Chesapeake Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
Photo by Kaylee Spinhirn
- Plan, book, travel with confidence
- Better togetherSave up to ฿4,531 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
- Rest easyPlan, book, and manage your trip all in one place
Where to stay in Chesapeake
Find the best Chesapeake areas and neighborhoods for the activities you enjoy most. Learn more about Chesapeake
Greenbrier West
3 out of top 10 points of interest in this area
While visiting Greenbrier West, you might make a stop by sights like Chesapeake Arboretum and Battlefield Historic Park.
Top hotels in Chesapeake
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is ฿2,198 per night from 18 Jan to 19 Jan
฿2,198
฿2,591 total
18 Jan - 19 Jan
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Everything is excellent
Reviewed on 9 Jan 2026
Wingate by Wyndham Chesapeake
817 Greenbrier Circle Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is ฿2,372 per night from 18 Jan to 19 Jan
฿2,372
฿2,791 total
18 Jan - 19 Jan
includes taxes & fees
7.8/10 Good! (1,000 reviews)
Excellent service very clean room
Reviewed on 11 Jan 2026
Holiday Inn Express Chesapeake - Norfolk by IHG
721 Conference Center Drive Chesapeake VA
Fully refundable
The price is ฿2,618 per night from 25 Jan to 26 Jan
฿2,618
฿3,074 total
25 Jan - 26 Jan
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Staff was awesome! Respected privacy and was able to assist as soon as requested.
Reviewed on 10 Jan 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.
Popular places to visit
Lake Drummond
Commune with nature and explore the great outdoors at Lake Drummond during your travels in Chesapeake. Stroll along the beautiful beaches in this romantic area or visit its top-notch restaurants.
What to do in Chesapeake
City Cruises Norfolk: Signature Dinner Cruise
฿4,327
per adult
76% of travellers recommend
City Cruises Norfolk: Signature Brunch Cruise
฿3,485
per adult
88% of travellers recommend
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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.
