EVENTS BY MONTH

  • January
    January
    January

    Get out of the chilly weather this January and enjoy the art and dining scenes in Annapolis.

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  • February
    February
    February

    Ranked one of America’s Most Romantic Towns by Travel+Leisure Magazine, Annapolis is a great place to spend time in February.

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  • March
    March
    March

    Winter is coming to an end, and March is a wonderful time to beat the crowds and get a taste of the unique character of Annapolis.

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  • April
    April
    April

    Spring has arrived! Get out on the water, dine outside, join a tour, or take part in the many events happening in April.

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  • May
    May
    May

    From Blue Angel Flight demonstrations to food-packed events, May in Annapolis is all about being outside.

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  • June
    June
    June

    As summer rolls in, come enjoy Annapolis’ art, dining, history, on the water activities, and the many festivals and events in June.

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  • July
    July
    July

    July's sunny weather encourages locals and visitors alike to enjoy the area’s outdoor activities, events, and festivals.

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  • August
    August
    August

    Visiting Annapolis in August means one thing: Get out on the water! Climb aboard a sailboat or rent a kayak/paddleboard and cool off in the breeze.

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  • September
    September
    September

    Fewer crowds and cooler weather in September makes for a perfect weekend getaway in Annapolis.

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  • October
    October
    October

    Fall is here and so are the area’s seasonal festivals: Hayrides, haunted tours, and family-friendly events.

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  • November
    November
    November

    Rated one of the best cities for the holidays by Travel+Leisure, Annapolis in November is a great way to kick start the season.

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  • December
    December
    December

    With the holiday season in full swing, Annapolis is the perfect destination to find a special gift for everyone on your list.

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CALENDAR OF EVENTS

What are your ideal travel dates?

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Viewing events for September 21 ( view all events )

EVENTS (4)

events happening on September 21

  • An Evening with Randy Newman
    venue: Maryland Hall for the Creative Arts

    With songs that run the gamut from heartbreaking to satirical and a host of unforgettable film scores, Randy Newman has used his many talent ...

  • Mason Jennings
    venue: Rams Head on Stage

    As one grows into adulthood, remaining steadfastly single-minded about one’s pursuits gets increasingly difficult. The musician becomes ...

  • Sailing Cruise with live music aboard the Schooner Woodwind
    venue: Schooner Woodwind

    Sailing Cruise with live music aboard the 74-foot Schooner Woodwind:  Enjoy music performed by Deanna Dove during a two hour sunset cruise ...

  • Water Works Art Exhibition
    venue:

    This exhibition features artwork inspired by water in its many forms. This MFA organized exhibition will be on display at the Annapolis Mari ...

WEEKLY HAPPENINGS (8)

entertainment while you're here

  • Live Music at Brian Boru!
    venue: Brain Boru

    Live music Thursday, Friday and Saturday nights, year round! ...

  • Happy Hour at Rams Head Dockside
    venue: Rams Head Dockside

    Happy Hour is every Monday through Friday from 3-7pm! ...

  • Happy Hour at Rams Head Roadhouse
    venue: Rams Head Roadhouse

    Happy Hour is every Monday through Friday from 3-7pm! ...

  • Happy Hour at Rams Head Tavern
    venue: Rams Head Tavern

    Happy Hour is every Monday through Friday from 3-7pm! ...

  • Four Centuries Walking Tour at 1:30pm
    venue: Watermark Tours, Charters, Cruises

    A colonial attired tour guide brings history to life as you visit key sites – including the Maryland State House and the U.S. Naval Aca ...

  • Four Centuries Walking Tour at 10:30 AM
    venue: Watermark Tours, Charters, Cruises

    A colonial attired tour guide brings history to life as you visit key sites – including the Maryland State House and the U.S. Naval Aca ...

  • Music: Pete Best
    venue: Rams Head Tavern

    Join us every Thursday night for live music with Pete Best No cover! ...

  • Andrew Bell at Blackwall Hitch
    venue: Blackwall Hitch

    Join us for a live performance from Andrew Bell on Thursday, September 21st at 7pm! ...