Chesapeake Holidays
Photo by Kaylee Spinhirn
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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 East
1 out of top 10 points of interest in this area
3.5/5(2 area reviews)
If you're spending some time in Greenbrier East, Greenbrier Mall and Jillian's Billiards are top sights worth seeing.
Top hotels in Chesapeake
STUDIOS & SUITES 4 LESS CHESAPEAKE
2222 S Military Hwy, Chesapeake, VA
Fully refundableReserve now, pay when you stay
The price is €53 per night from 5 Oct to 6 Oct
€53
5 Oct - 6 Oct
includes taxes & fees
6.6/10 (584 reviews)
"The rooms are nice and clean. Although they're having some construction, I would still recommend this property to friends and family because the staff are courteous, as well."
Reviewed on 22 Sept 2025
Wingate by Wyndham Chesapeake
817 Greenbrier Circle, Chesapeake, VA
Fully refundableReserve now, pay when you stay
The price is €87 per night from 2 Nov to 3 Nov
€87
2 Nov - 3 Nov
includes taxes & fees
8/10 Very Good! (1,016 reviews)
"I had a really nice experience. The room was spacious, the bed was tall and very comfortable, and it came with a fridge and working TV. The hallway was quiet, and the front desk staff was professional and friendly. The free breakfast was a plus — with waffles, juices, cereal, fruit, bagels, and more. ..."
Reviewed on 28 Sept 2025
Schooner Inn
215 Atlantic Ave, Virginia Beach, VA
8.6/10 Excellent! (3,538 reviews)
"Quick check in , friendly staff. Room was clean and neat ,"
Reviewed on 4 Oct 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.
What to do in Chesapeake
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
€34
per adult
80% of travellers recommend
Spirit of Norfolk Signature Brunch Cruise
€106
per adult
88% of travellers recommend
Spirit of Norfolk Signature Dinner Cruise
€114
per adult
72% of travellers recommend
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