The City Dock of Annapolis — known locally as Ego Alley for the parade of boats past the restaurants — is the social heart of the Sailing Capital of the United States, where the protected harbour created by the Severn River meeting Chesapeake Bay has made Annapolis the most important sailing centre on the East Coast. The waterfront is surrounded by colonial brick buildings, seafood restaurants serving the famous Chesapeake blue crabs, and the historic pubs that have served sailors since the 18th century. Hotels near Annapolis Harbour are in the most animated and scenic part of Maryland's beautiful colonial capital.
Our Picks — Annapolis
Historic Downtown
This intimate luxury boutique earns rave reviews for its stylish suites and personalized concierge in a restored Victorian. Perfect for romantics seeking upscale privacy near Annapolis Harbor.[134 Prince Booking.com](https://www.booking.com/hotel/us/134-prince-luxury-boutique.html)
West Street
A serene 5-star retreat with lush gardens and free parking, ideal for those wanting boutique elegance slightly removed from downtown bustle. Guests praise spacious suites and tranquil ambiance.[1313 West Booking.com](https://www.booking.com/hotel/us/1313-west-luxury-boutique.html)
Marriott's upscale Autograph Collection property boasts stunning harbor views, on-site dining, and a fitness center right on the marina. Ideal for leisure travelers savoring Chesapeake sunsets.[Annapolis Waterfront Booking.com](https://www.booking.com/hotel/us/annapolis-marriott-waterfront.html)
Historic Downtown
Spread across three restored 18th-century buildings, this charming inn offers cozy rooms in the heart of colonial history steps from shops and the State House. Perfect for history buffs embracing Annapolis heritage.[Historic Inns Booking.com](https://www.booking.com/hotel/us/historic-inns-of-annapolis.html)
Downtown
Trendy Hilton outpost with playful naval-themed decor, rooftop bar, and prime location near the Academy and dining. Appeals to younger travelers and groups seeking vibrant energy.[Booking.com searches]
Downtown
Reliable chain with indoor pool, on-site grill, and easy access to West Street nightlife. Great for business or leisure with cooked-to-order breakfast options.[HGI Downtown Booking.com](https://www.booking.com/hotel/us/hilton-garden-inn-annapolis-downtown.html)
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