Winchester-on-the-Severn
Annapolis
Visit Winchester-on-the-Severn
Popular places to visit
U.S. Naval Academy
See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.
Chesapeake Bay Bridge
Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.
Sandy Point State Park
Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.
Maryland Quiet Waters Park
Stroll along miles of trails through grassy parkland, hardwood forests and riverfront promenades and check out the visitor center at this pretty park.
Maryland State House
Appreciate the superb architecture and fascinating history of America’s first peacetime capitol and the oldest state capitol still in legislative use.
William Paca House
Learn about the life and explore the historic home of 18th-century lawyer and signer of the Declaration of Independence, William Paca.
Things to do
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
Annapolis: Ghosts of the Harbor & Old Town Tour
Haunted Annapolis: Ghosts of the Harbor & Old Town Tour
Self-Guided Scavenger Hunt: Annapolis Red Bricks & Blue Views
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
Top hotels in Winchester-on-the-Severn
Reviewed on 11 Jun 2025
Reviewed on 9 Jun 2025
Reviewed on 11 Jun 2025
Reviewed on 13 Jun 2025
Reviewed on 21 May 2025
Reviewed on 11 Jun 2025
Other neighbourhoods around Winchester-on-the-Severn
Downs on the Severn
Though Downs on the Severn may not have many top sights, you can venture to the surrounding area to see attractions like Westfield Annapolis Mall and Annapolis Mall Shopping Center.
West Annapolis
While West Annapolis isn't home to many top sights, Navy-Marine Corps Memorial Stadium and First Baptist Church are some notable places to visit nearby.
Epping Forest
While Epping Forest may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Westfield Annapolis Mall and Annapolis Mall Shopping Center.
Admiral Heights
If you're looking for some top things to see and do in Admiral Heights and surrounding area, you can visit Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts.
Historic District
While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.
Homewood
While there might not be top attractions in Homewood, you can explore the larger area and discover places like Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts.