Winchester-on-the-Severn Vacations

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Where to stay in Winchester-on-the-Severn

Find the best Winchester-on-the-Severn areas and neighborhoods for the activities you enjoy most. Learn more about Winchester-on-the-Severn
Annapolis which includes street scenes and a city as well as a small group of people

Historic District

1 out of top 10 points of interest in this area
5/5(83 area reviews)

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.

Find hotels in Historic District

Winchester-on-the-Severn Hotel Deals

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
2.5 out of 5
1734 W Nursery Rd, Linthicum Heights, MD
Fully refundableReserve now, pay when you stay
The price is AED 250 per night from May 11 to May 12
AED 250
AED 285 total
includes taxes & fees
11 May - 12 May
8/10 Very Good! (3,516 reviews)
"Very convenient to the airport. Staff are friendly and helpful. The rooms are clean and spacious."

Reviewed on 22 April 2025

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is AED 531 per night from May 4 to May 5
AED 531
AED 730 total
includes taxes & fees
4 May - 5 May
8.8/10 Excellent! (1,740 reviews)
From the moment we walked in the door…
"From the moment we walked in the door we were warmly greeted and felt welcome. Once key was in hand we made our way to our beautiful room that was clean ready for us. The staff gave us excellent dinner recommendations, the walk to the restaurant we chose was lovely, so many fun shops and charming ..."

Reviewed on 23 April 2025

Historic Inns of Annapolis
Holiday Inn Express Baltimore At The Stadiums by IHG
Holiday Inn Express Baltimore At The Stadiums by IHG
2.5 out of 5
1701 Russell St, Baltimore, MD
Fully refundable
The price is AED 363 per night from Apr 28 to Apr 29
AED 363
AED 426 total
includes taxes & fees
28 Apr - 29 Apr
8.4/10 Very Good! (136 reviews)
"Convenient location! Safe, quiet property"

Reviewed on 19 April 2025

Holiday Inn Express Baltimore At The Stadiums by IHG
See all 1,254 properties in Winchester-on-the-Severn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Discover the most popular places to visit in Winchester-on-the-Severn

U.S. Naval Academy which includes military items, interior views and heritage architecture

U.S. Naval Academy

4.5/5(446 reviews)

Take a campus tour or just explore the area of U.S. Naval Academy, during your trip to Naval Academy. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.

U.S. Naval Academy
Chesapeake Bay Bridge

Chesapeake Bay Bridge

4/5(270 reviews)

Find out about the history of Annapolis with a stop at Chesapeake Bay Bridge. Stroll along the area's waterfront, or simply savor its top-notch restaurants.

Chesapeake Bay Bridge
Sandy Point State Park

Sandy Point State Park

4.5/5(13 reviews)

Enjoy a trip to Sandy Point State Park and popular activities like boating in Annapolis. Stroll along the area's waterfront, or simply savor its top-notch restaurants.

Sandy Point State Park