Winchester-on-the-Severn Hotels, Annapolis

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1253 Cheap Hotels in Winchester-on-the-Severn - Specials, Reviews, & Last Minute Deals

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, (929)
"nice, clean, up to date, budget friendly hotel"
United States
mike
The price is AU$134
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG
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)
"Easy parking and check in. Conveniently located within walking distance of some great seafood restaurants. Always an enjoyable stay"
United States
Roberta
The price is AU$189
includes taxes & fees
9 Dec - 10 Dec
Hilton Garden Inn Kent Island Marina
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, (668)
"Great view, good ambiance all around"
United States
Dianne
The price is AU$197
includes taxes & fees
7 Dec - 8 Dec
Hyatt Place Kent Narrows & Marina
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, (401)
"Friendly staff and good clean rooms."
United States
Jean
The price is AU$164
includes taxes & fees
4 Dec - 5 Dec
Holiday Inn Express Baltimore at the Stadiums by IHG
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 AU$265
includes taxes & fees
21 Dec - 22 Dec
The Westin Annapolis
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, (127)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is AU$236
includes taxes & fees
7 Dec - 8 Dec
Kent Island Resort
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, (1000)
"It was a good stay "
United States
Holly
The price is AU$148
includes taxes & fees
21 Dec - 22 Dec
Comfort Suites Columbia Gateway
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
8.2 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 AU$142
includes taxes & fees
9 Dec - 10 Dec
Best Western Kent Narrows Inn
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, (1016)
"Clean, easy parking, nice staff but over priced breakfast"
United States
Gabrielle
The price is AU$187
includes taxes & fees
21 Dec - 22 Dec
Crowne Plaza Annapolis by IHG
Premium bedding, pillow-top 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, (1010)
"I had a great experience at my stay at Hampton "
United States
Idris O
The price is AU$158
includes taxes & fees
9 Dec - 10 Dec
Hampton Inn & Suites Annapolis
Garden
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, (1042)
"room was clean and quiet; parking was easy and safe. Very good welcome cookies too."
United States
Francisco
The price is AU$104
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Hotel 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, (698)
"Parking was easy. The property is very nice and the personel very friendly."
United States
Katia
The price is AU$197
includes taxes & fees
22 Dec - 23 Dec
Courtyard by Marriott Baltimore Downtown/McHenry Row
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, (1001)
"Wonderful stay. "
United States
Angela
The price is AU$169
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Annapolis
Hypo-allergenic bedding, down duvets, in-room safe, desk
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)
"I had a lovely stay."
United States
Kalynn
The price is AU$113
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn 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, (1002)
"Yes I love how the room was, I had an amazing stay, the staff was nice and easy to manage I loved it thank you "
United States
Carmen
The price is AU$160
includes taxes & fees
21 Dec - 22 Dec
Best Western Plus Hotel & Conference Center
Hypo-allergenic bedding, desk, blackout curtains, iron/ironing board
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, (1000)
"Clean room, friendly staff"
United States
Jodi
The price is AU$145
includes taxes & fees
28 Dec - 29 Dec
Country Inn & Suites by Radisson, Annapolis, MD
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, (429)
"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 AU$351
includes taxes & fees
7 Dec - 8 Dec
The Inn at Chesapeake Bay Beach Club
Suite, 1 Queen Bed, Non Smoking
Quality Inn

Quality Inn

2.5 star property
26.7 km from Winchester-on-the-Severn
7.8 out of 10, Good, (858)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is AU$144
includes taxes & fees
14 Dec - 15 Dec
Quality Inn
Room, 2 Queen Beds, Balcony
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, (878)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is AU$255
includes taxes & fees
21 Dec - 22 Dec
Annapolis Waterfront Hotel, Autograph Collection
Egyptian cotton sheets, premium bedding, pillow-top 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, (960)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is AU$144
includes taxes & fees
21 Dec - 22 Dec
Sonesta ES Suites 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.
View all properties

Our guide on where to stay in Winchester-on-the-Severn

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

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

If you're spending some time in Murray Hill, Spa Creek and Ballet Theater of Maryland are top sights worth seeing.

Cape Saint Claire

While visiting Cape Saint Claire, you might make a stop by sights like Northern Chesapeake Bay and Chesapeake Bay.

Maryland Quiet Waters Park featuring a house and a park

Hillsmere

While visiting Hillsmere, you might make a stop by sights like Maryland Quiet Waters Park and Great Frogs Winery.

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
"It was very nice"
Vladimir 1-night trip
Posted 3 days ago
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

Frequently asked questions

What's it like in Winchester-on-the-Severn?
Travellers will be sure to enjoy their time in Annapolis's Winchester-on-the-Severn neighbourhood.
If I need to cancel my hotel reservation in Winchester-on-the-Severn, will I receive a refund?
Yes! The majority of hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of booking. Put your dates in and click on "Search", then filter by "fully refundable" to get the best deals in Winchester-on-the-Severn.
What is there to do in this Annapolis neighbourhood?
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.