Winchester-on-the-Severn Vacations from $207
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Your Winchester-on-the-Severn Vacation
Winchester-on-the-Severn is calling! Whatever type of getaway you have in mind, you can see and experience the best of this neighborhood with a Winchester-on-the-Severn vacation package. Your trip to Winchester-on-the-Severn wouldn't be complete without seeing leading attractions nearby such as U.S. Naval Academy, Maryland State House and William Paca House. No matter what your ideal Winchester-on-the-Severn vacation looks like, you can make it a reality with Expedia.
The Latest Winchester-on-the-Severn Vacation Packages
Eurostars Saint Gregory Dupont Circle Georgetown
Reviewed on Nov 20, 2025
Hotel Revival Baltimore
Reviewed on Nov 23, 2025
Hilton Washington DC Capitol Hill
Reviewed on Nov 24, 2025
Where to stay in Winchester-on-the-Severn
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.
Winchester-on-the-Severn Hotel Deals
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
The airport shuttle was really convenient and the service was on-time and absolutely great!
Reviewed on Nov 23, 2025
Holiday Inn Baltimore BWI Airport by IHG
Very accommodating. Shuttle service was wonderful. It was a great stay.
Reviewed on Nov 27, 2025
The Hotel at Arundel Preserve
Clean
Reviewed on Nov 23, 2025
Discover the most popular places to visit in Winchester-on-the-Severn
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.
Things to do
AERIAL TRAM TOUR - HALF DAY PASS Rainforest Adventures Jacó
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
