
Chesapeake Holidays
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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
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 2.215.976 ₫ per night from 12 Aug to 13 Aug
2.215.976 ₫
2.600.797 ₫ total
12 Aug - 13 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 1.380.062 ₫ per night from 10 Aug to 11 Aug
1.380.062 ₫
1.639.497 ₫ total
10 Aug - 11 Aug
includes taxes & fees
6.4/10 (489 reviews)
"My stay was wonderful..no complaints"
Reviewed on 4 Aug 2025

Wyndham Virginia Beach Oceanfront
5700 Atlantic Ave, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
The price is 2.370.613 ₫ per night from 1 Sept to 2 Sept
2.370.613 ₫
2.973.121 ₫ total
1 Sept - 2 Sept
includes taxes & fees
7.6/10 Good! (1,608 reviews)
"Just need light on the balcony"
Reviewed on 7 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.
Popular places to visit

Greenbrier Mall
You can search for that perfect souvenir at Greenbrier Mall during your visit to Chesapeake. Stroll along the beautiful beaches or attend a sporting event in the area.

Chesapeake Square Mall
You can search for that perfect souvenir at Chesapeake Square Mall during your visit to Chesapeake. Discover the top-notch restaurants and acclaimed theatre scene in this family-friendly area.

Chesapeake Conference Center
After visiting Chesapeake Conference Center, make a plan to see the other sights and activities in Chesapeake. Experience the area's great live music and acclaimed theatre scene.
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