Find hotels in Winchester-on-the-Severn, Annapolis from ￥12,462

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Discover 1,190 Winchester-on-the-Severn hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

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 ￥38,945
per night
May 28 - May 29
Waterfront Oasis of Annapolis Star
Chesapeake Suite | Frette Italian sheets, premium bedding, memory foam beds, free minibar
Flag House Inn
3.5 star property
9.8 out of 10, Exceptional, (48)
"Very close to downtown!"
The price is ￥46,547
per night
May 26 - May 27
Flag House Inn
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 ￥50,572
per night
May 15 - May 16
Inn at Horn Point
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View from property
Graduate Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1056)
"Unique property, close to everything. Costly, but every hotel in the area is. "
The price is ￥26,732
per night
May 27 - May 28
Graduate Annapolis
Desk, iron/ironing board, free cribs/infant beds, free WiFi
Courtyard by Marriott Bowie
3.0 star property
9.4 out of 10, Exceptional, (640)
"Beautiful area to walk around. Shame it rained the entire weekend we were there."
The price is ￥27,106
per night
May 27 - May 28
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 ￥38,901
per night
May 15 - May 16
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 ￥37,231
per night
May 15 - May 16
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 ￥17,029
per night
Jun 9 - Jun 10
TownePlace Suites Bowie Town Center
Indoor pool
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Very quiet. Clean room. Attentive staff. My favorite place to stay when I travel to Annapolis!"
The price is ￥16,778
per night
Jun 9 - Jun 10
Country Inn & Suites by Radisson, Annapolis, MD
Bar (on property)
Comfort Inn Conference Center
2.5 star property
9.0 out of 10, Wonderful, (1011)
"It was a neat and quiet environment. Staff are friendly the breakfast was good just that some of the staff serving breakfast had some not so nice attitude "
The price is ￥17,029
per night
Jun 9 - Jun 10
Comfort Inn Conference Center
Exterior
SpringHill Suites by Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, (1004)
"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 ￥21,716
per night
May 26 - May 27
SpringHill Suites by Marriott Annapolis
Pool
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1002)
"Parking limited on weekend evenings "
The price is ￥22,432
per night
May 27 - May 28
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 ￥14,475
per night
May 16 - May 17
Microtel Inn & Suites by Wyndham Gambrills
Room, 2 Queen Beds, Balcony | Premium bedding, down comforters, pillowtop 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 ￥39,591
per night
Jun 2 - Jun 3
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 ￥23,599
per night
May 19 - May 20
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Egyptian cotton sheets, premium bedding, pillowtop beds, desk
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (616)
"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 ￥19,091
per night
May 28 - May 29
Sonesta ES Suites Annapolis
Lobby
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1008)
"Lovely, quiet property. "
The price is ￥17,795
per night
May 26 - May 27
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 ￥21,653
per night
May 27 - May 28
Courtyard by Marriott Annapolis
Suite, 1 Bedroom, Terrace | Living area | LED TV
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 ￥21,653
per night
May 27 - May 28
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 ￥12,462
per night
May 27 - May 28
Lower Level Loft - Adorable Studio Apt. Near BWI
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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?

Travelers will be sure to enjoy their time in Annapolis's Winchester-on-the-Severn neighborhood.

Where is 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 traveler data.

If I need to cancel my hotel reservation in Winchester-on-the-Severn, will I receive a refund?

Yes! Most hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of booking. Add dates, click "Search", then you can use the "fully refundable" filter to view the best deals in Winchester-on-the-Severn.

Where can I learn more about changing or cancelling my trip to Winchester-on-the-Severn?

To access more information about picking new dates or cancelling your trip to Winchester-on-the-Severn, click here.

What is there to do in this Annapolis neighborhood?

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.