
Chesapeake Holidays
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Your Chesapeake Holiday
Pick a Chesapeake holiday package and you can prioritize what matters — enjoying yourself. No more planning hassles, just more free time to immerse yourself in the delights of this fascinating city, such as its rich history and family-friendly attractions. Eager to get out and explore? Greenbrier Mall, Chesapeake City Park and Chesapeake City Hall are just three of the most popular places to visit during a trip to Chesapeake. No matter your travel plans or the size of your budget, organising your ultimate tailored Chesapeake holiday is simple with Expedia.
Our guide on where to stay in Chesapeake

Greenbrier East
If you're spending some time in Greenbrier East, Greenbrier Mall and Jillian's Billiards are top sights worth seeing.
Chesapeake Holiday
Chesapeake Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Norfolk Intl. Airport (ORF) |
Population | 235,400 |
Max Temp Winter | 10ºC |
Max Temp Summer | 29ºC |
Top Sights | Jillians Billiards, Portlock Galleries at SoNo and Chesapeake City Park |
Our pick of the best Chesapeake Hotel Deals

STUDIOS & SUITES 4 LESS CHESAPEAKE
Reviewed on 14 Aug. 2025

Red Roof Inn Chesapeake Conference Center
Reviewed on 10 Aug. 2025

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection
Reviewed on 17 Aug. 2025
What to do in Chesapeake

Spirit of Norfolk Signature Dinner Cruise

Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
