AI PlannerAnnapolis in October
Exciting events and experiences happening this month in Annapolis.
Lene Lovich
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Yasmin Williams with Tre. Charles
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Greg Hawkes w/ Eddie Japan Performing the Music of The Cars
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Navy Midshipmen Football vs. Air Force Academy Falcons Football
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Lori McKenna
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The Australian Bee Gees Show
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Leftover Salmon (Acoustic Show) with Sicard Hollow
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Sierra Hull and John Craigie
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American Aquarium
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The Ocean Blue
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The Ocean Blue w/ Brian Tighe of The Hang Ups
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Close Enemies feat Tom Hamilton
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Steven Page (Matinee)
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Technicolor Motor Home: A Tribute to Steely Dan
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Katie Pruitt w/ Jess Nolan
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Steve Morse
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Amish Outlaws
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Shaun Cassidy
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In Gratitude: A Tribute to Earth, Wind & Fire and Sly & The Family Stone
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AJ Croce
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Ready to Experience Annapolis?
Plan your perfect itinerary around these amazing events
Use our AI planner to create a personalized Annapolis itinerary for October 2025. Chat with our AI assistant to get recommendations for hotels, restaurants, and activities that complement these events. Our intelligent trip planner considers your preferences, budget, and travel dates to create the perfect Annapolis travel plan. Features include real-time weather updates, interactive maps, and local insider tips.
