Hotels in Winchester-on-the-Severn, Annapolis

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Top 10 Hotels in Winchester-on-the-Severn, Annapolis

Historic Inns of Annapolis
Terrace/patio

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1832)
"Great stay"
Historic Inns of Annapolis
Best Western Kent Narrows Inn
In-room safe, individually decorated, individually furnished, desk

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1009)
"I like the location and how easy it is to get to our room."
The price is RM461
RM511 total
includes taxes & fees
7 Sept - 8 Sept
Best Western Kent Narrows Inn
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, (441)
"The staff specifically Victoria was impeccable! "
The price is RM758
RM865 total
includes taxes & fees
8 Sept - 9 Sept
Anchored Inn at Hidden Harbour Marina
Quality Inn
In-room safe, iron/ironing board, free WiFi, bed sheets

Quality Inn

2.5 star property
7.8 out of 10, Good, (806)
"Conveniently located with overall great value."
The price is RM417
RM463 total
includes taxes & fees
24 Aug - 25 Aug
Quality Inn
Mariners Motel
Marina

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (89)
"Very nice old school motel just about on the water in Rock Hall. Perfect if you’re in town for marina stuff. "
The price is RM657
RM730 total
includes taxes & fees
21 Aug - 22 Aug
Mariners Motel
SpringHill Suites by Marriott Annapolis
Free daily self-service breakfast

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Great place"
The price is RM446
RM509 total
includes taxes & fees
20 Aug - 21 Aug
SpringHill Suites by Marriott Annapolis
Graduate by Hilton Annapolis
View from property

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1005)
"Beautiful hotel in a great location!"
The price is RM680
RM775 total
includes taxes & fees
2 Sept - 3 Sept
Graduate by Hilton Annapolis
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (982)
"Friendly staff, nice environment"
The price is RM647
RM718 total
includes taxes & fees
1 Sept - 2 Sept
Hilton Garden Inn Kent Island Marina
Holiday Inn Express & Suites Annapolis by IHG
Free daily buffet breakfast

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very good, (1001)
"Bed was great"
The price is RM411
RM468 total
includes taxes & fees
14 Aug - 15 Aug
Holiday Inn Express & Suites Annapolis by IHG
Holiday Inn Baltimore BWI Airport by IHG
Exterior

Holiday Inn Baltimore BWI Airport by IHG

3.0 star property
9.2 out of 10, Wonderful, (1011)
"Great Hotel to Stay At."
The price is RM466
RM531 total
includes taxes & fees
4 Sept - 5 Sept
Holiday Inn Baltimore BWI Airport by IHG
ROOST Baltimore
Rooftop terrace

ROOST Baltimore

4.0 star property
9.6 out of 10, Exceptional, (300)
"Beautiful property, friendly and helpful staff, dining options in walking distance."
The price is RM530
RM622 total
includes taxes & fees
1 Sept - 2 Sept
ROOST Baltimore
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (107)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
The price is RM720
RM955 total
includes taxes & fees
7 Sept - 8 Sept
Kent Island Resort
Hyatt House BWI Airport Baltimore
Restaurant

Hyatt House BWI Airport Baltimore

3.0 star property
9.4 out of 10, Exceptional, (547)
"Great place "
The price is RM436
RM497 total
includes taxes & fees
31 Aug - 1 Sept
Hyatt House BWI Airport Baltimore
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, (408)
"Great location and amenities"
The price is RM868
RM1,071 total
includes taxes & fees
26 Aug - 27 Aug
The Inn at Chesapeake Bay Beach Club
Hilton Baltimore BWI Airport
Courtyard

Hilton Baltimore BWI Airport

3.5 star property
8.6 out of 10, Excellent, (1012)
"Excelente place to stay Close to AirPort and shopping areas at short distances "
The price is RM500
RM570 total
includes taxes & fees
24 Aug - 25 Aug
Hilton Baltimore BWI Airport
Country Inn & Suites by Radisson, Annapolis, MD
1 bedroom, hypo-allergenic bedding, desk, blackout curtains

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1008)
"Great visit "
The price is RM410
RM468 total
includes taxes & fees
21 Aug - 22 Aug
Country Inn & Suites by Radisson, Annapolis, MD
The Inn at Henderson's Wharf, Ascend Hotel Collection
View from room

The Inn at Henderson's Wharf, Ascend Hotel Collection

3.0 star property
9.2 out of 10, Wonderful, (709)
"Second time staying here - absolutely lovely. "
The price is RM572
RM757 total
includes taxes & fees
1 Sept - 2 Sept
The Inn at Henderson's Wharf, Ascend Hotel Collection
Microtel Inn & Suites by Wyndham Gambrills
Exterior

Microtel Inn & Suites by Wyndham Gambrills

2.0 star property
9.0 out of 10, Wonderful, (1009)
"Great place to stay "
The price is RM356
RM405 total
includes taxes & fees
2 Sept - 3 Sept
Microtel Inn & Suites by Wyndham Gambrills
Best Western Annapolis
Exterior

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1012)
"Clean updated great location "
The price is RM351
RM400 total
includes taxes & fees
14 Aug - 15 Aug
Best Western Annapolis
Comfort Inn Conference Center
American cuisine

Comfort Inn Conference Center

2.5 star property
9.2 out of 10, Wonderful, (1007)
"The staff was very pleasant, and it was great to stay somewhere that still has room service! Comfortable beds, good location."
The price is RM419
RM474 total
includes taxes & fees
20 Aug - 21 Aug
Comfort Inn Conference Center
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.

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 map

Historic District

1 out of top 10 points of interest in this area

While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.

Eastport map

Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

Murray Hill map

Murray Hill

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

Cape Saint Claire map

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.

Maryland Quiet Waters Park which includes a park and a house
Hillsmere map

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

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Wonderful historic hotel with clean rooms and friendly staff. Close to Naval Academy and waterfront shops and dining (5-minute walk, tops). Also close to Maryland State House (across the street) and several other historical sites. Loved our stay, with many future stays planned as we visit our new Midshipman in the months and years to come."
James 1-night trip
Posted 8 hours ago
Historic Inns of Annapolis

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.