Chesapeake Vacations
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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
3.5/5(49 area reviews)
If you're spending some time in Greenbrier West, Bowlero Chesapeake and Chesapeake Arboretum are top sights worth seeing.
Find the Best Chesapeake Vacation Packages
Chesapeake Hotel Deals
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is ₩96,807 per night from Dec 29 to Dec 30
₩96,807
₩114,211 total
Dec 29 - Dec 30
includes taxes & fees
8.4/10 Very Good! (1,007 reviews)
Staff was very helpful and friendly throughout our stay. The floor and area of my room was peaceful and quiet. The room was very clean and comfortable.
Reviewed on Dec 27, 2025
Wingate by Wyndham Chesapeake
817 Greenbrier Circle Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is ₩114,179 per night from Jan 1 to Jan 2
₩114,179
₩134,188 total
Jan 1 - Jan 2, 2026
includes taxes & fees
7.8/10 Good! (1,008 reviews)
I wasn’t as impressed with this stay. Could not fill the tub in 1st room. 2nd room had a much smaller tv. Both rooms only had 2 usb chargers. I can only give a good rating. Don’t think I would stay again
Reviewed on Dec 19, 2025
Holiday Inn Express Chesapeake - Norfolk by IHG
721 Conference Center Drive Chesapeake VA
Fully refundable
The price is ₩113,891 per night from Jan 1 to Jan 2
₩113,891
₩133,859 total
Jan 1 - Jan 2, 2026
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Great thanks
Reviewed on Dec 27, 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.
Discover the most popular places to visit in Chesapeake
Lake Drummond
5/5(1 review)
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 check out its top-notch restaurants.
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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.
