Chesapeake Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
- 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 East
1 out of top 10 points of interest in this area
3.5/5(2 area reviews)
If you're spending some time in Greenbrier East, Greenbrier Mall and Jillian's Billiards are top sights worth seeing.
Top hotels in Chesapeake
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is ฿2,473 per night from 7 Dec to 8 Dec
฿2,473
฿2,908 total
7 Dec - 8 Dec
includes taxes & fees
8.4/10 Very Good! (1,013 reviews)
Room and service were excellent!
Reviewed on 24 Nov 2025
STUDIOS & SUITES 4 LESS CHESAPEAKE
2222 S Military Hwy Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is ฿1,785 per night from 27 Nov to 28 Nov
฿1,785
฿2,117 total
27 Nov - 28 Nov
includes taxes & fees
6.6/10 (643 reviews)
Good price, excellent help at the front desk
Reviewed on 20 Nov 2025
Wingate by Wyndham Chesapeake
817 Greenbrier Circle Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is ฿2,557 per night from 2 Dec to 3 Dec
฿2,557
฿3,005 total
2 Dec - 3 Dec
includes taxes & fees
8/10 Very Good! (1,001 reviews)
Great
Reviewed on 6 Nov 2025
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
฿5,865
per adult
72% of travellers recommend
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
฿1,316
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
