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Inn on Main Annapolis

8.2/10343 reviewsAnnapolis

Historic Bed and Breakfast in Annapolis Charming Terrace and American Cuisine Restaurant The Inn on Main Annapolis, a historic bed and breakfast near Annapolis Harbor, offers a delightful terrace for guests to relax and enjoy. Indulge in delicious American cuisine at the on-site restaurant, adding a flavorful touch to your stay. Cozy Rooms with Modern Amenities Each unit at the Inn on Main Annapolis features air conditioning, a flat-screen TV, and a private bathroom for your comfort. With added conveniences like a hair dryer and premium bed linen, your stay is sure to be cozy and relaxing. Ideal Location for Exploring Annapolis Conveniently situated near popular attractions like Carroll Park and Sports Legends Museum, as well as dining options, this charming bed and breakfast is perfect for travelers looking to explore Annapolis. Book your stay at the Inn on Main Annapolis for a historic and memorable experience in Annapolis!

What this place offers

  • WiFi available
  • Free WiFi
  • Parking
  • Non-smoking rooms
  • Air conditioning
  • Restaurant

Policies & house rules

  • Check-in from 15:00 until 21:00
  • Check-out until 11:00
  • Children welcome
  • Pets allowed
  • Paid parking

Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. This property does not accommodate bachelor(ette) or similar parties. A deposit may be required at the property.

Available rooms

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343 reviews

Guests liked

  • Great location
  • Delicious breakfast

Guests mentioned

  • Noisy at night
  • Room needed repairs
  • TERRILLE

    US · solo_traveller · Oct 2026

    9/10

    A great place to stay in downtown Annapolis.

    The breakfast downstairs in the deli was excellent and large. The location was downtown in the middle of everything making it easy to go out for dinner or shopping.

    Parking was not convenient. The lot is a 5 minute plus walk away.

  • David

    US · solo_traveller · Oct 2026

    5/10

    Loud above a deli. They give you ear plugs.

  • Andrew

    US · couple · Sep 2026

    10/10

    Wonderful atmosphere, location, and breakfast joint!

  • Terry

    US · solo_traveller · Sep 2026

    10/10
  • Hugo

    ZA · solo_traveller · Sep 2026

    10/10

    Location is right in the middle of old town and main street. Lovely hostess and friendly people. Easy access once you know where to park and sorted out the parking.

    No area to unpack clothing in room and a few small bathroom maintenance issues but room clean and right on the road.

Location

165 Main Street · Annapolis