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 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: Historical Treasures of the City with Self-Guided Audio Tour
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
Ashes and Apparitions of Annapolis Ghost Tour
Awesome Scavenger Hunt: Annapolis Red Bricks & Blue Views
Colonial Annapolis and Naval Academy Half Day Private Bus Tour
Top hotels in Winchester-on-the-Severn
DoubleTree Hotel Baltimore - BWI Airport
No breakfast
Reviewed on 29 Mar 2026
Hilton Baltimore BWI Airport
Clean room nice and friendly environment
Reviewed on 30 Mar 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 29 Mar 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 29 Mar 2026
Aloft BWI Baltimore Washington International Airport
This wasn’t the best A Loft experience for me compared to the ones I’ve been to in the past. Things weren’t up to date. There was a lot of old appliances. One good thing that made my stay pleasant was the staff can’t remember the young lady’s name that help me at the front desk but it started with ...
Reviewed on 30 Mar 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 27 Mar 2026
Check Winchester-on-the-Severn hotel availability
Other neighbourhoods around Winchester-on-the-Severn
West Annapolis
While West Annapolis isn't home to many top sights, Navy-Marine Corps Memorial Stadium and Hammond-Harwood House 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.
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.
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.
Cedarwood Cove
Cedarwood Cove might not have many top sights, but U.S. Naval Academy Golf Club and Hammond-Harwood House are two attractions nearby that you can check out.
Historic District
While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.
