Last Updated on January 4, 2026 by Katrina
As home to the U.S. Naval Academy, the town of Annapolis has both a sense of history and college-town appeal—plus the scenery and on-the-water fun of the Chesapeake Bay. Lodging options in this town known as the “Sailing Capital of the U.S.” feature a mix of independent and mainstream-brand hotels. Here are the best hotels in Annapolis.
Graduate by Hilton Annapolis (126 West St.; 410-263-7777) Annapolis
U.S. News & World Report writes that this 217-room, red-brick branch of the college-town chain—located near the U.S. Naval Academy—“feels more like a quaint country retreat than a major hotel,” thanks to “natural light pouring in through the property’s skylights and a popular tree-shaded courtyard welcoming lounge-ready guests.” Rooms pop with color and a nautical theme. “Great location in the heart of Annapolis,” writes a Google reviewer. “Amazing beds. Get yourself a terrace room to be able to sit outside and enjoy your morning coffee.” >> Book this hotel for less
The Westin Annapolis (100 Westgate Cir.; 410-972-4300) Annapolis
This 225-room Westin, “located a few blocks west of the downtown historic district, makes a great place to hang your hat if you’re planning on sightseeing,” writes U.S. News & World Report, with the added perk of “a free shuttle to the historic district and waterfront area.” The hotel has Westin’s Heavenly Beds as well as an indoor pool and fitness center; a Google reviewer notes that “the fitness center had a great view of the city. I was able to easily walk to all of the popular attractions, including the State House, the Naval Academy, and the Chesapeake Bay Maritime Museum.” >> Book this hotel for less
Annapolis Waterfront Hotel, Autograph Collection (80 Compromise St.; 410-268-7555) Annapolis
This 150-room hotel, part of Marriott’s boutique Autograph Collection, has earned a spot as a Travel+Leisure Reader’s Favorite, in part because it is “conveniently located by the harbor, and it’s just a short walk to the Naval Academy,” writes the magazine. While there’s no pool, you can rent watercraft at the hotel to ply the waters of the Chesapeake Bay. “We stayed in a room with a balcony view of the Annapolis Marina and city dock,” writes a Google reviewer. “It was wonderful sitting out there every day looking at all the sailboats and yachts. Highly suggest a balcony view.” >> Book this hotel for less
Historic Inns of Annapolis (58 State Cir.; 410-263-2641) Annapolis
The inn is actually comprised of three small hotels: Maryland Inn, Robert Johnson House, and Governor Calvert House. “Each landmark building house pairs 18th-century details and quaint ambiance with modern amenities including free Wi-Fi,” writes Travel+Leisure. Some online reviewers note that the three buildings feel relatively far apart, but one Google reviewer writes “my husband and I had a lovely one-night stay at the Maryland Inn. We checked in at the Calvert House and they gave us a ride on the trolley to our hotel. Our room was very comfortable and it was spacious with several windows. As with any older buildings, the bathroom is small [but] we loved the Colonial details which make the experience special. Walking distance to shopping, restaurants, and sightseeing.” >> Book this hotel for less
Crowne Plaza Annapolis, an IHG Hotel (173 Jennifer Rd.; 410-266-3131) Annapolis
While it’s about four miles from downtown, this 196-room Crowne Plaza has other conveniences: It’s “directly across the street from the Westfield Annapolis shopping center,” writes U.S. News & World Report. “The hotel also features complimentary self-parking, a 24-hour fitness center and an indoor pool.” One Tripadvisor user likes that “the location has everything close by—restaurants, stores, everything,” while another adds that “the hotel was also very quiet which made for a restful and peaceful night.” >> Book this hotel for less
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