Annapolis Guest Houses

A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

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Our top choices for Annapolis guest houses

A modern kitchen with a stainless steel refrigerator, white cabinetry, a wooden dining table with chairs, and a large window with blinds.

1. West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

Homewood

Jordan B.

A staircase with alternating black and wooden steps, a red door with a 'Stay Back' sign, and a framed picture collection on the wall.

2. Barefoot Cottage A Quiet Coastal Retreat

Arundel on the Bay

Kristin H.

includes taxes & fees

28 Sept - 29 Sept

A waterfront property with a dock, a sailboat, and a building with a red roof.

3. The Tilghman Island Inn

Tilghman

Robert M

includes taxes & fees

27 Sept - 28 Sept

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Top Annapolis Hotel Reviews

Graduate by Hilton Annapolis

10/10 Excellent

"I love the Graduate Hotel and it is very convenient. But please fix the parking garage gate 😬! It’s terrible!"

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good

"The view from our room was incredible. The property is clean and the beds comfortable. For the price, however, the only thing that justifies it is the view and location. There are 2 restaurants- Marmo was disappointing and overpriced. The cantina was great. Unfortunately, they take up all of the waterfront dock area, so there is really nowhere else to gather in the hotel to enjoy the water if you just want to sit and visit or play a game, or some such. (The balconies were too small for anything except a cup of coffee). And since the restaurants are open to the public the area is packed all the time. Otherwise, being an older hotel, there really aren't any special amenities. No spa or pool. nothing else special about it. And those terrible nespresso machines in the room. I just want a regular cup of coffee. Parking is overpriced- we hoofed it to a garage a few blocks away for significantly less per day."

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