Winchester-on-the-Severn Hotels near Annapolis

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

The Westin Baltimore Washington Airport - BWI

The Westin Baltimore Washington Airport - BWI
4.0 star property
26.5 km from Winchester-on-the-Severn
8.8 out of 10, Excellent, (1112)
"Great stay"
United States
Keith
The price is P5,814
P6,628 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Westin Baltimore Washington Airport - BWI

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, (1003)
"Great stay "
United States
Jose Miguel
The price is P4,383
P4,996 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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, (1006)
"Great value for stay with breakfast included "
United States
Aisling
The price is P5,249
P5,984 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Hilton Garden Inn Annapolis Downtown

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, (1006)
"Excellent from check in to check out, highly recommend!"
United States
Eric
The price is P6,238
P7,111 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Crowne Plaza Annapolis by IHG

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, (939)
"It was very comfortable and clean"
United States
Maria
The price is P4,640
P5,150 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Holiday Inn Express Annapolis East-Kent Island by IHG

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, (1492)
"Fantastic staff, close to the airport, free shuttle service, clean rooms, inexpensive bar in the lobby. "
United States
Phalan
The price is P4,443
P5,065 total
includes taxes & fees
Dec 28 - Dec 29
Aloft BWI Baltimore Washington International Airport

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, (679)
"Great view, good ambiance all around"
United States
Dianne
The price is P6,813
P7,562 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Hyatt Place Kent Narrows & Marina

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
4.2 km from Winchester-on-the-Severn
9.4 out of 10, Exceptional, (1002)
"Very nice hotel. The dog park could have better lighting. "
United States
Andrew
The price is P8,722
P9,943 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Graduate by Hilton 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, (4359)
"Great stay!"
United States
Alissa
The price is P3,944
P4,496 total
includes taxes & fees
Jan 11 - Jan 12, 2026
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

Hilton Baltimore BWI Airport

Hilton Baltimore BWI Airport
3.5 star property
25 km from Winchester-on-the-Severn
8.6 out of 10, Excellent, (1004)
"Nice hotel "
United States
Quinntin
The price is P5,681
P6,476 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hilton Baltimore BWI Airport

The Westin Annapolis

The Westin Annapolis
4.0 star property
4.3 km from Winchester-on-the-Severn
8.6 out of 10, Excellent, (1000)
"Beautiful and perfect location"
United States
Lauren
The price is P8,164
P9,307 total
includes taxes & fees
Dec 28 - Dec 29
The Westin Annapolis

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
6 km from Winchester-on-the-Severn
8.6 out of 10, Excellent, (1000)
"We keep coming back to the hotel with every visit to Annapolis. "
United States
Catherine
The price is P4,933
P5,624 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Courtyard by Marriott 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, (1001)
"Nice place "
United States
Tucker T
The price is P4,899
P5,438 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Best Western Kent Narrows Inn

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, (1003)
"Great location and friendly staff. "
United States
Shana
The price is P5,952
P6,786 total
includes taxes & fees
Jan 1 - Jan 2, 2026
SpringHill Suites by Marriott Annapolis

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, (1001)
"Cookies and coffee at check in .excellent staff "
United States
Cheryl
The price is P5,762
P6,568 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Country Inn & Suites by Radisson, Annapolis, MD

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
6 km from Winchester-on-the-Severn
8.8 out of 10, Excellent, (966)
"Clean, spacious, quiet, convenient location. I’d stay there again. "
United States
Michael
The price is P5,355
P6,105 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Sonesta ES Suites Annapolis

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, (1005)
"Perfect "
United States
Coleen
The price is P4,768
P5,435 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn & Suites Annapolis

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, (1123)
"Room was spotless, staff was beyond friendly and accommodating especially Taylor at the front desk "
United States
Bree
The price is P5,814
P6,628 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Holiday Inn Baltimore BWI Airport 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, (1894)
" Great place to stay!"
United States
Lewis
Historic Inns of Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
6.1 km from Winchester-on-the-Severn
8.2 out of 10, Very Good, (1001)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
The price is P5,121
P5,838 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Hilton Garden Inn Annapolis
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

While visiting Historic District, you might make a stop by sights like Thurgood Marshall Memorial and Maryland State House.

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 Spa Creek and Ballet Theater of Maryland.

Cape Saint Claire

If you're spending some time in Cape Saint Claire, Northern Chesapeake Bay and Chesapeake Bay are top sights worth seeing.

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.
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.

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