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.

    Learn More
  • 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.

    Learn More

CALENDAR OF EVENTS

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UPCOMING EVENTS (156)

events happening in the next 30 days

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • The Stanley Clarke Band
    venue: Rams Head on Stage

    Four-time Grammy Award Winner Stanley Clarke has attained "living legend" status during his over 40-year career as a bass virtuoso. He is th ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Comedy Jam at the Ram Featuring Justin Schlegel of 98 Rock
    venue: Rams Head on Stage

    Back by popular demand! Our Headliner this month is 98 Rock’s Justin Schlegel. Justin is a comedy and radio superstar. He’s perfor ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Burt Bacharach & Hal David Tribute w. Julia Nixon & The Dave Ylvisaker Dozen
    venue: Rams Head on Stage

    The wondrous songs of Burt Bacharach and Hal David were first burned into our hearts during the 60’s & early 70’s when their m ...

  • Happy Thanksziping
    venue: Terrapin Adventures

    Happy Thanksziping: Donate to Elevate Purchase any zip line, giant swing, terrapin flyer jump and TA will donate the proceeds to needy famil ...

  • Maryland Beer Tasting
    venue: Mills Fine Wine and Spirits

    Taste our current favorite beers from local Maryland microbrews. Save 15% if you decide to purchase the beers from this complimentary tastin ...

  • Red Rooster Night
    venue: Chesapeake Beach Resort & Spa

    Red Rooster Night at the Rod and Reel Restaurant Every fourth Saturday from September through December, join us for a tribute to Marcus Sam ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Small Business Saturday in Annapolis
    venue: City of Annapolis

    Small Business Saturday has become an annual event for our Annapolis business districts.  Traditionally held on the Saturday following Than ...

  • Spanish Wine Tasting
    venue: Mills Fine Wine and Spirits

    Heat things up with some bold, spicy Spanish wines, perfect to match with the heartier dishes of winter. Try a Sparkling Cava, a crisp Spani ...

  • The Classic Rock Experience feat. The Music of Pink Floyd, Led Zeppelin, Styx, Boston, Deep Purple, Journey & More
    venue: Rams Head on Stage

    Now marks the 40 year anniversary of one of America's favorite Rock N’ Roll shows performing a collection of epic, classic 70s rock ant ...

  • Bach+@ St. Anne's: Sunday Organ Vespers
    venue: St. Anne's Church

    This new series launches on September 24 at 4 p.m. with the first of eight, hour-long Organ Vespers that are designed to show off St. Anne ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Norman Brown's Joyous Christmas with Bobby Caldwell & Marion Meadows 6:00 PM Show
    venue: Rams Head on Stage

    GRAMMY Award winner Norman Brown is a multi-talented guitarist, composer, and singer who offers tasty sonic tidbits of classic R&B and c ...

  • Norman Brown's Joyous Christmas with Bobby Caldwell & Marion Meadows 9:30 PM Show
    venue: Rams Head on Stage

    GRAMMY Award winner Norman Brown is a multi-talented guitarist, composer, and singer who offers tasty sonic tidbits of classic R&B and c ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • An Evening with David Crosby & Friends
    venue: Rams Head on Stage

    Two-time Rock and Roll Hall of Famer and co-founder of the Byrds and Crosby, Stills & Nash, David Crosby is heading out on tour! Joining ...

  • Pop-Up Heritage! A Musical Traipse Through History
    venue: Maryland State Archives

    ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • John Anderson
    venue: Rams Head on Stage

    To put it simply, John Anderson is one of the greatest country music singers to ever step up to the microphone, possessing one of the most i ...

  • Mr. Paca's Backyard Preschool Program
    venue: William Paca House and Garden

    Have you ever ridden on a bus to take a trip to the market, to visit Annapolis, or go to a park? As we read The Last Stop on Market Street, ...

  • Mr. Paca's Backyard Preschool Program
    venue: William Paca House and Garden

    Have you ever ridden on a bus to take a trip to the market, to visit Annapolis, or go to a park? As we read Last Stop on Market Street, we w ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Kris Allen
    venue: Rams Head on Stage

    Kris Allen is an American singer best known for being the winner of the eighth season of American Idol.On New Year’s Day in 2013, Kris ...

  • Todd Rundgren
    venue: Maryland Hall for the Creative Arts

    As a songwriter, video pioneer, producer, recording artist, computer software developer, conceptualist, and interactive artist, Todd Rundgre ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Melissa Etheridge: Merry Christmas, Baby
    venue: Maryland Hall for the Creative Arts

    Melissa Etheridge is one of rock music's great female icons.  Her critically acclaimed eponymous debut album was certified double platinum. ...

  • Recreating Historic Architectural Finishes: A Demonstration
    venue: William Paca House and Garden

    As the celebration of the James Brice House's 250-year anniversary continues, don't miss this opportunity to meet further members of the Bri ...

  • Thursday Concerts@ St. Anne': Elán Ensemble
    venue: St. Anne's Church

    The Élan Ensemble performs music from the 17th – 19th centuries in historic venues, bringing modern audiences into the spirit of the ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • An Evening with David Crosby & Friends
    venue: Rams Head on Stage

    Two-time Rock and Roll Hall of Famer and co-founder of the Byrds and Crosby, Stills & Nash, David Crosby is heading out on tour! Joining ...

  • Greens Show Preview Party
    venue: Hammond-Harwood House

    Preview the decorated from local garden clubs, Hammond-Harwood House, enjoy wine and hors d’oeuvres and get handmade traditional boxwoo ...

  • Holiday Candlelight Stroll
    venue: Annapolis Tours by Watermark

    Learn about the origin of holiday traditions - including the significance of evergreens, Yule logs, Christmas trees and Santa Claus. The str ...

  • Illuminated London Town
    venue: Historic London Town & Gardens

    Experience the magic of a winter evening at Illuminated London Town! Sip hot cider and roast s'mores beside roaring fires in the Historic Ar ...

  • It's A Wonderful Life: A Live Radio Play
    venue: Colonial Players of Annapolis

    The Colonial Players of Annapolis is pleased to present a special holiday offering, It’s A Wonderful Life: A Live Radio Play, adapted b ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • Winter Beer Sampling
    venue: Mills Fine Wine and Spirits

    Experiment with winter beers including Dogfish Head's Pennsylvania Tuxedo, Brooklyn Brewing's Chocolate Stout, and Sierra Nevada's Celebrati ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Holiday Candlelight Stroll
    venue: Annapolis Tours by Watermark

    Learn about the origin of holiday traditions - including the significance of evergreens, Yule logs, Christmas trees and Santa Claus. The str ...

  • Illuminated London Town
    venue: Historic London Town & Gardens

    Experience the magic of a winter evening at Illuminated London Town! Sip hot cider and roast s'mores beside roaring fires in the Historic Ar ...

  • It's A Wonderful Life: A Live Radio Play
    venue: Colonial Players of Annapolis

    The Colonial Players of Annapolis is pleased to present a special holiday offering, It’s A Wonderful Life: A Live Radio Play, adapted b ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • Captain Santa's Workshop
    venue: Annapolis Maritime Museum

    Santa is coming early this year! Join us at the Annapolis Maritime Museum on December 2nd to take your picture with Captain Santa. At our ho ...

  • Handel's Messiah at USNA Chapel
    venue: U.S. Naval Academy Chapel

    Continuing a long-standing tradition, the USNA Glee Club combines with the Annapolis Symphony Orchestra, and soloists from the Metropolitan ...

  • It's A Wonderful Life: A Live Radio Play
    venue: Colonial Players of Annapolis

    The Colonial Players of Annapolis is pleased to present a special holiday offering, It’s A Wonderful Life: A Live Radio Play, adapted b ...

  • Paula Poundstone
    venue: Rams Head on Stage

    Fresh on the heels of the release of her hilarious new book, THE TOTALLY UNSCIENTIFIC STUDY OF THE SEARCH FOR HUMAN HAPPINESS (available now ...

  • Paula Poundstone
    venue: Rams Head on Stage

    Fresh on the heels of the release of her hilarious new book, THE TOTALLY UNSCIENTIFIC STUDY OF THE SEARCH FOR HUMAN HAPPINESS (available now ...

  • Staff Picks Wine Tasting
    venue: Mills Fine Wine and Spirits

    Sample six of our favorite wines for the month of December, all carefully selected to represent great value for the price and to pair well w ...

  • State House by Candlelight
    venue: Maryland State House

    Enjoy this annual open house featuring performances by young musicians and vocalists from throughout Maryland. The oldest State House in con ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • It's A Wonderful Life: A Live Radio Play
    venue: Colonial Players of Annapolis

    The Colonial Players of Annapolis is pleased to present a special holiday offering, It’s A Wonderful Life: A Live Radio Play, adapted b ...

  • A Cantori Christmas
    venue: St. Anne's Church

    Live Arts Maryland’s women’s ensemble, Cantori, opens the holiday season with its annual Christmas concert in the heart of Annapo ...

  • Arias & Encores
    venue: Calvary United Methodist Church

    Join us for our first concert of the season for our popular Arias & Encores concert. For the first time, Maestro Gretz will feature all ...

  • Chocolate Binge Festival
    venue: First Sunday Arts Festival

    Everyone loves chocolate and Annapolis' will be celebrating by filling West Street with local chocolatiers ready to help chocoholics get thr ...

  • Handel's Messiah at USNA Chapel
    venue: U.S. Naval Academy Chapel

    Continuing a long-standing tradition, the USNA Glee Club combines with the Annapolis Symphony Orchestra, and soloists from the Metropolitan ...

  • Motown & More: A Holiday Celebration
    venue: Rams Head on Stage

    MOTOWN. Just the name evokes sounds and images of a past musical era full of great artists, classic songs, smooth choreography and exciting ...

  • Motown & More: A Holiday Celebration
    venue: Rams Head on Stage

    MOTOWN. Just the name evokes sounds and images of a past musical era full of great artists, classic songs, smooth choreography and exciting ...

  • Staff Picks Wine Tasting
    venue: Mills Fine Wine and Spirits

    Sample six of our favorite wines for the month of December, all carefully selected to represent great value for the price and to pair well w ...

  • Tea with the Sugar Plum Fairy and Nutcracker Prince
    venue: Captain Avery Museum

    Shady Side's Captain Avery Museum and Edgewater’s National Ballet Company invite children--and children-at-heart---to the Captain Aver ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • Fantasia: Christmas After Midnight
    venue: Rams Head on Stage

    Get ready to have a fantastic holiday with FANTASIA.Grammy Award-winning songstress announces her first-ever holiday album, Christmas After ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • Marshall Tucker Band
    venue: Rams Head on Stage

    From their first LP in 1973, to their powerful stage presence today, the Marshall Tucker Band has played countless concert venues around the ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • It's A Wonderful Life: A Live Radio Play
    venue: Colonial Players of Annapolis

    The Colonial Players of Annapolis is pleased to present a special holiday offering, It’s A Wonderful Life: A Live Radio Play, adapted b ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • Midnight Madness Holiday Shopping I, II, & III
    venue: Downtown Annapolis Partnership

    Lights, garland, action! Historic Annapolis shops throw open their doors in a glorified block party that’s open to all. Enjoy outside m ...

  • Midnight Madness!
    venue: Mills Fine Wine and Spirits

    We're celebrating Midnight Madness at Mills by staying open from 10am-midnight! Taste incredibly delicious Kerry Gold Irish Cream Liqueur fr ...

  • Steep Canyon Rangers
    venue: Rams Head on Stage

    GRAMMY® Award-winning Steep Canyon Rangers effortlessly walk the line between festival favorite and sophisticated string orchestra. They&#x ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Holiday Candlelight Stroll
    venue: Annapolis Tours by Watermark

    Learn about the origin of holiday traditions - including the significance of evergreens, Yule logs, Christmas trees and Santa Claus. The str ...

  • Illuminated London Town
    venue: Historic London Town & Gardens

    Experience the magic of a winter evening at Illuminated London Town! Sip hot cider and roast s'mores beside roaring fires in the Historic Ar ...

  • It's A Wonderful Life: A Live Radio Play
    venue: Colonial Players of Annapolis

    The Colonial Players of Annapolis is pleased to present a special holiday offering, It’s A Wonderful Life: A Live Radio Play, adapted b ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • Annapolis Chorale-A Celebration of Christmas
    venue: Maryland Hall for the Creative Arts

    “Yuletide carols being sung by a choir” –  a very big choir – The Annapolis Chorale – are the hallmark of this lon ...

  • Carbon Leaf
    venue: Rams Head on Stage

    Through 24 years, 16 albums and 2300 live shows, Carbon Leaf’s independent spirit and vibrant music continues to resonate with their fa ...

  • Yards Brewing Beer Tasting
    venue: Mills Fine Wine and Spirits

    Enjoy a complimentary sample of beers by Philadelphia's Yards Brewing Company. Save 15% if you decide to purchase. ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Illuminated London Town
    venue: Historic London Town & Gardens

    Experience the magic of a winter evening at Illuminated London Town! Sip hot cider and roast s'mores beside roaring fires in the Historic Ar ...

  • It's A Wonderful Life: A Live Radio Play
    venue: Colonial Players of Annapolis

    The Colonial Players of Annapolis is pleased to present a special holiday offering, It’s A Wonderful Life: A Live Radio Play, adapted b ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • It's A Wonderful Life: A Live Radio Play
    venue: Colonial Players of Annapolis

    The Colonial Players of Annapolis is pleased to present a special holiday offering, It’s A Wonderful Life: A Live Radio Play, adapted b ...

  • Eastport Yacht Club Lights Parade
    venue: Spa Creek and Annapolis Harbor

    Voted #1 in the 2016 USA Today 10Best Readers' Choice contest for Best Holiday Parade!  Every year on the second Saturday in December, magi ...

  • End of the Year Kwanzza Celebration
    venue: Banneker-Douglass Museum

    Join us for our annual Kwanzaa Celebration, honoring African heritage and African American culture. We will be hosting a Libation & Can ...

  • Lights Parade Dinner & Dessert Cruise
    venue: Severn Inn

    Dine at the waterfront Severn Inn then enjoy a spectacular Dessert Cruise on the luxurious Catherine Marie to watch the 2017 Eastport Yacht ...

  • Patron Tasting
    venue: Mills Fine Wine and Spirits

    This is an excellent opportunity to taste not only Tequila but also delicious Liqueurs from Patron. Learn some fun new cocktail ideas from ...

  • Shells & Bells Parade of Lights Party
    venue: Charles Carroll House of Annapolis, Inc

    The Shells and Bells Party on Spa Creek will feature specialty cocktails, local food, live music, live auction and so much more! This tented ...

  • The Baltimore Christmas Special present...Home for Christmas!
    venue: Chesapeake Arts Center

    Baltimore's most popular Christmas comedy event is back one more time to gather, laugh and remember what is best about the holidays! Join Sp ...

  • The Nutcracker
    venue: Maryland Hall for the Creative Arts

    We invite you to the most famous Christmas Party of all time as you attend The Nutcracker  where the possibility of dreams, the magic of Ch ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • It's A Wonderful Life: A Live Radio Play
    venue: Colonial Players of Annapolis

    The Colonial Players of Annapolis is pleased to present a special holiday offering, It’s A Wonderful Life: A Live Radio Play, adapted b ...

  • The Nutcracker
    venue: Maryland Hall for the Creative Arts

    We invite you to the most famous Christmas Party of all time as you attend The Nutcracker  where the possibility of dreams, the magic of Ch ...

  • Luna Blu Ristorante Italiano Wine Dinner for Charity
    venue: Luna Blu Ristorante Italiano

    1st Course Grilled Belgian Endive Topped with caramelized onions, honey goat cheese, and pears Pairing: Michael David, Sauvignon Blanc, Lodi ...

  • Rick Springfield
    venue: Rams Head on Stage

    Over the past three decades, Rick Springfield has worn many hats as an entertainer and performer. The creator of some of the finest power-po ...

  • The Baltimore Christmas Special present...Home for Christmas!
    venue: Chesapeake Arts Center

    Baltimore's most popular Christmas comedy event is back one more time to gather, laugh and remember what is best about the holidays! Join Sp ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • An Annapolis Christmas
    venue: Rams Head on Stage

    Join us along with the Annapolis Musicians Fund for Musicians at this annual favorite! We’ve got a great lineup of talented local artis ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • An Annapolis Christmas
    venue: Rams Head on Stage

    Join us along with the Annapolis Musicians Fund for Musicians at this annual favorite! We’ve got a great lineup of talented local artis ...

  • Mr. Paca's Backyard Preschool Program
    venue: William Paca House and Garden

    All during a winter night, snowflakes begin to twist and turn as they softly fall to the ground. In the morning light, the animals notice a ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • Night Ranger
    venue: Rams Head on Stage

    With 30+ years in the business, and more that 17 million albums sold worldwide, NIGHT RANGER has proven they can still “Rock in America ...

  • Night Ranger
    venue: Rams Head on Stage

    With 30+ years in the business, and more that 17 million albums sold worldwide, NIGHT RANGER has proven they can still “Rock in America ...

  • Nooks & Crannies Tour
    venue: William Paca House and Garden

    A rare opportunity to step beyond a classic guided house tour awaits. Every second Wednesday this fall, visitors will peek behind closed doo ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • Midnight Madness Holiday Shopping I, II, & III
    venue: Downtown Annapolis Partnership

    Lights, garland, action! Historic Annapolis shops throw open their doors in a glorified block party that’s open to all. Enjoy outside m ...

  • Midnight Madness!
    venue: Mills Fine Wine and Spirits

    We're celebrating Midnight Madness at Mills by staying open from 10am-11pm! Taste incredibly delicious Jackson Morgan Bourbon Creams as well ...

  • Petula Clark
    venue: Rams Head on Stage

    Petula Clark was born in Epsom, England, but her love of music began at a very early age in her mother’s land of Wales. She was already ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Illuminated London Town
    venue: Historic London Town & Gardens

    Experience the magic of a winter evening at Illuminated London Town! Sip hot cider and roast s'mores beside roaring fires in the Historic Ar ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • Annapolis Chorale - Handel’s Messiah
    venue: St. Anne's Church

    Few places are more magical than downtown Annapolis during the holidays. There’s no better place than downtown Annapolis to share a hol ...

  • Holiday Candlelight Stroll
    venue: Annapolis Tours by Watermark

    Learn about the origin of holiday traditions - including the significance of evergreens, Yule logs, Christmas trees and Santa Claus. The str ...

  • Port City Beer Tasting
    venue: Mills Fine Wine and Spirits

    Enjoy a complimentary sample of beers by Virginia's Port City Brewing Company including their awesome seasonal Tidings Belgian Style Ale. Sa ...

  • Southside Johnny & the Asbury Jukes
    venue: Rams Head on Stage

    Emerging in the '70's from the same New Jersey Shore music scene as his legendary contemporary and friend Bruce Springsteen, Southside's fir ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Illuminated London Town
    venue: Historic London Town & Gardens

    Experience the magic of a winter evening at Illuminated London Town! Sip hot cider and roast s'mores beside roaring fires in the Historic Ar ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • The Baltimore Christmas Special present...Home for Christmas!
    venue: Chesapeake Arts Center

    Baltimore's most popular Christmas comedy event is back one more time to gather, laugh and remember what is best about the holidays! Join Sp ...

  • The Nutcracker
    venue: Maryland Hall for the Creative Arts

    We invite you to the most famous Christmas Party of all time as you attend The Nutcracker  where the possibility of dreams, the magic of Ch ...

  • Annapolis Chorale - Handel’s Messiah
    venue: St. Anne's Church

    Few places are more magical than downtown Annapolis during the holidays. There’s no better place than downtown Annapolis to share a hol ...

  • Holiday Candlelight Stroll
    venue: Annapolis Tours by Watermark

    Learn about the origin of holiday traditions - including the significance of evergreens, Yule logs, Christmas trees and Santa Claus. The str ...

  • Aaron Neville Qunitet
    venue: Rams Head on Stage

    Having one of the most evocative and recognizable voices in American music, Aaron Neville is an international ambassador of New Orleans R&am ...

  • Colonial Players of Annapolis' Holiday Party
    venue: Colonial Players of Annapolis

    Come join us for our holiday party! We'll have caroling, entertainment, and deliscious dishes to try! This is a MEMBERS ONLY event - but sig ...

  • Holiday Open House: William Paca House and Hogshead
    venue: William Paca House and Garden

    Come join the Pacas for a festive occasion as they entertain for the holidays! Living historians will bring the house to life with laughter, ...

  • Jon McLaughlin: This Time of Year Tour
    venue: Rams Head on Stage

    Singer-songwriter and skilled pianist Jon McLaughlin is ushering in the holiday spirit this fall with his new EP and a string of tour dates. ...

  • Santas Soaring Adventure
    venue: Terrapin Adventures

    Join Santa and his elves to decorate stockings, get pictures with Santa, enjoy holiday music, and munch on holiday cookies. One stocking you ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • The Nutcracker
    venue: Maryland Hall for the Creative Arts

    We invite you to the most famous Christmas Party of all time as you attend The Nutcracker  where the possibility of dreams, the magic of Ch ...

  • The Baltimore Christmas Special present...Home for Christmas!
    venue: Chesapeake Arts Center

    Baltimore's most popular Christmas comedy event is back one more time to gather, laugh and remember what is best about the holidays! Join Sp ...

  • Annapolis Chorale - Handel’s Messiah
    venue: St. Anne's Church

    Few places are more magical than downtown Annapolis during the holidays. There’s no better place than downtown Annapolis to share a hol ...

  • Bettye LaVette
    venue: Rams Head on Stage

    Bettye LaVette is no mere singer. She is an interpreter of the highest order. Whether the song originated as country, rock, pop, or blues, w ...

  • Bob Sima
    venue: Rams Head on Stage

    Sima is a nationally-touring singer-songwriter based in Annapolis Maryland. When Sima opens his mouth to sing, what emerges is far beyond th ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • Bryce & Bethany Merritt Present: “Christmas With The Mrs.”
    venue: Rams Head on Stage

    Hailing from Nashville, Tennessee, Bryce & Bethany Merritt present their 3rd Annual Christmas With The Mrs. concert. While Bryce (brycem ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • Spaghetti & Sinatra
    venue: Chesapeake Beach Resort & Spa

    Every third Wednesday September through December, join us for some Rat Pack-style music and entertainment by Joe Martone and Sinatra-Inspire ...

  • Lights on the Bay
    venue: Sandy Point State Park

    SPCA of Anne Arundel County presents the 24th annual Lights on the Bay holiday light show, featureing a two-mile scenic drive along the Ches ...

  • Small Wonders Art Exhibition
    venue:

    Small Wonders is an open juried art exhibition featuring small 2-D and 3-D artworks.  A public reception will take place on December 7, 3-5 ...

  • Petula Clark (2nd Show Added by Popular Demand)
    venue: Rams Head on Stage

    Petula Clark was born in Epsom, England, but her love of music began at a very early age in her mother’s land of Wales. She was already ...