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 East
1 out of top 10 points of interest in this area
If you're spending some time in Greenbrier East, Greenbrier Mall and Jillian's Billiards are top sights worth seeing.
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$151 per night from 10 Nov to 11 Nov
NZ$151
10 Nov - 11 Nov
includes taxes & fees
8.4/10 Very Good! (1,049 reviews)
The room was clean, modern and well designed. The front end desk clerk, Judy was wonderful and very knowledgeable about the local eateries and local food stores in the area. She recommended a bbq place for dinner, Smokey Joes, and that was just what we were looking for. The breakfast was more than ...
Reviewed on 29 Oct 2025
Wingate by Wyndham Chesapeake
817 Greenbrier Circle, Chesapeake, VA
Fully refundableReserve now, pay when you stay
The price is NZ$164 per night from 7 Dec to 8 Dec
NZ$164
7 Dec - 8 Dec
includes taxes & fees
8/10 Very Good! (1,001 reviews)
The room was pretty clean. Good breakfast.
Reviewed on 1 Nov 2025
STUDIOS & SUITES 4 LESS CHESAPEAKE
2222 S Military Hwy, Chesapeake, VA
Fully refundableReserve now, pay when you stay
The price is NZ$116 per night from 7 Dec to 8 Dec
NZ$116
7 Dec - 8 Dec
includes taxes & fees
6.6/10 (626 reviews)
Outstanding staff very polite excellent customer service room was extremely clean I will definitely be visiting again soon
Reviewed on 2 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.
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
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
NZ$70
per adult
80% of travellers recommend
City Cruises Norfolk: Signature Dinner Cruise
NZ$315
per adult
72% of travellers recommend
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
