Find Hotels with a Pool in Sherwood, MD

Lowes Wharf Marina Inn: Offers 2 outdoor pools, a children’s pool, and a private beach. Historic Inns of Annapolis: Features buffet, a seasonal outdoor pool, and complimentary wireless internet access. Graduate Annapolis: Hotel located near U.S. Naval Academy. Offers a full-service spa, a pool, and a snack bar/deli. DoubleTree by Hilton Hotel Annapolis: Features complimentary wired internet access, an outdoor pool, and a 24-hour fitness center. Hyatt Regency Chesapeake Bay: Features a snack bar/deli, an indoor pool, and daily.

Make a point to visit attractions like Chesapeake Bay Maritime Museum and Chesapeake Beach Railway Museum. During your stay, check out sights such as St. Michaels Winery, Chesapeake Beach Water Park, and Rod n Reel Charter Fishing.

You may want to think about a place to stay that has an outdoor pool if you’re planning to visit Sherwood in the hottest months of July, August, or June when the average temperature is 75°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 41°F.