About Annapolis

What are the best hotels in Annapolis?

Annapolis is a lovely little waterfront city on Maryland’s Chesapeake Bay, with cobbled streets, pretty colonial buildings and sailboats bobbing in the harbour. It has plenty of history, but there's a fun, laid-back feel to the place, too, with good restaurants, independent shops and a lively waterside scene. Graduate Annapolis is our favourite place to stay, with its playful interiors, welcoming atmosphere, great facilities and handy downtown location.

Annapolis is a great city to explore on foot, particularly around the harbour and the pretty streets of downtown. Spend an afternoon browsing the boutiques, stopping for seafood by the water or heading out on a sailing trip across Chesapeake Bay. The US Naval Academy is one of the city's main attractions, while history lovers should make time for the Maryland State House and William Paca House & Garden. Come evening, City Dock is the place to be for waterfront drinks and a lively restaurant scene. Visit in spring for beautiful blossoms or in summer when the sailing season is in full swing.

Scroll down the page for our full selection of recommended hotels in Annapolis or, for a look at different areas, read our guide to the best places to stay in Maryland.

The Best Places to Stay in Annapolis

For Contemporary Chic

  • Graduate Annapolis is a funky city hotel with trendy rooms and suites clad in bold primary colours and bright, patterned textiles. Communal areas are centred around a light-filled atrium, and the feel is fresh, contemporary and very cool. For hip couples, families or business travellers, who can all enjoy the coffee bar, eatery, gym, dog park and bicycles.
  • Annapolis Waterfront Hotel promises stunning harbour views from slick, contemporary rooms and suites with blue-and-white interiors. A stylish city pick in the historic downtown area, boasting a fabulous harbourfront restaurant. For business or romance.

For a Heritage Stay

  • Historic Inns of Annapolis is a collection of three townhouses in central Annapolis, featuring opulent rooms behind characterful Victorian façades. You're perfectly placed to see Maryland's historic treasures, plus the on-site bars and eateries are lovely. For families, couples and business travellers. Great for weddings!

For a Holiday House or Apartment

  • If you'd prefer a self-catering option, visit our online partner Booking.com.

Travel Information

  • Fly to Baltimore–Washington International Airport and travel to Annapolis by bus or car. The drive should take around 30 minutes.
  • If you would like to hire a car, we suggest that you contact our online partner Rentalcars.
  • Visit between March and May to see the city in blossom and the sailing season just beginning. Autumn (October - November) is beautiful, and winters are cold but cosy!

Still not sure?

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The best hotels in Annapolis

Historic Inns of Annapolis

Annapolis (Maryland)

Hotel consists of 3 townhouses in central Annapolis. Modern rooms offer en suite bathrooms and all facilities. The Treaty of Paris Restaurant offers seasonal fish, an extensive wine list and American cuisine. Location is great for Maryland's history and Washington DC. Business and gym facilities.

  • Sailing - Sailing in Annapolis is a popular past time.
  • Sights nearby - National Maritime Museum.
  • Restaurant
  • Great walks
from $178 for 1 room, 1 night including taxes & fees
Book for less on Snaptrip

Graduate Annapolis

Annapolis (Maryland)

Funky boutique-style hotel in the heart of Annapolis Arts District. Luxuriously decorated in joyful primary tones, rooms and public spaces centre around a spectacular light-filled atrium and feature locally inspired touches. Enjoy a coffee bar, buzzing restaurant, 24-hour gym, bikes and dog park.

  • Local exploring - Good base to explore Chesapeake Bay; walk coastal paths, eat at great restaurants or browse antique stores and art galleries
  • Business meetings - 20,000 square feet of flexible meeting space make this perfect for events and functions of up to 500 people
  • City Style - The smartest place to stay in this small seaside town
  • Restaurant - Tuck into coffees, healthy snacks and salads at Poindexter or indulge in nostalgic American comfort food at Trophy Room
from $297 for 1 room, 1 night including taxes & fees
Book for less on Snaptrip

Annapolis Waterfront Hotel

Annapolis (Maryland)

Contemporary luxury waterfront hotel located in the historic downtown. Views are everywhere, from fresh nautical-themed rooms and private balconies to harbour-front restaurant and outdoor patio. Decor combines sleek furnishings with homely touches and a cosy feel. Stylish well-connected city base.

  • Local exploring - The prime location means that the historic downtown's shops, attractions and restaurants, plus the harbour, are walking distance
  • Weddings - Enjoy a waterfront wedding; the property's venues range from a traditional ballroom and harbour-view rooms to outdoor patios
  • Wine tasting - Head out of the downtown to Great Frogs Winery, a local winery that uses Annapolis’ sandy soil to grow French Bordeaux varietals
  • Restaurant - All-day Pusser's Caribbean Grille serves fresh seafood with wonderful harbour and bay views; it's a firm favourite with locals
from $1025 for 1 room, 1 night including taxes & fees
Book for less on Snaptrip