Winchester-on-the-Severn Hotels, Annapolis

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14 Oct - 15 Oct
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15 Oct - 16 Oct
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17 Oct - 19 Oct
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24 Oct - 26 Oct

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1299 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
9.2 out of 10, Wonderful, (906)
"Nice Holiday Inn Express with great water views."
The price is AU$209
includes taxes & fees
30 Oct - 31 Oct
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
8.6 out of 10, Excellent, (344)
"Great Place Places to Stay "
The price is AU$172
includes taxes & fees
19 Oct - 20 Oct
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
9.4 out of 10, Exceptional, (638)
"Great location and rooms. Great place!"
The price is AU$245
includes taxes & fees
21 Oct - 22 Oct
Hyatt Place Kent Narrows & Marina
Terrace/patio
Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island Marina
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Hotel was great, beautiful location near the water"
The price is AU$250
includes taxes & fees
26 Oct - 27 Oct
Hilton Garden Inn Kent Island Marina
Front of property
Comfort Suites Columbia Gateway
Comfort Suites Columbia Gateway
2.5 star property
8.2 out of 10, Very good, (1007)
"Staff at this place were very nice "
The price is AU$154
includes taxes & fees
19 Oct - 20 Oct
Comfort Suites Columbia Gateway
Aerial view
Kent Island Resort
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (114)
"Great INN super nice staff"
The price is AU$338
includes taxes & fees
15 Oct - 16 Oct
Kent Island Resort
View from property
The Westin Annapolis
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1005)
"Would stay there again very soon "
The price is AU$348
includes taxes & fees
26 Oct - 27 Oct
The Westin Annapolis
Lobby
Best Western Plus Hotel & Conference Center
Best Western Plus Hotel & Conference Center
2.5 star property
7.8 out of 10, Good, (1000)
"Great stay"
The price is AU$193
includes taxes & fees
2 Nov - 3 Nov
Best Western Plus Hotel & Conference Center
Exterior
Courtyard by Marriott Annapolis
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (1001)
"The room was great, and the staff was great. "
The price is AU$184
includes taxes & fees
2 Nov - 3 Nov
Courtyard by Marriott Annapolis
Property amenity
Courtyard by Marriott Baltimore Downtown/McHenry Row
Courtyard by Marriott Baltimore Downtown/McHenry Row
3.0 star property
9.0 out of 10, Wonderful, (675)
"Great location "
The price is AU$242
includes taxes & fees
2 Nov - 3 Nov
Courtyard by Marriott Baltimore Downtown/McHenry Row
Suite, 1 Queen Bed, Non Smoking
Quality Inn
Quality Inn
2.5 star property
7.8 out of 10, Good, (841)
"Great place and great staff"
The price is AU$166
includes taxes & fees
2 Nov - 3 Nov
Quality Inn
In-room safe, individually decorated, individually furnished, desk
Best Western Kent Narrows Inn
Best Western Kent Narrows Inn
2.5 star property
8.0 out of 10, Very good, (1010)
"Clean room and good location to biking trail."
The price is AU$198
includes taxes & fees
2 Nov - 3 Nov
Best Western Kent Narrows Inn
Indoor pool
Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHG
3.5 star property
8.8 out of 10, Excellent, (1002)
"Good location"
The price is AU$175
includes taxes & fees
3 Nov - 4 Nov
Crowne Plaza Annapolis by IHG
Egyptian cotton sheets, premium bedding, pillow-top beds, desk
Sonesta ES Suites Annapolis
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (917)
"Had a great stay."
The price is AU$143
includes taxes & fees
2 Nov - 3 Nov
Sonesta ES Suites Annapolis
Reception
Village Inn Annapolis MD
Village Inn Annapolis MD
2.0 star property
6.2 out of 10, (504)
"The room was very nice, clean and quiet. Great location"
The price is AU$145
includes taxes & fees
2 Nov - 3 Nov
Village Inn Annapolis MD
1 bedroom, hypo-allergenic bedding, desk, blackout curtains
Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1011)
"Great place to stay Friendly staff secure rooms Thank you "
The price is AU$169
includes taxes & fees
2 Nov - 3 Nov
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
9.4 out of 10, Exceptional, (422)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
The price is AU$369
includes taxes & fees
9 Nov - 10 Nov
The Inn at Chesapeake Bay Beach Club
Terrace/patio
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1849)
"The hotel was absolutely clean and close to the shops and restaurants. "
Historic Inns of Annapolis
Front of property
Anchored Inn at Hidden Harbour Marina
Anchored Inn at Hidden Harbour Marina
2.5 star property
9.4 out of 10, Exceptional, (463)
"Property was very nice. They only downside was a limited breakfast."
The price is AU$313
includes taxes & fees
15 Oct - 16 Oct
Anchored Inn at Hidden Harbour Marina
Garden
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1015)
"Comfortable place to stay, nice shopping area close by. "
The price is AU$184
includes taxes & fees
3 Nov - 4 Nov
DoubleTree by Hilton Hotel 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 Maryland State House and William Paca 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, Ballet Theater of Maryland and Spa Creek are top sights worth seeing.

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.

Cape Saint Claire

Though Cape Saint Claire may not have many top sights, you can venture to the surrounding area to see attractions like Sandy Point State Park and Chesapeake Bay Bridge.

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
"Breakfast could be better. Hash browns not very good. Could add bacon to it"
Dennis 1-night trip
Posted 23 hours 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.