Find hotels in Winchester-on-the-Severn, Annapolis from ₩118,885

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Discover 1,253 Winchester-on-the-Severn hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Exterior
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, (917)
"The hotel was nice and clean and the staff was always polite and helpful. "
United States
William
The price is ₩149,999
₩166,499 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Inn Express Annapolis East-Kent Island by IHG
Free daily buffet breakfast
Holiday Inn Express Baltimore at the Stadiums by IHG

Holiday Inn Express Baltimore at the Stadiums by IHG

2.5 star property
30.5 km from Winchester-on-the-Severn
8.6 out of 10, Excellent, (379)
"Friendly staff and good clean rooms."
United States
Jean
The price is ₩138,349
₩162,561 total
includes taxes & fees
Nov 13 - Nov 14
Holiday Inn Express Baltimore at the Stadiums by IHG
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3.0 star property
23.3 km from Winchester-on-the-Severn
9.4 out of 10, Exceptional, (652)
"My favorite hotel "
United States
Jen
The price is ₩196,601
₩218,227 total
includes taxes & fees
Nov 18 - Nov 19
Hyatt Place Kent Narrows & Marina
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
23.6 km from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (1000)
"Our view was spectacular and the room was immaculate. Staff was friendly and welcoming. It was close to several restaurants. "
United States
Patricia
The price is ₩148,193
₩164,494 total
includes taxes & fees
Nov 20 - Nov 21
Hilton Garden Inn Kent Island Marina
View from property
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)
"Great environment"
United States
Salvador E
The price is ₩231,552
₩263,970 total
includes taxes & fees
Nov 23 - Nov 24
The Westin Annapolis
Front of property
Comfort Suites Columbia Gateway

Comfort Suites Columbia Gateway

2.5 star property
29.8 km from Winchester-on-the-Severn
8.2 out of 10, Very Good, (1001)
"Great receptionnist "
Canada
Denys
The price is ₩125,373
₩141,672 total
includes taxes & fees
Dec 7 - Dec 8
Comfort Suites Columbia Gateway
Aerial view
Kent Island Resort

Kent Island Resort

3.5 star property
16.5 km from Winchester-on-the-Severn
9.2 out of 10, Wonderful, (123)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
United States
Chi
The price is ₩249,136
₩330,195 total
includes taxes & fees
Nov 12 - Nov 13
Kent Island Resort
Exterior
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)
"Good"
United States
aaron
The price is ₩145,630
₩166,018 total
includes taxes & fees
Nov 30 - Dec 1
Courtyard by Marriott Annapolis
Lobby
Best Western Plus Hotel & Conference Center

Best Western Plus Hotel & Conference Center

2.5 star property
29.6 km from Winchester-on-the-Severn
7.8 out of 10, Good, (1000)
"Great stay"
United States
Diedre
The price is ₩168,479
₩197,962 total
includes taxes & fees
Dec 1 - Dec 2
Best Western Plus Hotel & Conference Center
Premium bedding, pillowtop beds, in-room safe, individually furnished
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)
"We had a nice stay. "
United States
L Craig
The price is ₩137,474
₩156,720 total
includes taxes & fees
Nov 18 - Nov 19
Hampton Inn & Suites Annapolis
Property amenity
Courtyard by Marriott Baltimore Downtown/McHenry Row

Courtyard by Marriott Baltimore Downtown/McHenry Row

3.0 star property
29.1 km from Winchester-on-the-Severn
9.0 out of 10, Wonderful, (691)
"Parking was easy. The property is very nice and the personel very friendly."
United States
Katia
The price is ₩195,290
₩229,466 total
includes taxes & fees
Nov 16 - Nov 17
Courtyard by Marriott Baltimore Downtown/McHenry Row
1 bedroom, hypo-allergenic bedding, desk, blackout drapes
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, (1002)
"Room was great and the staff friendly and helpful."
United States
Newell
The price is ₩134,926
₩153,816 total
includes taxes & fees
Dec 7 - Dec 8
Country Inn & Suites by Radisson, Annapolis, MD
Indoor pool
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)
"Nice and quiet, good and clean bed, big parking lot, exellent personel, not complains."
United States
martin
The price is ₩135,436
₩154,397 total
includes taxes & fees
Dec 7 - Dec 8
Crowne Plaza Annapolis by IHG
In-room safe, individually decorated, individually furnished, desk
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, (1000)
"Our room was clean, smelled great, and the breakfast was good with many options."
United States
Eric
The price is ₩134,009
₩148,751 total
includes taxes & fees
Nov 20 - Nov 21
Best Western Kent Narrows Inn
Front of property - evening/night
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4.0 star property
16.2 km from Winchester-on-the-Severn
9.4 out of 10, Exceptional, (426)
"Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around."
United States
Warren
The price is ₩267,735
₩334,233 total
includes taxes & fees
Dec 1 - Dec 2
The Inn at Chesapeake Bay Beach Club
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board
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, (1000)
"Our stay at the hotel was easy check in and check out. Quiet and great location for our stay."
United States
Patricia
The price is ₩104,286
₩118,885 total
includes taxes & fees
Dec 7 - Dec 8
Hilton Garden Inn Annapolis
Egyptian cotton sheets, premium bedding, pillowtop beds, desk
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, (948)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is ₩120,873
₩137,795 total
includes taxes & fees
Dec 7 - Dec 8
Sonesta ES Suites Annapolis
Terrace/patio
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, (1887)
"Excellent stay. Can’t wait to return. "
United States
Kristen
Historic Inns of Annapolis
Room, 2 Queen Beds, Non Smoking, Balcony | Premium bedding, down comforters, pillowtop beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
Historic District, 4.8 km from Winchester-on-the-Severn
8.8 out of 10, Excellent, (875)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is ₩271,090
₩309,043 total
includes taxes & fees
Nov 24 - Nov 25
Annapolis Waterfront Hotel, Autograph Collection
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets
Quality Inn

Quality Inn

2.5 star property
26.7 km from Winchester-on-the-Severn
7.8 out of 10, Good, (849)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is ₩136,164
₩151,142 total
includes taxes & fees
Nov 23 - Nov 24
Quality Inn
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.
View all properties

Top guest rated hotels in Winchester-on-the-Severn

Suite, 1 Bedroom, Terrace | Living area | 42-inch LED TV with digital channels, TV
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
3.0 star property
    8.6 out of 10, Excellent, (1007)
    The price is ₩110,679
    ₩126,174 total
    includes taxes & fees
    Nov 23 - Nov 24
    Hilton Garden Inn Annapolis Downtown
    See more properties

    Where to stay in Winchester-on-the-Severn

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

    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.

    Maryland Quiet Waters Park featuring a garden and a house

    Hillsmere

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

    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.

    Top Winchester-on-the-Severn Hotel Reviews

    La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

    La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

    10/10 Excellent
    "Top notch front desk and shuttle driver. Friendly, caring, and reliable."
    Holly 1-night trip
    Posted 2 days ago
    La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

    Explore a world of travel with Expedia

    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.