Chester, MD

Travel Guide

A boat docked at a pier during twilight with a city skyline in the background.

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Chester Hotel Deals

Historic Inns of Annapolis

58 State Circle Annapolis MD

Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...

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DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...

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Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis MD

Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...

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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.

Stay near popular Chester attractions

Chesapeake Exploration Center

Learn about the events happening at Chesapeake Exploration Center during your trip to Kent Narrows. Stroll along the area's marina or simply enjoy its seafood restaurants.

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