America's Sailing Capital
Annapolis
America's sailing capital — colonial charm on the Chesapeake
Explore Annapolis
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Things to Do
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19 experiences
Events
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50 events
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🏨Hotels
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31 hotels
Flights
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Home Services
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35 services
Top Experiences in Annapolis
4.3 (85 reviews)Ashes and Apparitions of Annapolis Ghost Tour
4.7 (44 reviews)Historic Annapolis Food Tour
5.0 (42 reviews)Annapolis Historic Walking Tour: Harbor and Colonial Downtown
4.4 (41 reviews)The Original Walking Ghost Tour by Annapolis Ghost Tours
5.0 (24 reviews)Tipsy History: The Happy Hour Historical Pub Crawl of Annapolis
4.6 (19 reviews)The Original Haunted Pub Crawl by Annapolis Ghost Tours
Awesome Scavenger Hunt: Annapolis Red Bricks & Blue Views
4.4 (10 reviews)Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl
4.6 (7 reviews)Amazing Annapolis Scavenger Hunt
5.0 (7 reviews)Outdoor Painting Activity with a Local Artist in Annapolis
4.7 (3 reviews)Historic Annapolis Walking Tour - Small Group Guided Tour
5.0 (1 reviews)Annapolis Colonial and Maritime History Walking Tour
Popular in Annapolis
Expert Guides for Annapolis
City GuideAnnapolis 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 read
City GuideThe 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 read
City GuideWe Asked Annapolis Locals Where They Actually Eat — Here's What They Said
The best restaurants in Annapolis that locals actually eat at — neighborhood picks, hidden gems, and must-try dishes for 2026.
10 min read
City GuideAnnapolis Hidden Gems: Secret Spots the Guidebooks Miss
Secret spots in Annapolis that guidebooks miss — the parks, neighborhoods, and local favorites that only residents know. Updated 2026.
10 min read
City GuideFirst Time in Annapolis? Locals Wish You Knew These 12 Things
Your essential first-timer guide to Annapolis — top attractions, local tips, where to eat, and what to skip. Updated for 2026.
7 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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Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
$141.55/night
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SpringHill Suites by Marriott Annapolis
$132/night
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Holiday Inn Express Annapolis - Kent Island
$129/night
View Deal →🗺️ Explore Activities on the Map
Browse tours, attractions, and day trips in Annapolis — click any marker for details and booking.
Home Services in Annapolis
Verified local pros across 7 home-service categories. Click a category to see Annapolis ratings, costs, and contact info.
Pack for Annapolis
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Walking Shoes
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Memory Foam Neck Pillow
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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.
Annapolis by the Numbers
Based on data from 182 verified local businesses on Recommended.app:
182
Local Businesses
66
Service Categories
19
Tours & Experiences
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Data from Recommended.app directory. Updated April 2026.
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