Winchester-on-the-Severn Vacations

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Where to stay in Winchester-on-the-Severn

Annapolis which includes street scenes and a city as well as a small group of people

1 out of top 10 points of interest in this area

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

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While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Spa Creek.

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The BEST farm to table restaurant in downtown Annapolis. The liquor bar and specialty cocktails can't be beat. Hometown fave, for sure!

While visiting Murray Hill, you might make a stop by sights like Spa Creek and Ballet Theater of Maryland.

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Maryland Quiet Waters Park featuring a garden and a house

If you're spending some time in Hillsmere, Maryland Quiet Waters Park and Great Frogs Winery are top sights worth seeing.

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Boasting three marinas, multiple parks and beaches, Cape St. Claire offers a shopping center and various churches, with easy access to Annapolis and the Chesapeake Bay Bridge via U.S. Route 50.

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