Photo by Patricia Knorr

Hotels with Pool & Resorts in Chester

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chester Hotels with Pool

Tonight
20 Jul - 21 Jul
Tomorrow
21 Jul - 22 Jul
Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug

Best Chester Hotels with Pool

Frequently asked questions

What are some hotels with pools in Chester?
Historic Inns of Annapolis: Features buffet, an indoor pool and free self parking. Graduate by Hilton Annapolis: Offers daily, a pool and free self parking. DoubleTree by Hilton Hotel Annapolis: Provides a snack bar/deli, an indoor pool and daily. Country Inn & Suites by Radisson, Annapolis, MD: Features complimentary high-speed (wired) Internet access, an outdoor pool and free self parking. Annapolis Waterfront Hotel, Autograph Collection: Offers free self parking, an indoor pool and complimentary wireless Internet access.
What is there to see and do in Chester?
Enjoy a stroll along the shore at Sandy Point Beach and Bay Ridge Beach. Discover sights such as Matapeake State Park, Chesapeake Bay Environmental Center and Love Point State Park during your stay.
When is the best time to book a hotel with a pool in Chester?
You may want to think about a place to stay with an outdoor swimming pool if you plan to visit Chester in the warmest months of July, August or June, when the average temp is 23°C. Accommodation offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temp is 4°C.