
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 19 Aug to 20 Aug
€53
19 Aug - 20 Aug
includes taxes & fees
6.4/10 (502 reviews)
Recommend
"Very pleasant 4 day stay in newly renovated room. Very clean and all staff was friendly."
Reviewed on 14 Aug 2025

Red Roof Inn Chesapeake Conference Center
724 Woodlake Dr, Chesapeake, VA
Fully refundableReserve now, pay when you stay
The price is €85 per night from 24 Aug to 25 Aug
€85
24 Aug - 25 Aug
includes taxes & fees
6.8/10 (1,003 reviews)
"I like the King Size Bed -- it is extremely comfortable"
Reviewed on 10 Aug 2025

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection
1101 Atlantic Ave, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
The price is €101 per night from 14 Sept to 15 Sept
€101
14 Sept - 15 Sept
includes taxes & fees
8.2/10 Very Good! (1,082 reviews)
"Great selection of shops & restaurants nearby. Helpful & friendly staff. Easy access to boardwalk & beach."
Reviewed on 17 Aug 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

Spirit of Norfolk Signature Dinner Cruise
€96
per adult
72% of travellers recommend

Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
€35
per adult
80% of travellers recommend

Buried Beneath the Boardwalk: Neptune Ghouls and Ghost Tours
€21
per adult
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