The Great Outdoors City
Where the Great Dismal Swamp meets Chesapeake Bay culture
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85 experiences
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Top-rated hotels and accommodations in Chesapeake. Book through our trusted partners for the best rates.

$269/night
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$206.1/night
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$179/night
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$149/night
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$122.55/night
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$103.55/night
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$101.15/night
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$101/night
View Deal →Mineral sunscreen that protects you and the ocean
Sand-free microfiber that dries in minutes
Full touchscreen access while keeping your phone dry
All-day comfort for city exploring on pavement
Chesapeake is a sprawling Hampton Roads city known for the Great Dismal Swamp, scenic waterways, and a mix of urban conveniences and rural charm along the Intracoastal Waterway.
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