Chesapeake Holidays
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Our guide on 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 Bowlero Chesapeake and Chesapeake Arboretum.
Chesapeake Holiday
Our pick of the best Chesapeake Hotel Deals
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is NZ$136 per night from 28 Dec to 29 Dec
NZ$136
28 Dec - 29 Dec
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
Nice room, good breakfast.
Reviewed on 21 Dec 2025
Wingate by Wyndham Chesapeake
817 Greenbrier Circle Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is NZ$159 per night from 30 Dec to 31 Dec
NZ$159
30 Dec - 31 Dec
includes taxes & fees
7.8/10 Good! (1,002 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 19 Dec 2025
Holiday Inn Express Chesapeake - Norfolk by IHG
721 Conference Center Drive Chesapeake VA
Fully refundable
The price is NZ$159 per night from 28 Dec to 29 Dec
NZ$159
28 Dec - 29 Dec
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
Friendly staff, clean room, and breakfast was really good.
Reviewed on 22 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.
Discover the most popular places to visit in Chesapeake
Chesapeake City Hall
After visiting Chesapeake City Hall, make a plan to see the other sights and activities in Chesapeake. Stroll along the beautiful beaches or attend a sporting event in the area.
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
NZ$241
per adult
76% 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.
