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

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Viewing events for August 16 ( view all events )

EVENTS (1)

events happening on August 16

  • Walter Trout
    venue: Rams Head on Stage

    Walter Trout announces new release, ‘ALIVE in Amsterdam’, recorded live in Amsterdam on the blues legend’s comeback tour &amp ...

WEEKLY HAPPENINGS (15)

entertainment while you're here

  • Karaoke Live!
    venue: Rams Head Center Stage

    Take Center Stage and be the star of the show at Karaoke Live! Sing your favorite songs with a live band to back you up! Seating available o ...

  • 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: Amber North
    venue: Rams Head Tavern

    Join us every Wednesday night for live music on the patio with Amber North! No cover! ...

  • Wednesday Night Race Series on board Schooner Woodwind
    venue: Schooner Woodwind

    Woodwind and Woodwind II will be match racing every Wednesday night that there is an Annapolis Yacht Club (AYC) Race. Both boats will start ...

  • Dinner Under the Stars
    venue: Inner West Street Association

    The first block of West Street (from Church Circle to Calvert Street), located in the heart of the Arts District, will be closed to traffi ...

  • Live Music with Sean Hetrick and $6 Burger
    venue: Reynolds Tavern

    Join us every for a great Wednesday Night all Spring and Summer long in the Beer Garden with Live Music with Sean Hetrick and our 1/2 pound ...

  • Live Music at Rams Head Dockside
    venue: Rams Head Dockside

    Join us every Wednesday evening for free live music! No cover!  ...

  • Artists in the Park - Wednesday Naptown Showcase
    venue: Maryland Theatre for the Performing Arts

    Maryland Theatre is launching an Wednesday artist showcase series throughout the summer in partnership with Naptownmusic to celebrate and pr ...

  • Celebrate Summer in the Rosé Terrace
    venue: Reynolds Tavern

    We are hosting a Rosé party every Wednesday Night!!  First of all, not only do we love to drink Rosé, but we know it is the perfect S ...

  • Artists in the Park: Alexander Peters
    venue: Maryland Theatre for the Performing Arts

    We are so happy to work with Naptownmusic to showcase these fine artists at our Stage One venue. With live music, great food and good friend ...

  • Shane Gamble at Blackwall Hitch
    venue: Blackwall Hitch

    Join us for a live performance from Shane Gamble on Wednesday, August 16th at 7pm! ...