Chesapeake Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ฿27,000 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
5 out of top 10 points of interest in this area
While visiting Greenbrier, you might make a stop by sights like Greenbrier Mall and Chesapeake Arboretum.
Top hotels in Chesapeake
Wingate by Wyndham Chesapeake
817 Greenbrier Circle Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is ฿3,876 per night from 29 Jun to 30 Jun
฿3,876
฿4,523 total
29 Jun - 30 Jun
includes taxes & fees
7.8/10 Good! (1,080 reviews)
"The room was very clean and the staff was very helpful."
Reviewed on 14 Jun 2026
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd Chesapeake VA
Fully refundable
The price is ฿4,433 per night from 28 Jun to 29 Jun
฿4,433
฿5,163 total
28 Jun - 29 Jun
includes taxes & fees
8.8/10 Excellent! (1,026 reviews)
"The property was clean. Not exceptional. Staff helpful. Breakfast not the greatest. The stay was nice but for the price they need to upgrade. Carpet definitely needs to be changed."
Reviewed on 14 Jun 2026
YourSpace Hotels Chesapeake
2137 Starmount Parkway Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is ฿4,163 per night from 5 Jul to 6 Jul
฿4,163
฿4,853 total
5 Jul - 6 Jul
includes taxes & fees
9.6/10 Exceptional! (104 reviews)
"Staff is excellent! Safety is good. Property already needs repairs. Water leaking around light in the shower. Room above not in use. Hot water took 20 minutes to warm the shower or reach kitchen sink. Rooms looked clean but, Found trash behind a dresser. Sticky spots on counters and in drawers next ..."
Reviewed on 3 Jun 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.
Stay near popular Chesapeake attractions
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
