Annapolis Hotel Guide. Hotels in Winchester-on-the-Severn, Annapolis, United States of America

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

Find properties with these dates

Filter by

Popular filters
Popular filters
Total price
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 Trending Hotels Near Winchester-on-the-Severn, Annapolis

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 €446
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 €633
per night
3 Jun - 4 Jun
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 €342
per night
15 May - 16 May
Inn at Horn Point
Save an average of 15% on thousands of hotels when you're signed in
View from property
Graduate Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1048)
"Quiet, clean, lovely!"
The price is €197
per night
2 Jun - 3 Jun
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 €182
per night
26 May - 27 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 €263
per night
15 May - 16 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)
"Beautiful property very kind staff and wonderful amenities..would highly recommend"
The price is €246
per night
15 May - 16 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 €114
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 €114
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)
"Staff"
The price is €114
per night
9 Jun - 10 Jun
Comfort Inn Conference Center
Exterior
SpringHill Suites by Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, (1000)
"This was our first stay at the Springhill Suites while we were in town and we are definitely looking forward to staying again when we visit Annapolis again. "
The price is €147
per night
26 May - 27 May
SpringHill Suites by Marriott 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 €152
per night
19 May - 20 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 €98
per night
16 May - 17 May
Microtel Inn & Suites by Wyndham Gambrills
Room, 2 Queen Beds, Balcony
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 €269
per night
2 Jun - 3 Jun
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 €158
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, (617)
"We had a great stay bad weather and all. The room was very comfortable and inviting. Enjoyed good eats from the local restaurant and had some drinks at the bar."
The price is €129
per night
29 May - 30 May
Sonesta ES Suites Annapolis
Lobby
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1001)
"Everything was great close to everything nice dining area walkable "
The price is €120
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 €147
per night
26 May - 27 May
Courtyard by Marriott Annapolis
Suite, 1 Bedroom, Terrace | 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 €147
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 €120
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.

Other neighbourhoods around Winchester-on-the-Severn

Destinations near Annapolis Learn more about Winchester-on-the-Severn

Winchester-on-the-Severn hotels information

Number of reviews
12,117
Accommodation
1,214 hotels
Lowest Price
€98
Highest Price
€446

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?
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.

Recent Reviews in Winchester-on-the-Severn