Inn On Main Annapolis

Family-owned boutique inn above a historic delly in downtown Annapolis

Historic Setting & Location

Inn On Main Annapolis occupies a building with family ownership spanning three generations, located directly above Chick & Ruth's Delly. The hotel sits within walking distance of the Maryland State House, Paca Gardens, and the Naval Academy Museum. Guests can reach the City Dock and Annapolis Harbor on foot, with the free Annapolis shuttle stopping opposite the inn.

Accommodations

The inn offers ten guest rooms, each with a private bathroom, air conditioning, and a flat-screen TV. Room types include double, queen, twin, and king rooms, with some offering street views and interconnected rooms for families. All accommodations include free toiletries, hairdryers, and carpeted floors, with sofa beds available in select rooms.

Dining

Guests receive complimentary à la carte breakfast each morning at Chick & Ruth's Delly, the renowned restaurant downstairs. The delly serves American cuisine, including its famous Delly potatoes, and offers a coffee shop for additional refreshments. House guests receive priority seating and a discount on lunch purchases at the restaurant.

Services & Amenities

The hotel provides a business center for guests who need workspace, along with luggage storage and packed lunches on request. An outdoor terrace and seating area offer a place to relax, while complimentary newspapers are available in the lobby. The inn is pet-friendly, allowing guests to bring their animals for an additional fee.

Nearby Attractions

The inn is a short walk from the U.S. Naval Academy and the shops and restaurants of Main Street. The Maryland State House, the oldest state capitol still in continuous legislative use, is within five minutes on foot. Annapolis Harbor and the Chesapeake Bay waterfront are also easily accessible for walking tours or boat excursions.

• Location: Steps from Maryland State House, Naval Academy Museum, and City Dock
• Rooms: 10 guest rooms with private baths, including interconnected family rooms
• Dining: Complimentary breakfast at Chick & Ruth's Delly, with priority seating
• Services: Pet-friendly, business center, outdoor terrace, luggage storage
• History: Family-owned for over three generations, operating since 1960s