Chesapeake Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Kaylee Spinhirn
Where to stay in Chesapeake
Find the best Chesapeake areas and neighborhoods for the activities you enjoy most. Learn more about Chesapeake
Greenbrier West
4 out of top 10 points of interest in this area
While visiting Greenbrier West, you might make a stop by sights like Bowlero Chesapeake and Chesapeake Arboretum.
Top hotels in Chesapeake
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is 1.831.298 ₫ per night from 11 Jan to 12 Jan
1.831.298 ₫
2.158.541 ₫ total
11 Jan - 12 Jan
includes taxes & fees
8.6/10 Excellent! (1,024 reviews)
Yes i will be coming back
Reviewed on 5 Jan 2026
Wingate by Wyndham Chesapeake
817 Greenbrier Circle Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is 1.975.805 ₫ per night from 18 Jan to 19 Jan
1.975.805 ₫
2.324.723 ₫ total
18 Jan - 19 Jan
includes taxes & fees
7.8/10 Good! (1,003 reviews)
Nice clean hotel. Great staff
Reviewed on 31 Dec 2025
Holiday Inn Express Chesapeake - Norfolk by IHG
721 Conference Center Drive Chesapeake VA
Fully refundable
The price is 2.180.742 ₫ per night from 11 Jan to 12 Jan
2.180.742 ₫
2.560.401 ₫ total
11 Jan - 12 Jan
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Everything was great
Reviewed on 28 Dec 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
Greenbrier Mall
You can search for that perfect souvenir at Greenbrier Mall during your visit to Chesapeake. Stroll along the beautiful beaches or attend a sporting event in the area.
Chesapeake Square Mall
You can search for that perfect souvenir at Chesapeake Square Mall during your visit to Chesapeake. Discover the top-notch restaurants and acclaimed theatre scene in this family-friendly area.
Chesapeake Conference Center
After visiting Chesapeake Conference Center, make a plan to see the other sights and activities in Chesapeake. Experience the area's great live music and acclaimed theatre scene.
