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.

Top Winchester-on-the-Severn Hotels from ￥12,799

Discover 1,270 Winchester-on-the-Severn hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

"Great stay!"

￥25,980 total

includes taxes & fees

Jun 22 - Jun 23

"Great location , clean and friendly staff "

￥16,721 total

includes taxes & fees

Jul 6 - Jul 7

"Great Stay"

￥22,847 total

includes taxes & fees

Jul 2 - Jul 3

Breakfast, lunch, dinner served; American cuisine

"Short stay but very comfortable "

￥17,356 total

includes taxes & fees

Jun 29 - Jun 30

"Clean, quiet and a good breakfast"

￥17,522 total

includes taxes & fees

Jul 5 - Jul 6

"Gorgeous location right on the harbor! Small hotel. "

￥40,019 total

includes taxes & fees

Jun 22 - Jun 23

Hypo-allergenic bedding, in-room safe, desk, iron/ironing board

"I liked the spacious room and Jacuzzi. The free breakfast was good and staff was Amazing!"

￥14,414 total

includes taxes & fees

Jul 6 - Jul 7

"Peaceful place…easy parking…friendly staff"

￥19,448 total

includes taxes & fees

Jul 2 - Jul 3

1 bedroom, hypo-allergenic bedding, desk, blackout drapes

"Hotel was very clean and staff was pleasant. Would stay again."

￥16,720 total

includes taxes & fees

Jul 2 - Jul 3

"We loved it, a gr was t place to stay "

￥13,329 total

includes taxes & fees

Jun 29 - Jun 30

"Beautiful hotel in a great area. Breakfast has a lot of choices. We would stay here again."

￥19,492 total

includes taxes & fees

Jul 6 - Jul 7

1 bedroom, desk, iron/ironing board, free cribs/infant beds

"Great stay and it was clean and up to date "

￥22,775 total

includes taxes & fees

Jul 6 - Jul 7

"The property was very clean and the staff was kind!"

￥15,817 total

includes taxes & fees

Jun 29 - Jun 30

"Great location"

￥18,844 total

includes taxes & fees

Jun 22 - Jun 23

Studio (2 Queen, 1 Sofabed) | 1 bedroom, hypo-allergenic bedding, desk, blackout drapes

"We had a wonderful stay!"

￥16,984 total

includes taxes & fees

Jul 20 - Jul 21

"Great value and good location "

￥14,546 total

includes taxes & fees

Jun 29 - Jun 30

"Very clean and friendly staff. Best mattress and pillows have had in hotel."

￥17,853 total

includes taxes & fees

Jul 2 - Jul 3

" Nice stay clean and great staff "

￥20,045 total

includes taxes & fees

Jun 22 - Jun 23

"Beautiful hotel. Walking distance to restaurants. Great views and really nice staff."

￥27,845 total

includes taxes & fees

Jul 7 - Jul 8

Daily cooked-to-order breakfast (USD 14.95 per person)

"Great service, clean hotel"

￥16,720 total

includes taxes & fees

Jul 6 - Jul 7

Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Winchester-on-the-Severn

Find the best Winchester-on-the-Severn areas and neighborhoods for the activities you enjoy most.

Annapolis which includes street scenes and a city as well as a small group of people

Historic District

1 out of top 10 points of interest in this area

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

See properties

Eastport

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

See properties

Murray Hill

While visiting Murray Hill, you might make a stop by sights like Ballet Theater of Maryland and Spa Creek.

See properties

Cape Saint Claire

Boasting three marinas, multiple parks and beaches, Cape St. Claire offers a shopping center and various churches, with easy access to Annapolis and the Chesapeake Bay Bridge via U.S. Route 50.

See properties