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Chesapeake Hotel + Air Packages

Chesapeake Arboretum
World Class Fishing
Carafe Wine Makers - Make Your Own Private Label Wine
Build your own Chesapeake vacation package
Want to book a vacation to Chesapeake? Whether you're 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 3,092 reviews and posted 1,437 candid photos for Chesapeake hotels. Book your Chesapeake vacation today!
Residence Inn Chesapeake Greenbrier
#1 Hotel in Chesapeake
Residence Inn Chesapeake Greenbrier
Stayed one night on a business trip but brought the family along. The kids enjoyed the pool and we all enjoyed the great breakfast. The staff was unbelievably friendly. Room...
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Hampton Inn & Suites Chesapeake-Battlefield Blvd.
#2 Hotel in Chesapeake
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Very clean room including the bathroom! Plenty of towels. Love the large room with the king bed and flat screen! Breakfast is always fair. It is only good for something very...
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Hampton Inn & Suites Chesapeake Square Mall
#3 Hotel in Chesapeake
Hampton Inn & Suites Chesapeake Square Mall
We loved the hotel stay and location. The room was very clean, had a happy staff and the morning breakfast was awesome sauce! Sausage, waffles, real scrambled eggs, pastries...
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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 travelers 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.