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New! Find and book your ideal hotel on TripAdvisor — and get the lowest prices

Chesapeake Holiday Packages

Cheasapeake Bay 2009
Relaxing on the shore on east shore of Virginia above Norfolk. Beautiful day!!
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Chesapeake Holiday Packages
Want to book a vacation to Chesapeake? Whether you are off for a romantic vacation, family trip, or an all-inclusive holiday, Chesapeake vacation packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect vacation package for Chesapeake on TripAdvisor by comparing Chesapeake hotel and flight prices. Travelers like you have written 6,009 reviews and posted 3,145 candid photos for Chesapeake hotels. Book your Chesapeake vacation today!
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Hyatt Place Chesapeake/Greenbrier
#1 Hotel in Chesapeake
Hyatt Place Chesapeake/Greenbrier
I love staying here bc the rooms are nice n roomy. The beds are comfortable. But the best part is the staff, especially Marco and Eric the two managers. They accommodate every...
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Hampton Inn & Suites Chesapeake-Battlefield Blvd.
#2 Hotel in Chesapeake
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
The purpose of my trip was surgery for my dog that he could not get in our home state. It was a very stressful time for me and my furry friend. The staff at the Hampton Inn were...
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Fairfield Inn & Suites Chesapeake
#3 Hotel in Chesapeake
Fairfield Inn & Suites Chesapeake
We had an event in VA Beach, but didn't want to stay where the hosts had blocked rooms. We stayed here instead, for half the price. Was an easy drive to VA Beach. The hotel...
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Cheap Flights to Chesapeake
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†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travellers who searched TripAdvisor and a select group of our fare search partners in the past 72 hours. Ticket prices and seat availability change rapidly and cannot be guaranteed.