This weekend in Annapolis, MD

● Listings verifiedMonday, September 21 · every listing checked against its source by our Annapolis editors

Saturday & Sunday, Sep 26–27

9 events, 1 free. All of this week's events →

Saturday, September 26 5 events
  • 11am

    Visiting Author - Marissa D’Angelo

    Maryland Renaissance Festival, 1797 Crownsville Rd, Annapolis · verified Sep 18
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    Visiting author Marissa D’Angelo will be on hand for a friendly meet and greet and book signing highlighting Pirates and Myths. Attendees can connect with the author and have books signed.

    Event website ↗
  • 11am

    Visiting Author - J.C. Wade

    Page After Page, 1797 Crownsville Rd, Annapolis · verified Sep 18
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    Visiting author J.C. Wade will be featured at a meet and greet with a book signing. Known for historical Scottish fiction with a fantasy focus, Wade will be available to chat, personalize books, and connect with readers.

    Event website ↗
  • 12pm

    36th Annual Kunta Kinte Heritage Festival

    Navy–Marine Corps Memorial Stadium, Annapolis
    Free

    The 36th Annual Kunta Kinte Heritage Festival is a free, family friendly celebration at Navy–Marine Corps Memorial Stadium. Attendees can enjoy music, food, arts, culture, and educational experiences for all ages.

    Event website ↗
  • 5pm

    Annapolis RISE Flag Football 2026 Fall Season

    Annapolis High School, 2700 Riva Rd, Annapolis · verified Sep 20
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    RISE Flag Football offers a 6v6 format at the Annapolis High School turf fields with divisions for boys and girls in kindergarten through 8th grade and a girls high school division for grades 9 through 12. The season features six to eight games, including playoffs. Registration is open.

    Event website ↗
  • 8pm

    Southern Culture on the Skids and more

    Rams Head On Stage, 25 West St, Annapolis · verified Sep 20
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    Southern Culture on the Skids appears with Poi Rogers for an all ages show highlighting the band’s playful mix of rock and roll, surf, country, folk, rockabilly, and R&B. Rick Miller on guitar and vocals, Mary Huff on bass and vocals, and Dave Hartman on drums have been at it for decades, taking their music from North Carolina house parties to late night TV, international stops near Mt. Fuji, and even shows inside state correctional facilities. They have shared stages with artists such as Link Wray, Loretta Lynn, Hasil Adkins, and Patti Smith, and their songs have surfaced in movies, television, and advertising, even drawing a parody from Weird Al. Critics have praised the biting guitar work, irresistible rhythms, and party-ready spirit of their concerts, with outlets like Rolling Stone noting the unrestrained energy of their live set. Their latest full length, At Home with Southern Culture on the Skids, arrived in 2021 after being recorded while off the road, and features Run Baby Run, a burst of garage grit powered by Mary Huff’s urgent vocal.

    Event website ↗
Sunday, September 27 4 events
  • 11am

    Visiting Author - K.W. Foster

    Page After Page, 1821 Crownsville Rd, Annapolis · verified Sep 18
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    Meet K.W. at a friendly author meet and greet with a book signing. Talk about the books, ask questions, and get books signed. Attendees can also learn more about K.W.’s books.

    Event website ↗
  • 11am

    Visiting Author - Anna Bright

    Maryland Renaissance Festival, 1797 Crownsville Rd, Annapolis · verified Sep 18
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    Meet the author in person and get books signed. Anna will be available to talk about her work and sign copies for attendees.

    Event website ↗
  • 2pm

    Oktoberfest Accordion Beats with Elena Stenkina

    Old Stein Inn, 1143 Mayo Rd, Edgewater · verified Sep 20
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    A lively Oktoberfest gathering in the Biergarten features Elena on accordion, filling the scene with upbeat melodies and a festive atmosphere.

    Event website ↗
  • 2pm

    Oktoberfest with Elena on The Accordion

    Old Stein Inn, 1145 Mayo Rd, Edgewater · verified Sep 20
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    Celebrate Oktoberfest in the Biergarten at Old Stein Inn with live accordion music from Elena. Enjoy lively melodies in a friendly Biergarten setting as Elena provides the soundtrack for the festivities.

    Event website ↗

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