Feb 18
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Great helpful staff. Room was ver clean
Reviewed on Jan 31, 2026
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.
Discover the most popular places to visit in Chesapeake
Southridge Center
You can do some window-shopping at Southridge Center during your stay in Charleston. Stroll along the riverfront or visit the casinos in this relaxing area.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
