
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

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 13 Aug to 14 Aug
€85
13 Aug - 14 Aug
includes taxes & fees
6.8/10 (1,003 reviews)
Good for the price
"It was good for the value. The bed was comfortable, but the AC was extremely loud and the desk chair was broken. Still, a good value."
Reviewed on 5 Aug 2025

STUDIOS & SUITES 4 LESS CHESAPEAKE
2222 S Military Hwy, Chesapeake, VA
Fully refundableReserve now, pay when you stay
The price is €54 per night from 11 Aug to 12 Aug
€54
11 Aug - 12 Aug
includes taxes & fees
6.4/10 (493 reviews)
"Excellent service and very helpful"
Reviewed on 7 Aug 2025

Wyndham Virginia Beach Oceanfront
5700 Atlantic Ave, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
The price is €97 per night from 1 Sept to 2 Sept
€97
1 Sept - 2 Sept
includes taxes & fees
7.6/10 Good! (1,604 reviews)
"The beds were absolutely perfect, room service is quick and efficient 10/10 definitely booking again."
Reviewed on 9 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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