Photo by Patricia Knorr

Find Hotels with a Pool in Chester, MD

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Check availability on Chester Hotels with a Pool

Tonight
3 Mar - 4 Mar
Tomorrow
4 Mar - 5 Mar
This weekend
7 Mar - 9 Mar
Next weekend
14 Mar - 16 Mar

Compare Chester Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Frequently asked questions

What are some hotels with pools in Chester?
Historic Inns of Annapolis: Hotel located near U.S. Naval Academy. Provides a full-service spa, an indoor pool, and a snack bar/deli. Graduate by Hilton Annapolis: Features a snack bar/deli, an indoor pool, and daily. The Westin Annapolis: Features buffet, a seasonal outdoor pool, and complimentary wireless internet access. DoubleTree by Hilton Hotel Annapolis: Offers a snack bar/deli, an indoor pool, and free self parking. Annapolis Waterfront Hotel, Autograph Collection: Features a full-service spa, an outdoor pool, and 2 bars.
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 Chesapeake Bay Environmental Center, Love Point State Park, and Eastern Neck National Wildlife Refuge 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 temperature is 74°F. Lodging 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 39°F.