Find hotels in Winchester-on-the-Severn, Annapolis from NT$2,199

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Discover 1,250 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, (924)
"nice, clean, up to date, budget friendly hotel"
United States
mike
The price is NT$2,974
NT$3,302 total
includes taxes & fees
Dec 14 - Dec 15
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, (387)
"Friendly staff and good clean rooms."
United States
Jean
The price is NT$2,848
NT$3,346 total
includes taxes & fees
Dec 1 - Dec 2
Holiday Inn Express Baltimore at the Stadiums 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, (1001)
"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 NT$3,178
NT$3,527 total
includes taxes & fees
Nov 30 - Dec 1
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, (657)
"My favorite hotel "
United States
Jen
The price is NT$4,415
NT$4,900 total
includes taxes & fees
Nov 24 - Nov 25
Hyatt Place Kent Narrows & 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, (1001)
"Great environment"
United States
Salvador E
The price is NT$4,809
NT$5,483 total
includes taxes & fees
Dec 19 - Dec 20
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 NT$2,693
NT$3,043 total
includes taxes & fees
Dec 14 - Dec 15
Comfort Suites Columbia Gateway
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 NT$3,335
NT$3,919 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, (1006)
"I had a great experience at my stay at Hampton "
United States
Idris O
The price is NT$2,998
NT$3,418 total
includes taxes & fees
Dec 1 - Dec 2
Hampton Inn & Suites Annapolis
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)
"Clean, easy parking, nice staff but over priced breakfast"
United States
Gabrielle
The price is NT$3,098
NT$3,532 total
includes taxes & fees
Dec 21 - Dec 22
Crowne Plaza Annapolis by IHG
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, (1002)
"Wonderful stay. "
United States
Angela
The price is NT$3,029
NT$3,453 total
includes taxes & fees
Dec 21 - Dec 22
Courtyard by Marriott Annapolis
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, (1001)
"Wonderful country inn!"
United States
Jennifer
The price is NT$2,761
NT$3,147 total
includes taxes & fees
Dec 21 - Dec 22
Country Inn & Suites by Radisson, Annapolis, MD
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, (125)
"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 NT$3,913
NT$5,437 total
includes taxes & fees
Dec 1 - Dec 2
Kent Island Resort
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, (1001)
"I had a lovely stay."
United States
Kalynn
The price is NT$2,125
NT$2,422 total
includes taxes & fees
Dec 21 - Dec 22
Hilton Garden Inn 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, (695)
"Parking was easy. The property is very nice and the personel very friendly."
United States
Katia
The price is NT$3,626
NT$4,260 total
includes taxes & fees
Dec 22 - Dec 23
Courtyard by Marriott Baltimore Downtown/McHenry Row
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, (951)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is NT$2,592
NT$2,955 total
includes taxes & fees
Dec 21 - Dec 22
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, (1900)
"Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!"
United States
Christine
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, (876)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is NT$4,569
NT$5,208 total
includes taxes & fees
Dec 21 - Dec 22
Annapolis Waterfront Hotel, Autograph Collection
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, (1009)
"Room was comfortable and the staff were courtesy!"
United States
Danny
The price is NT$1,929
NT$2,199 total
includes taxes & fees
Dec 21 - Dec 22
DoubleTree by Hilton Hotel Annapolis
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, (1001)
"Our room was clean, smelled great, and the breakfast was good with many options."
United States
Eric
The price is NT$2,874
NT$3,190 total
includes taxes & fees
Nov 30 - Dec 1
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, (427)
"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 NT$5,741
NT$7,167 total
includes taxes & fees
Dec 1 - Dec 2
The Inn at Chesapeake Bay Beach Club
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.
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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.
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 Spa Creek and Ballet Theater of Maryland.

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.

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.

Top Winchester-on-the-Severn Hotel Reviews

Holiday Inn Columbia East-Jessup by IHG

Holiday Inn Columbia East-Jessup by IHG

10/10 Excellent
"Everything was so nice and comfortable. "
Crystal 1-night trip
Posted 1 day ago
Holiday Inn Columbia East-Jessup by IHG

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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.