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1. www.visitannapolis.org › eventsEvents in Annapolis | Find Upcoming Festivals & Concerts

   www.visitannapolis.org › events

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   From food events and farmers' markets to annual festivals and seasonal celebrations, discover can't-miss events in Annapolis and Chesapeake Bay.

   • Concerts & Live Music

     Events Annual Events & Festivals Commissioning Week...

   • Annual Events & Festivals

     Fall. Winter. Spring. Summer. Follow Us. From the...

     Maryland Seafood Festival

     · 4 Th Of July Weekend

     · Commissioning Week

   • Things to Do This Weekend

     Check out some of our most popular things to do in Annapolis...

   • Holiday

     Midnight Madness. Don't miss Midnight Madness on Thursdays,...

2. www.visitannapolis.org › plan › itinerariesFall Things To Do In Annapolis & Anne Arundel County

   www.visitannapolis.org › plan › itineraries

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   To explore our entire event and fall festival calendar, here. Plan a fall weekend in Annapolis with this easy itinerary that takes you from the heart of downtown to the rolling hills of Anne Arundel County!

3. People also ask

   What's happening in Annapolis & Anne Arundel County?

   • Discover the best of the Chesapeake Bay on your next adventure to Annapolis & Anne Arundel County! From the Renaissance Festival to all things Naval Academy, find upcoming annual events in Annapolis & Anne Arundel County!

   Annual Events & Festivals In Annapolis & Anne Arundel County

   www.visitannapolis.org/events/annual-events-and-festivals/

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   Does Annapolis have a busy calendar for September?

   • Visit Annapolis Has A Busy Calendar for September and Beyond! It is almost time to raise a glass to the end of another incredible summer in Annapolis and Anne Arundel County.

   Visit Annapolis Has A Busy Calendar for September and Beyond!

   www.eyeonannapolis.net/2023/09/visit-annapolis-has-a-busy-calendar-for-september-and-beyond/

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   What is the first Sunday Arts Festival in Annapolis?

   • First Sunday Arts Festival  (Downtown Annapolis) Every First Sunday of the month through November, the first blocks of West and Calvert Streets are filled with street vendors, performers, musicians, and more! This festival encourages residents and visitors to shop locally, discover new restaurants, and support the arts (weather permitting).

   Visit Annapolis Has A Busy Calendar for September and Beyond!

   www.eyeonannapolis.net/2023/09/visit-annapolis-has-a-busy-calendar-for-september-and-beyond/

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   Is Oktoberfest free in Annapolis?

   • The event is free with advanced registration! September 24 – West Annapolis Oktoberfest (Annapolis) Join in for the kick-off to Fall Festival season with a day of food, music, some of the area’s best vendors, fun for kids, and plenty of German beer! Pack Annapolis Street from 11 – 4 PM and enjoy free parking at this annual festival.

   Visit Annapolis Has A Busy Calendar for September and Beyond!

   www.eyeonannapolis.net/2023/09/visit-annapolis-has-a-busy-calendar-for-september-and-beyond/

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4. www.eyeonannapolis.net › 2023 › 09Visit Annapolis Has A Busy Calendar for September and Beyond!

   www.eyeonannapolis.net › 2023 › 09

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   Sep 5, 2023 · September 24 – West Annapolis Oktoberfest (Annapolis) Join in for the kick-off to Fall Festival season with a day of food, music, some of the area’s best vendors, fun for kids, and plenty of ...

5. www.naptownscoop.com › fall-activities-annapolisAnnapolis 2023 Fall Activity Guide | Naptown Scoop

   www.naptownscoop.com › fall-activities-annapolis

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   Oct 11, 2023 · 10 AM–12:30 PM @ Annapolis Harbour Center, 2512 A Solomons Island Road, Annapolis, MD 21401. Learn more. 🎆 Fall Fest on West – 10/21. Live music, pumpkins, and kids' fun on West Street, Historic Annapolis followed by Dinner Under the Stars with live music. 2–9 PM @ West Street, Annapolis, MD 21401. Learn more. 🍻 Shoptoberfest – 10/21

6. www.visitannapolis.org › blog › storiesVisit Annapolis this Fall for the perfect weekend getaway!

   www.visitannapolis.org › blog › stories

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   Sep 27, 2022 · For more October events and Fall Festivals throughout Annapolis & Anne Arundel County, check out Visit Annapolis & Anne Arundel County’s events page and start planning your Fall Getaway today! Plan a fun weekend getaway to Annapolis, MD this fall. Scroll down for more details and plan your trip today.