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.

Winchester-on-the-Severn Hotels: 1,265 Cheap Accommodation in Winchester-on-the-Severn

1265 Cheap Hotels in Winchester-on-the-Severn - Specials, Reviews, & Last Minute Deals

Welcome to the Holiday Inn Express, where guests can check in and enjoy a convenient stay.

"Great place"

includes taxes & fees

21 July - 22 July

Enjoy a diverse selection of dishes at our buffet, featuring omelets and other prepared foods.

"Staff was very welcoming. Rooms were clean. Good place to stay if you’re going to a game at Camden Yards or M&T Bank Stadium "

includes taxes & fees

20 July - 21 July

Relax by the fire pit in this scenic waterfront seating area, overlooking the marina with boats docked.

"Great place to stay. "

includes taxes & fees

4 Aug - 5 Aug

Relax on the outdoor terrace with a view of the marina, surrounded by wicker furniture and beautiful flowers.

"Great spot with beautiful views. "

includes taxes & fees

28 July - 29 July

Relax in this stylish room with two beds, a desk, and a flat-screen TV.

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

includes taxes & fees

22 July - 23 July

Experience the grandeur of this classic hotel, featuring a symmetrical facade with a central entrance and evenly spaced windows.

"Easy downtown location, walkable to waterfront and great restaurants "

includes taxes & fees

10 Aug - 11 Aug

Welcome to the Courtyard by Marriott, featuring a contemporary design and a covered entrance with a walkway leading to the main doors.

"The place was nice"

includes taxes & fees

27 July - 28 July

Two single beds with white linens, a flat-screen TV, and a desk with a telephone.

"Quiet safe great staff"

includes taxes & fees

24 July - 25 July

Welcome to our hotel, featuring a modern entrance with a covered area and lush greenery.

"Staff was very polite and friendly. "

includes taxes & fees

22 July - 23 July

Welcome to Comfort Suites, featuring a modern entrance with a prominent sign and designated parking spaces.

"The rooms were not bad at all. A bit outdated, but for a quick two night stay, it wasn’t terrible. Breakfast was lacking, so we only ate it day 1, got IHOP the second day we were there. Other than that, it’s an ok stay"

includes taxes & fees

3 Aug - 4 Aug

Relax in a spacious room with a bathtub, comfortable bed, and compact workspace.

"Great hotel. No bar or restaurant onsite. If you stay there go to west end sports bar. Fantastic food and bartenders!!"

includes taxes & fees

24 July - 25 July

Two single beds with white linens and dark wood headboard, flat-screen TV, and a dresser with drawers.

"Second time staying, it’s priced right, great staff, and amazing restaurants right across the street, quiet area right by the bay bridge. "

includes taxes & fees

24 July - 25 July

Relax in the hotel lobby's spacious seating area, featuring comfortable sofas and armchairs.

"It’s always a Great time here "

includes taxes & fees

10 Aug - 11 Aug

Surrounded by lush greenery and a serene lake, this historic property offers a picturesque setting with a spacious parking area and a circular driveway.

"Welcoming and well-staffed property, in a lovely and tranquil setting. Staff was friendly and helpful. Restaurant/bar service and food were outstanding. Great quiet getaway weekend spot. "

includes taxes & fees

29 July - 30 July

Two large beds with white linens and dark brown headboards, a desk with a lamp and chair, and a large window with curtains.

"Great location , perfect for my family stay."

includes taxes & fees

4 Aug - 5 Aug

Relax in the outdoor patio area with a fire feature, sofas, and chairs, shaded by a pergola.

"Would stay again. "

includes taxes & fees

10 Aug - 11 Aug

Welcome to DoubleTree by Hilton, featuring a traditional brick facade and a distinctive peaked roof.

"Excellent hospitable staff made the stay even better!"

includes taxes & fees

28 July - 29 July

Relax in the serene outdoor patio, surrounded by trees and equipped with comfortable seating and tables.

"Wonderful stay!"

Relax in a comfortable seating area with a sofa and armchairs, and enjoy a view of the outside from the large window.

"full breakfast, comfortable bed and nice pillows"

includes taxes & fees

10 Aug - 11 Aug

Stunning hotel with a symmetrical facade and landscaped gardens.

"The staff specifically Victoria was impeccable! "

includes taxes & fees

17 July - 18 July

Our guide on 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

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.

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Eastport

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

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Murray Hill

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

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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.

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