America's Sailing Capital
Annapolis
America's sailing capital — colonial charm on the Chesapeake
Explore Annapolis
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Expert Guides for Annapolis
Annapolis on a Budget: Free and Cheap Things to Do
The best free and budget-friendly activities in Annapolis, MD — from free museums and parks to affordable food and entertainment.
10 min readThe First-Timer
Planning your first trip to Annapolis? Skip the tourist traps. Here
7 min readAnnapolis Hidden Gems: Secret Spots the Guidebooks Miss
Discover Annapolis
10 min readThe Perfect Weekend in Annapolis: A 2-Day Itinerary
A detailed 2-day weekend itinerary for Annapolis, MD — the best restaurants, attractions, neighborhoods, and experiences packed into a perfect 48 hours.
10 min readWhere to Eat in Annapolis: A Local
The definitive guide to Annapolis
10 min read🏨 Hotels & Stays in Annapolis
Top-rated hotels and accommodations in Annapolis. Book through our trusted partners for the best rates.

The Annapolis Inn
$379/night
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Gibson's Lodgings of Annapolis
$279/night
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Annapolis Waterfront Hotel, Autograph Collection
$247.17/night
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The Westin Annapolis
$189/night
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Annapolis Waterfront Hotel, Autograph Collection
$177.65/night
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Hilton Garden Inn Annapolis Downtown
$161.1/night
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Graduate Annapolis
$143/night
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Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
$141.55/night
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About Annapolis
Annapolis is the sailing capital of the US and home to the Naval Academy. Its historic downtown has more 18th-century buildings than any other US city, plus world-class crab houses and waterfront dining.
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