Hotels in Winchester-on-the-Severn

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Top 10 Hotels in Winchester-on-the-Severn

Quality Inn
In-room safe, iron/ironing board, rollaway beds, free WiFi

Quality Inn

2.5 star property
7.8 out of 10, Good, (719)
"It’s a good place to rest 😊"
The price is S$134
includes taxes & fees
23 Dec - 24 Dec
Quality Inn
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (854)
"It was beautifully decorated for Christmas! We celebrated both mine and my husband’s birthdays and enjoyed the band playing at the bar across the road from the balcony! "
The price is S$178
includes taxes & fees
29 Dec - 30 Dec
Hilton Garden Inn Kent Island Marina
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
Exterior

Holiday Inn Express Annapolis - Kent Island, an IHG Hotel

2.5 star property
9.2 out of 10, Wonderful, (788)
"Friendly staff. Cleanest hotel we've stayed in years. Really good breakfast, too."
The price is S$131
includes taxes & fees
1 Jan - 2 Jan,2025
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
Best Western Kent Narrows Inn
In-room safe, individually decorated, individually furnished, desk

Best Western Kent Narrows Inn

2.5 star property
8.0 out of 10, Very good, (1002)
"Liked that it was convenient and close to the venue that we attended an affair. Easy check-in and friendly staff during check-in and check-out. "
The price is S$135
includes taxes & fees
29 Dec - 30 Dec
Best Western Kent Narrows Inn
Hyatt Place Kent Narrows & Marina
Terrace/patio

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (454)
"The hotel staff was good, room confortable and the breakfast was excellent!"
The price is S$178
includes taxes & fees
25 Dec - 26 Dec
Hyatt Place Kent Narrows & Marina
Mariners Motel
Outdoor pool

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (88)
"Great location and very well cared for older motel. Updating extremely well done. We enjoyed the complimentary bikes, being so close to the water and the many good restaurants nearby. We will be back!"
The price is S$216
includes taxes & fees
23 Dec - 24 Dec
Mariners Motel
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (89)
"Wonderful stay, charming inn. "
The price is S$302
includes taxes & fees
23 Dec - 24 Dec
Kent Island Resort
The Inn at Chesapeake Bay Beach Club
Front of property – evening/night

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (370)
"This was the perfect weekend getaway spot. I booked this stay for my husband’s birthday and the staff was so nice when they learned of the occasion. They even gave him a complimentary piece of pie! (Even if it’s not your birthday, try the apple pie.) We will definitely be back. "
The price is S$349
includes taxes & fees
23 Dec - 24 Dec
The Inn at Chesapeake Bay Beach Club
Village Inn
TV

Village Inn

2.0 star property
6.2 out of 10, (468)
"Clean and cozy"
The price is S$116
includes taxes & fees
23 Dec - 24 Dec
Village Inn
134 Prince - Luxury Boutique Hotel
Front of property

134 Prince - Luxury Boutique Hotel

2.5 star property
9.6 out of 10, Exceptional, (18)
"The hotel was clean and the staff were SUPER nice. Room was perfect!"
The price is S$611
includes taxes & fees
2 Jan - 3 Jan,2025
134 Prince - Luxury Boutique Hotel
Historic Inns of Annapolis
Exterior

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1708)
"Historic and gorgeous "
The price is S$283
includes taxes & fees
26 Dec - 27 Dec
Historic Inns of Annapolis
Graduate by Hilton Annapolis
View from property

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1008)
"This hotel is clean, well-maintained and well decorated. It is situated right in Annapolis. The only downside is that parking isn’t included and is expensive, at least $30/night."
The price is S$232
includes taxes & fees
14 Jan - 15 Jan,2025
Graduate by Hilton Annapolis
Hilton Garden Inn Annapolis Downtown
Living area

Hilton Garden Inn Annapolis Downtown

3.0 star property
8.6 out of 10, Excellent, (997)
"Excellent service. Look forward to coming back after renovations."
The price is S$158
includes taxes & fees
25 Dec - 26 Dec
Hilton Garden Inn Annapolis Downtown
The Westin Annapolis
City view from property

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1003)
"Great location, excellent property"
The price is S$261
includes taxes & fees
23 Dec - 24 Dec
The Westin Annapolis
Fairfield Inn & Suites By Marriott Annapolis
Property amenity

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
9.2 out of 10, Wonderful, (66)
"A woman walked into the hotel bar when my husband and I were there and there was an incident. She was asked to leave and didn’t. They called the police and we were asked to leave and go to our room for safety reasons. Not a good evening and we were only there for that evening."
The price is S$196
includes taxes & fees
29 Dec - 30 Dec
Fairfield Inn & Suites By Marriott Annapolis
Anchored Inn at Hidden Harbour Marina
Front of property

Anchored Inn at Hidden Harbour Marina

2.5 star property
9.4 out of 10, Exceptional, (411)
"Family friendly with a beautiful view of the water."
The price is S$235
includes taxes & fees
5 Jan - 6 Jan,2025
Anchored Inn at Hidden Harbour Marina
Holiday Inn Express & Suites Annapolis, an IHG Hotel
In-room safe, desk, laptop workspace, blackout curtains

Holiday Inn Express & Suites Annapolis, an IHG Hotel

2.5 star property
8.2 out of 10, Very good, (1001)
"Clean and comfortable "
The price is S$159
includes taxes & fees
29 Dec - 30 Dec
Holiday Inn Express & Suites Annapolis, an IHG Hotel
Candlewood Suites Annapolis, an IHG Hotel
Desk, laptop workspace, blackout curtains, iron/ironing board

Candlewood Suites Annapolis, an IHG Hotel

2.5 star property
6.0 out of 10, (812)
"Very pleasant stay. "
The price is S$152
includes taxes & fees
25 Dec - 26 Dec
Candlewood Suites Annapolis, an IHG Hotel
Crowne Plaza Annapolis, an IHG Hotel
Pool

Crowne Plaza Annapolis, an IHG Hotel

3.5 star property
8.8 out of 10, Excellent, (1005)
"Easy on and off the highway"
The price is S$170
includes taxes & fees
25 Dec - 26 Dec
Crowne Plaza Annapolis, an IHG Hotel
DoubleTree by Hilton Hotel Annapolis
Lobby

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1003)
"Enjoy our time there"
The price is S$143
includes taxes & fees
4 Jan - 5 Jan,2025
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.
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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.

What's the best hotel for a stay in Winchester-on-the-Severn?

For your stay in Winchester-on-the-Severn, PRIVATE BEACH & magnificent views of the Severn River. Lovely & Spacious Severn River Waterfront - Beautifully furnished and fully equipped 4BR/4FB home with private beach is one of the top choices based on our traveller data.

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.