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Our top choices for Winchester-on-the-Severn hotels

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
5 km from Winchester-on-the-Severn
8.6 out of 10, Excellent, (1,005 reviews)
"Great stay "
United States
Jose Miguel
The price is ¥11,799
¥13,451 total
includes taxes & fees
Feb 8 - Feb 9
DoubleTree by Hilton Hotel Annapolis

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
4.3 km from Winchester-on-the-Severn
8.6 out of 10, Excellent, (1,000 reviews)
"It was delightful, rooms very clean, staff very helpful."
United States
james h
The price is ¥14,133
¥16,112 total
includes taxes & fees
Feb 8 - Feb 9
Hilton Garden Inn Annapolis Downtown

Holiday Inn Baltimore BWI Airport by IHG

Holiday Inn Baltimore BWI Airport by IHG
3.0 star property
25.2 km from Winchester-on-the-Severn
9.2 out of 10, Wonderful, (1,140 reviews)
"Had a wonderful stay staff was very professional and kind. Room was great with comfortable beds and pillows "
United States
Amy
The price is ¥15,812
¥18,025 total
includes taxes & fees
Feb 8 - Feb 9
Holiday Inn Baltimore BWI Airport by IHG

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
4.5 km from Winchester-on-the-Severn
8.8 out of 10, Excellent, (1,007 reviews)
"Nice hotel"
United States
Jane
The price is ¥16,761
¥19,108 total
includes taxes & fees
Feb 18 - Feb 19
Crowne Plaza Annapolis by IHG

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
5.4 km from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (1,006 reviews)
"Wonderful staff, great options for breakfast, room is perfect and quiet and clean. The amenities work nicely, gym is great and Thai is where I would stay again in the future. "
United States
Amanda
The price is ¥15,053
¥17,160 total
includes taxes & fees
Feb 9 - Feb 10
Country Inn & Suites by Radisson, Annapolis, MD

Aloft BWI Baltimore Washington International Airport

Aloft BWI Baltimore Washington International Airport
3.0 star property
24.9 km from Winchester-on-the-Severn
8.2 out of 10, Very Good, (1,536 reviews)
"Great location to Annapolis and Airport"
Canada
Lynd
The price is ¥12,774
¥14,563 total
includes taxes & fees
Jan 22 - Jan 23
Aloft BWI Baltimore Washington International Airport

Fairfield Inn & Suites Baltimore BWI Airport

Fairfield Inn & Suites Baltimore BWI Airport
2.5 star property
25.4 km from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (1,007 reviews)
"Great breakfast "
United States
Glenn
The price is ¥14,863
¥16,944 total
includes taxes & fees
Jan 25 - Jan 26
Fairfield Inn & Suites Baltimore BWI Airport

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
23.6 km from Winchester-on-the-Severn
9.2 out of 10, Wonderful, (954 reviews)
"Lovely location"
United States
Cheryl
The price is ¥15,028
¥16,680 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express Annapolis East-Kent Island by IHG

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
6 km from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (1,004 reviews)
"Breakfast was well prepared, clean, safe room. "
United States
Shana
The price is ¥17,243
¥19,657 total
includes taxes & fees
Jan 21 - Jan 22
SpringHill Suites by Marriott Annapolis

The Hotel at Arundel Preserve

The Hotel at Arundel Preserve
3.5 star property
25.4 km from Winchester-on-the-Severn
9.4 out of 10, Exceptional, (1,601 reviews)
"A lot to do in area, staff was nice and hotel was clean and great"
United States
Anna
The price is ¥19,826
¥22,601 total
includes taxes & fees
Feb 4 - Feb 5
The Hotel at Arundel Preserve

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
4.3 km from Winchester-on-the-Severn
9.4 out of 10, Exceptional, (1,005 reviews)
"Pleasant staff. Good location to walk to restaurants, shops. "
United States
Beth
The price is ¥23,209
¥26,459 total
includes taxes & fees
Feb 8 - Feb 9
Graduate by Hilton Annapolis

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
23.3 km from Winchester-on-the-Severn
9.6 out of 10, Exceptional, (703 reviews)
"Good breakfast, great view, clean and well run, pleasant staff, great dining options nearby. "
United States
Kevin
The price is ¥21,346
¥23,694 total
includes taxes & fees
Feb 3 - Feb 4
Hyatt Place Kent Narrows & Marina

The Westin Annapolis

The Westin Annapolis
4.0 star property
4.3 km from Winchester-on-the-Severn
8.8 out of 10, Excellent, (1,003 reviews)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is ¥23,560
¥26,859 total
includes taxes & fees
Jan 29 - Jan 30
The Westin Annapolis

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
23.5 km from Winchester-on-the-Severn
8.0 out of 10, Very Good, (1,000 reviews)
"Nice breakfast, cleanroom. Great location."
United States
Wayne
The price is ¥13,190
¥14,642 total
includes taxes & fees
Feb 3 - Feb 4
Best Western Kent Narrows Inn

Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
4 km from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (172 reviews)
"Clean rooms"
United States
David
The price is ¥15,970
¥18,205 total
includes taxes & fees
Jan 25 - Jan 26
Fairfield Inn & Suites By Marriott Annapolis

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
3.0 star property
25.4 km from Winchester-on-the-Severn
8.2 out of 10, Very Good, (4,451 reviews)
"Great staff, clean rooms."
United States
Noah
The price is ¥10,483
¥11,951 total
includes taxes & fees
Feb 16 - Feb 17
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
5.7 km from Winchester-on-the-Severn
8.2 out of 10, Very Good, (1,005 reviews)
"Appreciated that it was in a quiet area. Great hospitality! Will stay again when visiting Maryland."
United States
robin
The price is ¥14,911
¥16,999 total
includes taxes & fees
Jan 27 - Jan 28
Hampton Inn & Suites Annapolis

Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
4.7 km from Winchester-on-the-Severn
8.2 out of 10, Very Good, (1,001 reviews)
"Clean room and friendly staff! "
United States
Silvia
The price is ¥14,705
¥16,764 total
includes taxes & fees
Jan 22 - Jan 23
Holiday Inn Express & Suites Annapolis by IHG

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District, 4.3 km from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (1,897 reviews)
"Great rooms, very clean, loved our stay "
United States
Matthew
Historic Inns of Annapolis

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
26.7 km from Winchester-on-the-Severn
7.8 out of 10, Good, (867 reviews)
"Great hotel. Stayed multiple times at this location "
United States
Nicholas
The price is ¥14,111
¥15,664 total
includes taxes & fees
Jan 31 - Feb 1
Quality Inn Grasonville near Kent Island
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.

Where to stay in Winchester-on-the-Severn

Find the best Winchester-on-the-Severn areas and neighborhoods for the activities you enjoy most.

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.

Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

Murray Hill

While visiting Murray Hill, you might make a stop by sights like Ballet Theater of Maryland and Spa Creek.

Cape Saint Claire

Boasting three marinas, multiple parks and beaches, Cape St. Claire offers a shopping center and various churches, with easy access to Annapolis and the Chesapeake Bay Bridge via U.S. Route 50.

Hillsmere

If you're spending some time in Hillsmere, Maryland Quiet Waters Park and Great Frogs Winery are top sights worth seeing.

Top Winchester-on-the-Severn Hotel Reviews

Frequently asked questions

What's it like in Winchester-on-the-Severn?
Travelers will be sure to enjoy their time in Annapolis's Winchester-on-the-Severn neighborhood.
If I need to cancel my hotel reservation in Winchester-on-the-Severn, will I receive a refund?
Yes! Most hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of booking. Add dates, click "Search", then you can use the "fully refundable" filter to view the best deals in Winchester-on-the-Severn.
Where can I learn more about changing or cancelling my trip to Winchester-on-the-Severn?
To access more information about picking new dates or cancelling your trip to Winchester-on-the-Severn, click here.
What is there to do in this Annapolis neighborhood?
A few places to visit in the area around Winchester-on-the-Severn include Maryland World War II Memorial, Jonas Green State Park, and Helen Avalynne Tawes Garden. When you're sightseeing in Annapolis, Navy-Marine Corps Memorial Stadium and Severna Park Golf Center are also worth a stop.