Winchester-on-the-Severn hotels in Annapolis from HK$625

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Filter by

Popular filters
Popular filters
Price per night
Guest rating
Guest rating
Property class
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top 10 Trending Hotels Near Winchester-on-the-Severn, Annapolis from HK$625

Outdoor pool, a heated pool
Waterfront Oasis of Annapolis Star
10.0 out of 10, Exceptional, (59)
"Stayed here during wedding night. Host accommodated requests to make the night check in go smoothly. Property is amazing, the Star was everything we thought and more. Would absolutely stay again!"
The price is HK$1,953
per night
28 May - 29 May
Waterfront Oasis of Annapolis Star
Front of property
134 Prince - Luxury Boutique Hotel
2.5 star property
9.6 out of 10, Exceptional, (16)
"Everything about this hotel is perfect!"
The price is HK$4,678
per night
20 May - 21 May
134 Prince - Luxury Boutique Hotel
Beach nearby
Inn at Horn Point
3.0 star property
9.6 out of 10, Exceptional, (18)
"I booked the trip to celebrate an anniversary weekend away with my husband. The property came up through a Yelp review so I checked it out. I was impressed with the location, the detail to cleanliness, and the commitment to the environment. Once I booked the room, the innkeepers were very helpful in offering things to do and places to eat, as well as offering to help make our anniversary stay more memorable. Once we arrived, Cory took the time to greet us as we came in and share some of the...
The price is HK$2,529
per night
28 May - 29 May
Inn at Horn Point
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
View from property
Graduate Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1048)
"Unique property, close to everything. Costly, but every hotel in the area is. "
The price is HK$1,341
per night
27 May - 28 May
Graduate Annapolis
Desk, iron/ironing board, free cots/infant beds, free WiFi
Courtyard by Marriott Bowie
3.0 star property
9.4 out of 10, Exceptional, (640)
"It was hassle free and the customer service was amazing 👏 "
The price is HK$1,359
per night
27 May - 28 May
Courtyard by Marriott Bowie
Front of property
Anchored Inn at Hidden Harbour Marina
2.5 star property
9.4 out of 10, Exceptional, (363)
"Would stay here again "
The price is HK$1,945
per night
20 May - 21 May
Anchored Inn at Hidden Harbour Marina
Front of property – evening/night
The Inn at Chesapeake Bay Beach Club
4.0 star property
9.4 out of 10, Exceptional, (341)
"Everyone was so friendly including the manager. We had a great experience and I cant wait to go back soon. "
The price is HK$1,867
per night
27 May - 28 May
The Inn at Chesapeake Bay Beach Club
25-inch TV with cable channels
TownePlace Suites Bowie Town Center
2.5 star property
9.2 out of 10, Wonderful, (458)
"The best"
The price is HK$852
per night
9 Jun - 10 Jun
TownePlace Suites Bowie Town Center
Indoor pool
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1002)
"Very quiet. Clean room. Attentive staff. My favorite place to stay when I travel to Annapolis!"
The price is HK$845
per night
9 Jun - 10 Jun
Country Inn & Suites by Radisson, Annapolis, MD
Bar (on property)
Comfort Inn Conference Center
2.5 star property
9.0 out of 10, Wonderful, (1000)
"The room was nice and clean. The hotel is quiet and has friendly staff. I would recommend to others and would stay here again"
The price is HK$852
per night
9 Jun - 10 Jun
Comfort Inn Conference Center
Beach
Indulge or be still near Naval Academy/ Annapolis
9.0 out of 10, Wonderful, (8)
"Karen was absolutely wonderful! I had several questions and she responded within just a few moments. The place was immaculate, cozy it felt like it was a home away from home. Very close to anything you could possibly need and the view is absolutely breathtaking. The bed was so comfortable that I found out the type of mattress and I’ll be buying one. I highly recommend staying with Karen. I will certainly be booking again in the future. 5 Stars across the board!"
Indulge or be still near Naval Academy/ Annapolis
Pool
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1000)
"Parking limited on weekend evenings "
The price is HK$1,125
per night
20 May - 21 May
Crowne Plaza Annapolis, an IHG Hotel
Exterior
Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
8.8 out of 10, Excellent, (723)
"Great location, clean, "
The price is HK$724
per night
16 May - 17 May
Microtel Inn & Suites by Wyndham Gambrills
Premium bedding, down duvets, pillow-top beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
8.8 out of 10, Excellent, (710)
"I like everything about this property!"
The price is HK$1,931
per night
27 May - 28 May
Annapolis Waterfront Hotel, Autograph Collection
Property amenity
Staybridge Suites Washington DC East - Largo, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (417)
"No need to look any further! This place is everything you need or want. Friendly staff, so clean, close to Washington DC. "
The price is HK$1,180
per night
19 May - 20 May
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Egyptian cotton sheets, premium bedding, pillow-top beds, desk
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (616)
"Breakfast was surprisingly tasty. A few non-residents are helping themselves to breakfast but they caused no problems."
The price is HK$957
per night
30 May - 31 May
Sonesta ES Suites Annapolis
Lobby
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1001)
"Lovely, quiet property. "
The price is HK$890
per night
26 May - 27 May
DoubleTree by Hilton Hotel Annapolis
Exterior
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (856)
"Marriott rarely disappoints. Good, well maintained, comfortable hotel with a nice courtyard with a fireplace, seating areas, etc. Large enough room, comfortable, clean."
The price is HK$1,086
per night
28 May - 29 May
Courtyard by Marriott Annapolis
Living area
Hilton Garden Inn Annapolis Downtown
3.0 star property
8.6 out of 10, Excellent, (846)
"Very close to shopping, dining, and night life. Parking was tight and we actually had to pay $25"
The price is HK$1,086
per night
27 May - 28 May
Hilton Garden Inn Annapolis Downtown
Exterior
Lower Level Loft - Adorable Studio Apt. Near BWI
8.6 out of 10, Excellent, (4)
"Very nice for a short stay"
The price is HK$625
per night
18 May - 19 May
Lower Level Loft - Adorable Studio Apt. Near BWI
Don't see what you're looking for?
See all available properties in Winchester-on-the-Severn
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.

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.