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
4 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.
Chesapeake Holiday
Our pick of the best Chesapeake Hotel Deals
Wingate by Wyndham Chesapeake
817 Greenbrier Circle Chesapeake VA
The price is NZ$195 per night from 25 May to 26 May
NZ$195
25 May - 26 May
includes taxes & fees
8/10 Very Good! (1,032 reviews)
Hot tub and pool closed. Tried to give our room away after we checked in. Maintenance on room was sad. Breakfast was nice,hotel in general was nice
Reviewed on 12 May 2026
STUDIOS & SUITES 4 LESS CHESAPEAKE
2222 S Military Hwy Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is NZ$123 per night from 20 May to 21 May
NZ$123
20 May - 21 May
includes taxes & fees
7/10 Good! (802 reviews)
Good stall
Reviewed on 10 May 2026
YourSpace Hotels Chesapeake
2137 Starmount Parkway Chesapeake VA
The price is NZ$205 per night from 25 May to 26 May
NZ$205
25 May - 26 May
includes taxes & fees
9.6/10 Exceptional! (71 reviews)
The property was nice…clean, good fitness center, room was fine. We booked through Expedia for only a 1 night stay and when we arrived to check in, they didn’t have any of the type of room we reserved, so they downgraded. The front desk person basically said our room wasn’t guaranteed because we ...
Reviewed on 10 May 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.
Discover the most popular places to visit in Chesapeake
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.
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.
What to do in Chesapeake
City Cruises Norfolk: Signature Brunch Cruise
NZ$159
per adult
88% of travellers recommend
City Cruises Norfolk: Signature Dinner Cruise
NZ$227
per adult
76% of travellers recommend
Ziplining and Climbing at The Adventure Park at Virginia Aquarium
NZ$109
per adult
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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.
