Winchester-on-the-Severn, MD
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 State House
Appreciate the superb architecture and fascinating history of America’s first peacetime capitol and the oldest state capitol still in legislative use.
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.
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 Ghosts: Spirits & Spirits Haunted Pub Crawl
Ashes and Apparitions of Annapolis Ghost Tour
The Original Haunted Pub Crawl by Annapolis Ghost Tours
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl
Annapolis: Electric Boat Rental - Duffy Sun Cruiser - 10ppl
Winchester-on-the-Severn Hotel Deals
DoubleTree Hotel Baltimore - BWI Airport
No breakfast
Reviewed on Mar 29, 2026
Hilton Baltimore BWI Airport
There was no fridge. I don't know why.
Reviewed on Mar 30, 2026
Graduate by Hilton Annapolis
The brunch setting and setup looked amazing. Sadly, we had plans to eat in DTA and didn’t get to experience the brunch. The vibes of the hotel, the attentive staff, and the housekeeping was top notch. We are returning to stay again for commissioning week!
Reviewed on Mar 29, 2026
The Hotel at Arundel Preserve
The room was fairly clean. Could do with a deep clean in crevice areas of the room. Like around lamps and fixtures. Then we couldn't figure out the switches for what lights. Then to pay for parking was I think a stretch for a guest.
Reviewed on Mar 29, 2026
Aloft BWI Baltimore Washington International Airport
Linens are not great quality. They were working on plumbing and had no water - at all - by the time I checked out. They pointed to a hand written sign that was at check in the night before when I arrived exhausted from travel.
Reviewed on Mar 30, 2026
Holiday Inn Columbia East-Jessup by IHG
Clean, updated hotel with non-carpet flooring, which feels more hygienic and doesn’t trap odors. The AC/heating unit is a bit loud, and the bathroom faucet too far from the basin, design can cause water to splash onto the counter. The stay was mostly quiet, but on the last night, a new guest in the ...
Reviewed on Mar 27, 2026
Check Winchester-on-the-Severn hotel availability
Other neighborhoods around Winchester-on-the-Severn
West Annapolis
When in West Annapolis, you can plan a visit to Navy-Marine Corps Memorial Stadium and Hammond-Harwood House, some noteworthy sights in the nearby area.
Epping Forest
While Epping Forest isn't home to many top sights, Westfield Annapolis Mall and Annapolis Mall Shopping Center are some notable places to visit nearby.
Downs on the Severn
While Downs on the Severn might 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
Admiral Heights might not have many top sights, but Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts are two attractions nearby that you can check out.
Cedarwood Cove
While Cedarwood Cove isn't home to many top sights, U.S. Naval Academy Golf Club and Hammond-Harwood House are some notable places to visit nearby.
Historic District
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.
